Miami (MIA) to Chicago (MDW), Dec 18, 2026: round trips from $329, one way from $150

Miami (MIA) to Chicago (MDW), Dec 18, 2026: round trips from $329, one way from $150 on Axel, checked Oct 29, 2026. Lowest published fares: $329 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Dec 18–31, 2026; $150 one way, Axel-exclusive, Southwest Airlines, 1 stop, Dec 18, 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.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Exact travel dates Airline Flights Times, duration, stops Total price Price issued (UTC)
2026-12-18 · one way Southwest Airlines WN1425 + WN1070 06:30:00→12:15:00 6h 45m 1 stop via BWI Axel-exclusive $150.00 2026-10-29T01:29:41Z
2026-12-18 · one way Delta Air Lines DL2638 + DL4688 08:05:00→13:01:00 5h 56m 1 stop via DTW Axel-exclusive $185.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-19 Southwest Airlines WN1425 + WN1070 / WN2383 06:30:00→12:15:00 6h 45m 1 stop via BWI · 07:40:00→11:40:00 3h 00m nonstop Axel-exclusive $357.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-19 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-20 Southwest Airlines WN1425 + WN1070 / WN1399 06:30:00→12:15:00 6h 45m 1 stop via BWI · 12:55:00→16:55:00 3h 00m nonstop Axel-exclusive $357.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-20 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-21 Southwest Airlines WN1425 + WN1070 / WN1362 06:30:00→12:15:00 6h 45m 1 stop via BWI · 13:25:00→17:25:00 3h 00m nonstop Axel-exclusive $357.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-21 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-22 Southwest Airlines WN1425 + WN1070 / WN2973 06:30:00→12:15:00 6h 45m 1 stop via BWI · 19:20:00→23:30:00 3h 10m nonstop Axel-exclusive $357.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-22 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-23 Southwest Airlines WN1425 + WN1070 / WN2973 06:30:00→12:15:00 6h 45m 1 stop via BWI · 19:20:00→23:30:00 3h 10m nonstop Axel-exclusive $357.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-23 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-24 Southwest Airlines WN1425 + WN1070 / WN2737 + WN4943 06:30:00→12:15:00 6h 45m 1 stop via BWI · 11:30:00→19:00:00 6h 30m 1 stop via STL Axel-exclusive $336.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-24 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-25 Southwest Airlines WN1425 + WN1070 / WN2897 + WN4284 06:30:00→12:15:00 6h 45m 1 stop via BWI · 17:25:00→23:50:00 5h 25m 1 stop via BNA Axel-exclusive $336.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-25 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-26 Southwest Airlines WN1425 + WN1070 / WN2383 06:30:00→12:15:00 6h 45m 1 stop via BWI · 07:40:00→11:40:00 3h 00m nonstop Axel-exclusive $357.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-26 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-27 Southwest Airlines WN1425 + WN1070 / WN1399 06:30:00→12:15:00 6h 45m 1 stop via BWI · 12:55:00→16:55:00 3h 00m nonstop Axel-exclusive $357.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-27 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $414.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-28 Southwest Airlines WN1425 + WN1070 / WN1362 06:30:00→12:15:00 6h 45m 1 stop via BWI · 13:25:00→17:25:00 3h 00m nonstop Axel-exclusive $349.25 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-28 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $405.38 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-29 Southwest Airlines WN1425 + WN1070 / WN2973 06:30:00→12:15:00 6h 45m 1 stop via BWI · 19:20:00→23:30:00 3h 10m nonstop Axel-exclusive $349.25 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-29 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $405.38 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-30 Southwest Airlines WN1425 + WN1070 / WN2973 06:30:00→12:15:00 6h 45m 1 stop via BWI · 19:20:00→23:30:00 3h 10m nonstop Axel-exclusive $349.25 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-30 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $405.38 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-31 Southwest Airlines WN1425 + WN1070 / WN2737 + WN4943 06:30:00→12:15:00 6h 45m 1 stop via BWI · 11:30:00→19:00:00 6h 30m 1 stop via STL Axel-exclusive $329.00 2026-10-29T01:29:41Z
2026-12-18 → 2026-12-31 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $405.38 2026-10-29T01:29:41Z
2026-12-18 → 2027-01-01 Southwest Airlines WN1425 + WN1070 / WN2897 + WN4284 06:30:00→12:15:00 6h 45m 1 stop via BWI · 17:25:00→23:50:00 5h 25m 1 stop via BNA Axel-exclusive $329.00 2026-10-29T01:29:41Z
2026-12-18 → 2027-01-01 Delta Air Lines DL2638 + DL4688 / DL4688 + DL2548 08:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTW Axel-exclusive $405.38 2026-10-29T01:29:41Z

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.

All hotels in Chicago

Route overview: Miami or Fort Lauderdale to Chicago (MDW) flight deals

2026-12-18 · one way · Axel-exclusive $150.00

2026-12-18 · one way · Axel-exclusive $185.00

2026-12-18 → 2026-12-19 · Axel-exclusive $357.00

2026-12-18 → 2026-12-19 · Axel-exclusive $414.00

2026-12-18 → 2026-12-20 · Axel-exclusive $357.00

2026-12-18 → 2026-12-20 · Axel-exclusive $414.00

2026-12-18 → 2026-12-21 · Axel-exclusive $357.00

2026-12-18 → 2026-12-21 · Axel-exclusive $414.00

2026-12-18 → 2026-12-22 · Axel-exclusive $357.00

2026-12-18 → 2026-12-22 · Axel-exclusive $414.00

2026-12-18 → 2026-12-24 · Axel-exclusive $336.00

2026-12-18 → 2026-12-24 · Axel-exclusive $414.00

2026-12-18 → 2026-12-25 · Axel-exclusive $336.00

2026-12-18 → 2026-12-25 · Axel-exclusive $414.00

2026-12-18 → 2026-12-26 · Axel-exclusive $357.00

2026-12-18 → 2026-12-26 · Axel-exclusive $414.00

2026-12-18 → 2026-12-28 · Axel-exclusive $349.25

2026-12-18 → 2026-12-28 · Axel-exclusive $405.38

2026-12-18 → 2026-12-29 · Axel-exclusive $349.25

2026-12-18 → 2026-12-29 · Axel-exclusive $405.38

2026-12-18 → 2026-12-30 · Axel-exclusive $349.25

2026-12-18 → 2026-12-30 · Axel-exclusive $405.38

2026-12-18 → 2027-01-01 · Axel-exclusive $329.00

2026-12-18 → 2027-01-01 · Axel-exclusive $405.38

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