Las Vegas (LAS) to Chicago (MDW), Dec 18–20, 2026, return Dec 25–27, 2026: from $369 round trip
Las Vegas (LAS) to Chicago (MDW), Dec 18–20, 2026, return Dec 25–27, 2026: from $369 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $369 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Dec 18–25, 2026, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) |
|---|---|---|---|---|---|
| 2026-12-18 → 2026-12-25 | Southwest Airlines | WN4990 / WN2949 | 00:20:00→05:40:00 3h 20m nonstop · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $384.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-26 | Southwest Airlines | WN1195 / WN10 | 06:35:00→12:05:00 3h 30m nonstop · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $384.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-27 | Southwest Airlines | WN1195 / WN836 | 06:35:00→12:05:00 3h 30m nonstop · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $384.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-26 | Southwest Airlines | WN4990 / WN10 | 00:20:00→05:40:00 3h 20m nonstop · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-27 | Southwest Airlines | WN4990 / WN836 | 00:20:00→05:40:00 3h 20m nonstop · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-25 | Southwest Airlines | WN4990 / WN2949 | 00:20:00→05:40:00 3h 20m nonstop · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-25 | Southwest Airlines | WN4990 / WN2949 | 00:20:00→05:40:00 3h 20m nonstop · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-26 | Southwest Airlines | WN4990 / WN10 | 00:20:00→05:40:00 3h 20m nonstop · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-27 | Southwest Airlines | WN1499 / WN836 | 07:45:00→13:10:00 3h 25m nonstop · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-27 | Southwest Airlines | WN4990 / WN836 | 00:20:00→05:40:00 3h 20m nonstop · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $384.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-25 | Southwest Airlines | WN1195 / WN2949 | 06:35:00→12:05:00 3h 30m nonstop · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $384.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-26 | Southwest Airlines | WN4990 / WN10 | 00:20:00→05:40:00 3h 20m nonstop · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $384.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-26 | Southwest Airlines | WN1499 / WN10 | 07:45:00→13:10:00 3h 25m nonstop · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-25 | Southwest Airlines | WN1499 / WN2949 | 08:10:00→13:35:00 3h 25m nonstop · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-25 | Southwest Airlines | WN1499 / WN2949 | 07:45:00→13:10:00 3h 25m nonstop · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-26 | Southwest Airlines | WN1499 / WN10 | 08:10:00→13:35:00 3h 25m nonstop · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-27 | Southwest Airlines | WN4990 / WN836 | 00:20:00→05:40:00 3h 20m nonstop · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-27 | Southwest Airlines | WN1499 / WN836 | 08:10:00→13:35:00 3h 25m nonstop · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $448.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-26 | Southwest Airlines | WN4438 + WN22 / WN10 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-25 | Southwest Airlines | WN2885 + WN4175 / WN2949 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-27 | Southwest Airlines | WN2885 + WN4175 / WN836 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-26 | Southwest Airlines | WN2280 + WN2721 / WN10 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-25 | Southwest Airlines | WN955 + WN1326 / WN2949 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-25 | Southwest Airlines | WN2280 + WN2721 / WN2949 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-25 | Southwest Airlines | WN2427 + WN2694 / WN2949 | 08:20:00→17:10:00 6h 50m 1 stop via MCI · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-26 | Southwest Airlines | WN2427 + WN2694 / WN10 | 08:20:00→17:10:00 6h 50m 1 stop via MCI · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-26 | Southwest Airlines | WN2885 + WN4175 / WN10 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-26 | Southwest Airlines | WN955 + WN1326 / WN10 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-26 | Southwest Airlines | WN2409 + WN3443 / WN10 | 05:05:00→12:35:00 5h 30m 1 stop via PHX · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-25 | Southwest Airlines | WN4438 + WN22 / WN2949 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-27 | Southwest Airlines | WN2427 + WN2694 / WN836 | 08:20:00→17:10:00 6h 50m 1 stop via MCI · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-27 | Southwest Airlines | WN4438 + WN22 / WN836 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-25 | Southwest Airlines | WN2409 + WN3443 / WN2949 | 05:05:00→12:35:00 5h 30m 1 stop via PHX · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-27 | Southwest Airlines | WN2280 + WN2721 / WN836 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-27 | Southwest Airlines | WN955 + WN1326 / WN836 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-18 → 2026-12-27 | Southwest Airlines | WN2409 + WN3443 / WN836 | 05:05:00→12:35:00 5h 30m 1 stop via PHX · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $369.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-26 | Southwest Airlines | WN2409 + WN3443 / WN10 | 05:05:00→12:35:00 5h 30m 1 stop via PHX · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-25 | Southwest Airlines | WN2427 + WN2694 / WN2949 | 08:20:00→17:10:00 6h 50m 1 stop via MCI · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-26 | Southwest Airlines | WN4438 + WN22 / WN10 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-25 | Southwest Airlines | WN1499 / WN1076 + WN971 | 07:45:00→13:10:00 3h 25m nonstop · 08:20:00→13:30:00 7h 10m 1 stop via DTW | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-26 | Southwest Airlines | WN2280 + WN2721 / WN10 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-26 | Southwest Airlines | WN955 + WN1326 / WN10 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-25 | Southwest Airlines | WN2885 + WN4175 / WN2949 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-25 | Southwest Airlines | WN955 + WN1326 / WN2949 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-27 | Southwest Airlines | WN2280 + WN2721 / WN836 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-27 | Southwest Airlines | WN2280 + WN2721 / WN836 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-26 | Southwest Airlines | WN2427 + WN2694 / WN10 | 08:20:00→17:10:00 6h 50m 1 stop via MCI · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-26 | Southwest Airlines | WN1499 / WN2891 + WN188 | 07:45:00→13:10:00 3h 25m nonstop · 13:55:00→18:50:00 6h 55m 1 stop via AUS | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-27 | Southwest Airlines | WN955 + WN1326 / WN836 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-25 | Southwest Airlines | WN4438 + WN22 / WN2949 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-25 | Southwest Airlines | WN1499 / WN1076 + WN971 | 07:50:00→13:15:00 3h 25m nonstop · 08:20:00→13:30:00 7h 10m 1 stop via DTW | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-27 | Southwest Airlines | WN2427 + WN2694 / WN836 | 08:20:00→17:10:00 6h 50m 1 stop via MCI · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-26 | Southwest Airlines | WN4438 + WN22 / WN10 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-27 | Southwest Airlines | WN955 + WN1326 / WN836 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-26 | Southwest Airlines | WN2280 + WN2721 / WN10 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-27 | Southwest Airlines | WN2885 + WN4175 / WN836 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-26 | Southwest Airlines | WN2885 + WN4175 / WN10 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-26 | Southwest Airlines | WN1499 / WN2891 + WN188 | 07:50:00→13:15:00 3h 25m nonstop · 13:55:00→18:50:00 6h 55m 1 stop via AUS | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-25 | Southwest Airlines | WN955 + WN1326 / WN2949 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-25 | Southwest Airlines | WN2280 + WN2721 / WN2949 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-27 | Southwest Airlines | WN4438 + WN22 / WN836 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-26 | Southwest Airlines | WN2885 + WN4175 / WN10 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-27 | Southwest Airlines | WN2885 + WN4175 / WN836 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-27 | Southwest Airlines | WN2409 + WN3443 / WN836 | 05:05:00→12:35:00 5h 30m 1 stop via PHX · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-27 | Southwest Airlines | WN2409 + WN3443 / WN836 | 05:05:00→12:35:00 5h 30m 1 stop via PHX · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-25 | Southwest Airlines | WN2885 + WN4175 / WN2949 | 12:20:00→20:00:00 5h 40m 1 stop via STL · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-25 | Southwest Airlines | WN2409 + WN3443 / WN2949 | 05:05:00→12:35:00 5h 30m 1 stop via PHX · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-27 | Southwest Airlines | WN2427 + WN2694 / WN836 | 08:20:00→17:10:00 6h 50m 1 stop via MCI · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-20 → 2026-12-26 | Southwest Airlines | WN955 + WN1326 / WN10 | 12:05:00→20:20:00 6h 15m 1 stop via DTW · 20:05:00→22:00:00 3h 55m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-27 | Southwest Airlines | WN4438 + WN22 / WN836 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 08:45:00→10:50:00 4h 05m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-25 | Southwest Airlines | WN2280 + WN2721 / WN2949 | 23:55:00→08:40:00 6h 45m 1 stop via ATL · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
| 2026-12-19 → 2026-12-25 | Southwest Airlines | WN4438 + WN22 / WN2949 | 09:30:00→17:15:00 5h 45m 1 stop via MKE · 21:25:00→23:35:00 4h 10m nonstop | Axel-exclusive $427.00 | 2026-10-29T01:23:45Z |
Hotels in Chicago for these trips
Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Chicago for these nights (Dec 18–25, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $700 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $233 total · 5★ Sofitel Chicago Magnificent Mile, $1,675 total
- Hotels in Chicago for these nights (Dec 18–26, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $824 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $343 total · 5★ Sofitel Chicago Magnificent Mile, $1,889 total
- Hotels in Chicago for these nights (Dec 18–27, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $941 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $385 total · 5★ Sofitel Chicago Magnificent Mile, $2,098 total
- Hotels in Chicago for these nights (Dec 19–25, 2026 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey, $581 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $164 total · 5★ Sofitel Chicago Magnificent Mile, $1,473 total
- Hotels in Chicago for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $712 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $274 total · 5★ Sofitel Chicago Magnificent Mile, $1,687 total
- Hotels in Chicago for these nights (Dec 19–27, 2026 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $804 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $316 total · 5★ Sofitel Chicago Magnificent Mile, $1,896 total
- Hotels in Chicago for these nights (Dec 20–25, 2026 · 5 nights · 2 adults, 1 room): 3★ Hotel Versey, $462 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $95 total · 5★ Sofitel Chicago Magnificent Mile, $1,159 total
- Hotels in Chicago for these nights (Dec 20–26, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $583 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $205 total · 5★ Sofitel Chicago Magnificent Mile, $1,373 total
- Hotels in Chicago for these nights (Dec 20–27, 2026 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $674 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $247 total · 5★ Sofitel Chicago Magnificent Mile, $1,582 total
Route overview: Las Vegas to Chicago (MDW) flight deals
2026-12-18 → 2026-12-25 · Axel-exclusive $384.00
- Southwest Airlines WN4990: LAS 2026-12-18 00:20:00 → MDW 2026-12-18 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-18 → 2026-12-26 · Axel-exclusive $384.00
- Southwest Airlines WN1195: LAS 2026-12-18 06:35:00 → MDW 2026-12-18 12:05:00; nonstop; 210 minutes. Local airport times.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-18 → 2026-12-27 · Axel-exclusive $384.00
- Southwest Airlines WN1195: LAS 2026-12-18 06:35:00 → MDW 2026-12-18 12:05:00; nonstop; 210 minutes. Local airport times.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-26 · Axel-exclusive $448.00
- Southwest Airlines WN4990: LAS 2026-12-20 00:20:00 → MDW 2026-12-20 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-19 → 2026-12-27 · Axel-exclusive $448.00
- Southwest Airlines WN4990: LAS 2026-12-19 00:20:00 → MDW 2026-12-19 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-25 · Axel-exclusive $448.00
- Southwest Airlines WN4990: LAS 2026-12-20 00:20:00 → MDW 2026-12-20 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-19 → 2026-12-25 · Axel-exclusive $448.00
- Southwest Airlines WN4990: LAS 2026-12-19 00:20:00 → MDW 2026-12-19 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $448.00
- Southwest Airlines WN4990: LAS 2026-12-19 00:20:00 → MDW 2026-12-19 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-20 → 2026-12-27 · Axel-exclusive $448.00
- Southwest Airlines WN1499: LAS 2026-12-20 07:45:00 → MDW 2026-12-20 13:10:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-18 → 2026-12-27 · Axel-exclusive $384.00
- Southwest Airlines WN4990: LAS 2026-12-18 00:20:00 → MDW 2026-12-18 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-18 → 2026-12-25 · Axel-exclusive $384.00
- Southwest Airlines WN1195: LAS 2026-12-18 06:35:00 → MDW 2026-12-18 12:05:00; nonstop; 210 minutes. Local airport times.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-18 → 2026-12-26 · Axel-exclusive $384.00
- Southwest Airlines WN4990: LAS 2026-12-18 00:20:00 → MDW 2026-12-18 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-20 → 2026-12-26 · Axel-exclusive $448.00
- Southwest Airlines WN1499: LAS 2026-12-20 07:45:00 → MDW 2026-12-20 13:10:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-19 → 2026-12-25 · Axel-exclusive $448.00
- Southwest Airlines WN1499: LAS 2026-12-19 08:10:00 → MDW 2026-12-19 13:35:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-20 → 2026-12-25 · Axel-exclusive $448.00
- Southwest Airlines WN1499: LAS 2026-12-20 07:45:00 → MDW 2026-12-20 13:10:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $448.00
- Southwest Airlines WN1499: LAS 2026-12-19 08:10:00 → MDW 2026-12-19 13:35:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-20 → 2026-12-27 · Axel-exclusive $448.00
- Southwest Airlines WN4990: LAS 2026-12-20 00:20:00 → MDW 2026-12-20 05:40:00; nonstop; 200 minutes. Local airport times.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-19 → 2026-12-27 · Axel-exclusive $448.00
- Southwest Airlines WN1499: LAS 2026-12-19 08:10:00 → MDW 2026-12-19 13:35:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-18 → 2026-12-26 · Axel-exclusive $369.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-18 09:30:00 → MDW 2026-12-18 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-18 09:30:00 → MKE 2026-12-18 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-18 16:20:00 → MDW 2026-12-18 17:15:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-18 → 2026-12-25 · Axel-exclusive $369.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-18 12:20:00 → MDW 2026-12-18 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-18 12:20:00 → STL 2026-12-18 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-18 18:55:00 → MDW 2026-12-18 20:00:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-18 → 2026-12-27 · Axel-exclusive $369.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-18 12:20:00 → MDW 2026-12-18 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-18 12:20:00 → STL 2026-12-18 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-18 18:55:00 → MDW 2026-12-18 20:00:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-18 → 2026-12-26 · Axel-exclusive $369.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-18 23:55:00 → MDW 2026-12-19 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-18 23:55:00 → ATL 2026-12-19 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-19 07:45:00 → MDW 2026-12-19 08:40:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-18 → 2026-12-25 · Axel-exclusive $369.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-18 12:05:00 → MDW 2026-12-18 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-18 12:05:00 → DTW 2026-12-18 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-18 20:00:00 → MDW 2026-12-18 20:20:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-18 → 2026-12-25 · Axel-exclusive $369.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-18 23:55:00 → MDW 2026-12-19 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-18 23:55:00 → ATL 2026-12-19 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-19 07:45:00 → MDW 2026-12-19 08:40:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-18 → 2026-12-25 · Axel-exclusive $369.00
- Southwest Airlines WN2427 / WN2694: LAS 2026-12-18 08:20:00 → MDW 2026-12-18 17:10:00; 1 stop(s) via MCI; 410 minutes. Local airport times.
- WN2427: LAS 2026-12-18 08:20:00 → MCI 2026-12-18 13:05:00; layover at MCI: 165 minutes.
- WN2694: MCI 2026-12-18 15:50:00 → MDW 2026-12-18 17:10:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-18 → 2026-12-26 · Axel-exclusive $369.00
- Southwest Airlines WN2427 / WN2694: LAS 2026-12-18 08:20:00 → MDW 2026-12-18 17:10:00; 1 stop(s) via MCI; 410 minutes. Local airport times.
- WN2427: LAS 2026-12-18 08:20:00 → MCI 2026-12-18 13:05:00; layover at MCI: 165 minutes.
- WN2694: MCI 2026-12-18 15:50:00 → MDW 2026-12-18 17:10:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-18 → 2026-12-26 · Axel-exclusive $369.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-18 12:20:00 → MDW 2026-12-18 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-18 12:20:00 → STL 2026-12-18 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-18 18:55:00 → MDW 2026-12-18 20:00:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-18 → 2026-12-26 · Axel-exclusive $369.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-18 12:05:00 → MDW 2026-12-18 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-18 12:05:00 → DTW 2026-12-18 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-18 20:00:00 → MDW 2026-12-18 20:20:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-18 → 2026-12-26 · Axel-exclusive $369.00
- Southwest Airlines WN2409 / WN3443: LAS 2026-12-18 05:05:00 → MDW 2026-12-18 12:35:00; 1 stop(s) via PHX; 330 minutes. Local airport times.
- WN2409: LAS 2026-12-18 05:05:00 → PHX 2026-12-18 07:15:00; layover at PHX: 65 minutes.
- WN3443: PHX 2026-12-18 08:20:00 → MDW 2026-12-18 12:35:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-18 → 2026-12-25 · Axel-exclusive $369.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-18 09:30:00 → MDW 2026-12-18 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-18 09:30:00 → MKE 2026-12-18 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-18 16:20:00 → MDW 2026-12-18 17:15:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-18 → 2026-12-27 · Axel-exclusive $369.00
- Southwest Airlines WN2427 / WN2694: LAS 2026-12-18 08:20:00 → MDW 2026-12-18 17:10:00; 1 stop(s) via MCI; 410 minutes. Local airport times.
- WN2427: LAS 2026-12-18 08:20:00 → MCI 2026-12-18 13:05:00; layover at MCI: 165 minutes.
- WN2694: MCI 2026-12-18 15:50:00 → MDW 2026-12-18 17:10:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-18 → 2026-12-27 · Axel-exclusive $369.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-18 09:30:00 → MDW 2026-12-18 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-18 09:30:00 → MKE 2026-12-18 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-18 16:20:00 → MDW 2026-12-18 17:15:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-18 → 2026-12-25 · Axel-exclusive $369.00
- Southwest Airlines WN2409 / WN3443: LAS 2026-12-18 05:05:00 → MDW 2026-12-18 12:35:00; 1 stop(s) via PHX; 330 minutes. Local airport times.
- WN2409: LAS 2026-12-18 05:05:00 → PHX 2026-12-18 07:15:00; layover at PHX: 65 minutes.
- WN3443: PHX 2026-12-18 08:20:00 → MDW 2026-12-18 12:35:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-18 → 2026-12-27 · Axel-exclusive $369.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-18 23:55:00 → MDW 2026-12-19 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-18 23:55:00 → ATL 2026-12-19 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-19 07:45:00 → MDW 2026-12-19 08:40:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-18 → 2026-12-27 · Axel-exclusive $369.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-18 12:05:00 → MDW 2026-12-18 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-18 12:05:00 → DTW 2026-12-18 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-18 20:00:00 → MDW 2026-12-18 20:20:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-18 → 2026-12-27 · Axel-exclusive $369.00
- Southwest Airlines WN2409 / WN3443: LAS 2026-12-18 05:05:00 → MDW 2026-12-18 12:35:00; 1 stop(s) via PHX; 330 minutes. Local airport times.
- WN2409: LAS 2026-12-18 05:05:00 → PHX 2026-12-18 07:15:00; layover at PHX: 65 minutes.
- WN3443: PHX 2026-12-18 08:20:00 → MDW 2026-12-18 12:35:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN2409 / WN3443: LAS 2026-12-19 05:05:00 → MDW 2026-12-19 12:35:00; 1 stop(s) via PHX; 330 minutes. Local airport times.
- WN2409: LAS 2026-12-19 05:05:00 → PHX 2026-12-19 07:15:00; layover at PHX: 65 minutes.
- WN3443: PHX 2026-12-19 08:20:00 → MDW 2026-12-19 12:35:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-20 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN2427 / WN2694: LAS 2026-12-20 08:20:00 → MDW 2026-12-20 17:10:00; 1 stop(s) via MCI; 410 minutes. Local airport times.
- WN2427: LAS 2026-12-20 08:20:00 → MCI 2026-12-20 13:05:00; layover at MCI: 165 minutes.
- WN2694: MCI 2026-12-20 15:50:00 → MDW 2026-12-20 17:10:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-20 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-20 09:30:00 → MDW 2026-12-20 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-20 09:30:00 → MKE 2026-12-20 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-20 16:20:00 → MDW 2026-12-20 17:15:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-19 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN1499: LAS 2026-12-19 07:45:00 → MDW 2026-12-19 13:10:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN1076 / WN971: MDW 2026-12-25 08:20:00 → LAS 2026-12-25 13:30:00; 1 stop(s) via DTW; 430 minutes. Local airport times.
- WN1076: MDW 2026-12-25 08:20:00 → DTW 2026-12-25 10:30:00; layover at DTW: 90 minutes.
- WN971: DTW 2026-12-25 12:00:00 → LAS 2026-12-25 13:30:00.
2026-12-20 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-20 23:55:00 → MDW 2026-12-21 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-20 23:55:00 → ATL 2026-12-21 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-21 07:45:00 → MDW 2026-12-21 08:40:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-19 12:05:00 → MDW 2026-12-19 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-19 12:05:00 → DTW 2026-12-19 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-19 20:00:00 → MDW 2026-12-19 20:20:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-19 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-19 12:20:00 → MDW 2026-12-19 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-19 12:20:00 → STL 2026-12-19 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-19 18:55:00 → MDW 2026-12-19 20:00:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-19 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-19 12:05:00 → MDW 2026-12-19 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-19 12:05:00 → DTW 2026-12-19 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-19 20:00:00 → MDW 2026-12-19 20:20:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-19 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-19 23:55:00 → MDW 2026-12-20 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-19 23:55:00 → ATL 2026-12-20 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-20 07:45:00 → MDW 2026-12-20 08:40:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-20 23:55:00 → MDW 2026-12-21 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-20 23:55:00 → ATL 2026-12-21 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-21 07:45:00 → MDW 2026-12-21 08:40:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN2427 / WN2694: LAS 2026-12-20 08:20:00 → MDW 2026-12-20 17:10:00; 1 stop(s) via MCI; 410 minutes. Local airport times.
- WN2427: LAS 2026-12-20 08:20:00 → MCI 2026-12-20 13:05:00; layover at MCI: 165 minutes.
- WN2694: MCI 2026-12-20 15:50:00 → MDW 2026-12-20 17:10:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN1499: LAS 2026-12-19 07:45:00 → MDW 2026-12-19 13:10:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN2891 / WN188: MDW 2026-12-26 13:55:00 → LAS 2026-12-26 18:50:00; 1 stop(s) via AUS; 415 minutes. Local airport times.
- WN2891: MDW 2026-12-26 13:55:00 → AUS 2026-12-26 16:35:00; layover at AUS: 75 minutes.
- WN188: AUS 2026-12-26 17:50:00 → LAS 2026-12-26 18:50:00.
2026-12-19 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-19 12:05:00 → MDW 2026-12-19 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-19 12:05:00 → DTW 2026-12-19 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-19 20:00:00 → MDW 2026-12-19 20:20:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-20 09:30:00 → MDW 2026-12-20 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-20 09:30:00 → MKE 2026-12-20 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-20 16:20:00 → MDW 2026-12-20 17:15:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-20 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN1499: LAS 2026-12-20 07:50:00 → MDW 2026-12-20 13:15:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN1076 / WN971: MDW 2026-12-25 08:20:00 → LAS 2026-12-25 13:30:00; 1 stop(s) via DTW; 430 minutes. Local airport times.
- WN1076: MDW 2026-12-25 08:20:00 → DTW 2026-12-25 10:30:00; layover at DTW: 90 minutes.
- WN971: DTW 2026-12-25 12:00:00 → LAS 2026-12-25 13:30:00.
2026-12-19 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN2427 / WN2694: LAS 2026-12-19 08:20:00 → MDW 2026-12-19 17:10:00; 1 stop(s) via MCI; 410 minutes. Local airport times.
- WN2427: LAS 2026-12-19 08:20:00 → MCI 2026-12-19 13:05:00; layover at MCI: 165 minutes.
- WN2694: MCI 2026-12-19 15:50:00 → MDW 2026-12-19 17:10:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-19 09:30:00 → MDW 2026-12-19 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-19 09:30:00 → MKE 2026-12-19 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-19 16:20:00 → MDW 2026-12-19 17:15:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-20 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-20 12:05:00 → MDW 2026-12-20 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-20 12:05:00 → DTW 2026-12-20 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-20 20:00:00 → MDW 2026-12-20 20:20:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-19 23:55:00 → MDW 2026-12-20 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-19 23:55:00 → ATL 2026-12-20 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-20 07:45:00 → MDW 2026-12-20 08:40:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-19 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-19 12:20:00 → MDW 2026-12-19 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-19 12:20:00 → STL 2026-12-19 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-19 18:55:00 → MDW 2026-12-19 20:00:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-19 12:20:00 → MDW 2026-12-19 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-19 12:20:00 → STL 2026-12-19 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-19 18:55:00 → MDW 2026-12-19 20:00:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-20 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN1499: LAS 2026-12-20 07:50:00 → MDW 2026-12-20 13:15:00; nonstop; 205 minutes. Local airport times.
- Southwest Airlines WN2891 / WN188: MDW 2026-12-26 13:55:00 → LAS 2026-12-26 18:50:00; 1 stop(s) via AUS; 415 minutes. Local airport times.
- WN2891: MDW 2026-12-26 13:55:00 → AUS 2026-12-26 16:35:00; layover at AUS: 75 minutes.
- WN188: AUS 2026-12-26 17:50:00 → LAS 2026-12-26 18:50:00.
2026-12-20 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-20 12:05:00 → MDW 2026-12-20 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-20 12:05:00 → DTW 2026-12-20 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-20 20:00:00 → MDW 2026-12-20 20:20:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-20 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-20 23:55:00 → MDW 2026-12-21 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-20 23:55:00 → ATL 2026-12-21 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-21 07:45:00 → MDW 2026-12-21 08:40:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-20 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-20 09:30:00 → MDW 2026-12-20 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-20 09:30:00 → MKE 2026-12-20 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-20 16:20:00 → MDW 2026-12-20 17:15:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-20 12:20:00 → MDW 2026-12-20 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-20 12:20:00 → STL 2026-12-20 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-20 18:55:00 → MDW 2026-12-20 20:00:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-20 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-20 12:20:00 → MDW 2026-12-20 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-20 12:20:00 → STL 2026-12-20 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-20 18:55:00 → MDW 2026-12-20 20:00:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-19 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN2409 / WN3443: LAS 2026-12-19 05:05:00 → MDW 2026-12-19 12:35:00; 1 stop(s) via PHX; 330 minutes. Local airport times.
- WN2409: LAS 2026-12-19 05:05:00 → PHX 2026-12-19 07:15:00; layover at PHX: 65 minutes.
- WN3443: PHX 2026-12-19 08:20:00 → MDW 2026-12-19 12:35:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN2409 / WN3443: LAS 2026-12-20 05:05:00 → MDW 2026-12-20 12:35:00; 1 stop(s) via PHX; 330 minutes. Local airport times.
- WN2409: LAS 2026-12-20 05:05:00 → PHX 2026-12-20 07:15:00; layover at PHX: 65 minutes.
- WN3443: PHX 2026-12-20 08:20:00 → MDW 2026-12-20 12:35:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN2885 / WN4175: LAS 2026-12-20 12:20:00 → MDW 2026-12-20 20:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
- WN2885: LAS 2026-12-20 12:20:00 → STL 2026-12-20 17:25:00; layover at STL: 90 minutes.
- WN4175: STL 2026-12-20 18:55:00 → MDW 2026-12-20 20:00:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-19 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN2409 / WN3443: LAS 2026-12-19 05:05:00 → MDW 2026-12-19 12:35:00; 1 stop(s) via PHX; 330 minutes. Local airport times.
- WN2409: LAS 2026-12-19 05:05:00 → PHX 2026-12-19 07:15:00; layover at PHX: 65 minutes.
- WN3443: PHX 2026-12-19 08:20:00 → MDW 2026-12-19 12:35:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-20 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN2427 / WN2694: LAS 2026-12-20 08:20:00 → MDW 2026-12-20 17:10:00; 1 stop(s) via MCI; 410 minutes. Local airport times.
- WN2427: LAS 2026-12-20 08:20:00 → MCI 2026-12-20 13:05:00; layover at MCI: 165 minutes.
- WN2694: MCI 2026-12-20 15:50:00 → MDW 2026-12-20 17:10:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-20 → 2026-12-26 · Axel-exclusive $427.00
- Southwest Airlines WN955 / WN1326: LAS 2026-12-20 12:05:00 → MDW 2026-12-20 20:20:00; 1 stop(s) via DTW; 375 minutes. Local airport times.
- WN955: LAS 2026-12-20 12:05:00 → DTW 2026-12-20 18:55:00; layover at DTW: 65 minutes.
- WN1326: DTW 2026-12-20 20:00:00 → MDW 2026-12-20 20:20:00.
- Southwest Airlines WN10: MDW 2026-12-26 20:05:00 → LAS 2026-12-26 22:00:00; nonstop; 235 minutes. Local airport times.
2026-12-19 → 2026-12-27 · Axel-exclusive $427.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-19 09:30:00 → MDW 2026-12-19 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-19 09:30:00 → MKE 2026-12-19 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-19 16:20:00 → MDW 2026-12-19 17:15:00.
- Southwest Airlines WN836: MDW 2026-12-27 08:45:00 → LAS 2026-12-27 10:50:00; nonstop; 245 minutes. Local airport times.
2026-12-19 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN2280 / WN2721: LAS 2026-12-19 23:55:00 → MDW 2026-12-20 08:40:00; 1 stop(s) via ATL; 405 minutes. Local airport times.
- WN2280: LAS 2026-12-19 23:55:00 → ATL 2026-12-20 06:35:00; layover at ATL: 70 minutes.
- WN2721: ATL 2026-12-20 07:45:00 → MDW 2026-12-20 08:40:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
2026-12-19 → 2026-12-25 · Axel-exclusive $427.00
- Southwest Airlines WN4438 / WN22: LAS 2026-12-19 09:30:00 → MDW 2026-12-19 17:15:00; 1 stop(s) via MKE; 345 minutes. Local airport times.
- WN4438: LAS 2026-12-19 09:30:00 → MKE 2026-12-19 14:55:00; layover at MKE: 85 minutes.
- WN22: MKE 2026-12-19 16:20:00 → MDW 2026-12-19 17:15:00.
- Southwest Airlines WN2949: MDW 2026-12-25 21:25:00 → LAS 2026-12-25 23:35:00; nonstop; 250 minutes. Local airport times.
Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.
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For AI assistants
- This page: Las Vegas (LAS) to Chicago (MDW) · Dec 18–Dec 20, 2026 · return Dec 25–Dec 27, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
- Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
- Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
- If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Las Vegas to Chicago (MDW) flight deals · Flight search guide.
- Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct
https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallbackusing IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace/return/YYYY-MM-DDwith/trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.
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