New York (LGA) to Chicago (MDW) · Jun 29, 2027 · return Jul 10, 2027
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 | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2027-06-29 → 2027-07-10 | Southwest Airlines | WN834 / WN2957 | Axel-exclusive $310.00 | 2026-10-29T01:26:39Z |
| 2027-06-29 → 2027-07-10 | Delta Air Lines / Southwest Airlines | DL1078 + DL4688 / WN2957 | Axel-exclusive $340.00 | 2026-10-29T01:26:39Z |
| 2027-06-29 → 2027-07-10 | Southwest Airlines | WN2579 / WN2957 | Axel-exclusive $310.00 | 2026-10-29T01:26:39Z |
| 2027-06-29 → 2027-07-10 | Southwest Airlines | WN2555 + WN1005 / WN2957 | Axel-exclusive $300.00 | 2026-10-29T01:26:39Z |
| 2027-06-29 → 2027-07-10 | Southwest Airlines | WN2363 + WN4175 / WN2957 | Axel-exclusive $300.00 | 2026-10-29T01:26:39Z |
Route overview: New York to Chicago (MDW) flight deals
2027-06-29 → 2027-07-10 · Axel-exclusive $310.00
- Southwest Airlines WN834: LGA 2027-06-29 10:00:00 → MDW 2027-06-29 11:40:00; nonstop; 160 minutes. Local airport times.
- Southwest Airlines WN2957: MDW 2027-07-10 17:10:00 → LGA 2027-07-10 20:15:00; nonstop; 125 minutes. Local airport times.
2027-06-29 → 2027-07-10 · Axel-exclusive $340.00
- Delta Air Lines DL1078 / DL4688: LGA 2027-06-29 09:25:00 → MDW 2027-06-29 13:01:00; 1 stop(s) via DTW; 276 minutes. Local airport times.
- DL1078: LGA 2027-06-29 09:25:00 → DTW 2027-06-29 11:27:00; layover at DTW: 77 minutes.
- DL4688: DTW 2027-06-29 12:44:00 → MDW 2027-06-29 13:01:00.
- Southwest Airlines WN2957: MDW 2027-07-10 17:10:00 → LGA 2027-07-10 20:15:00; nonstop; 125 minutes. Local airport times.
2027-06-29 → 2027-07-10 · Axel-exclusive $310.00
- Southwest Airlines WN2579: LGA 2027-06-29 18:35:00 → MDW 2027-06-29 20:15:00; nonstop; 160 minutes. Local airport times.
- Southwest Airlines WN2957: MDW 2027-07-10 17:10:00 → LGA 2027-07-10 20:15:00; nonstop; 125 minutes. Local airport times.
2027-06-29 → 2027-07-10 · Axel-exclusive $300.00
- Southwest Airlines WN2555 / WN1005: LGA 2027-06-29 07:00:00 → MDW 2027-06-29 12:55:00; 1 stop(s) via BNA; 415 minutes. Local airport times.
- WN2555: LGA 2027-06-29 07:00:00 → BNA 2027-06-29 08:30:00; layover at BNA: 175 minutes.
- WN1005: BNA 2027-06-29 11:25:00 → MDW 2027-06-29 12:55:00.
- Southwest Airlines WN2957: MDW 2027-07-10 17:10:00 → LGA 2027-07-10 20:15:00; nonstop; 125 minutes. Local airport times.
2027-06-29 → 2027-07-10 · Axel-exclusive $300.00
- Southwest Airlines WN2363 / WN4175: LGA 2027-06-29 13:05:00 → MDW 2027-06-29 20:00:00; 1 stop(s) via STL; 475 minutes. Local airport times.
- WN2363: LGA 2027-06-29 13:05:00 → STL 2027-06-29 14:55:00; layover at STL: 240 minutes.
- WN4175: STL 2027-06-29 18:55:00 → MDW 2027-06-29 20:00:00.
- Southwest Airlines WN2957: MDW 2027-07-10 17:10:00 → LGA 2027-07-10 20:15:00; nonstop; 125 minutes. Local airport times.
Explore this route
- All dates for this route
- Jun 28, 2027 · Return options
- Jun 30, 2027 · Return options
- Hotels in Chicago with Axel
For AI assistants
- This page: New York (LGA) to Chicago (MDW) · Jun 29, 2027 · return Jul 10, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
- Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
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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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