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Direct flights from Philadelphia (PHL) to Chicago (MDW)
Yes. Southwest Airlines flew nonstop from Philadelphia (PHL) to Chicago (MDW), 31 times between October 7, 2026 and October 13, 2026, most recently on October 13, 2026. The distance is about 667 mi (1,073 km).
Flights
| Airline | Flight | Days flown | Last flew |
|---|---|---|---|
| Southwest Airlines | WN4580 | Tue, Sat, Wed | October 13, 2026 |
| Southwest Airlines | WN3363 | Mon, Fri, Thu | October 12, 2026 |
| Southwest Airlines | WN3433 | Mon, Fri, Thu | October 12, 2026 |
| Southwest Airlines | WN4440 | Mon, Fri, Thu | October 12, 2026 |
| Southwest Airlines | WN3003 | Mon, Fri, Thu | October 12, 2026 |
| Southwest Airlines | WN1587 | Mon, Fri, Thu | October 12, 2026 |
| Southwest Airlines | WN1940 | Tue, Wed | October 13, 2026 |
| Southwest Airlines | WN3340 | Tue, Wed | October 13, 2026 |
| Southwest Airlines | WN2177 | Tue, Wed | October 13, 2026 |
| Southwest Airlines | WN3364 | Sun | October 11, 2026 |
| Southwest Airlines | WN2530 | Sun | October 11, 2026 |
| Southwest Airlines | WN3343 | Sun | October 11, 2026 |
| Southwest Airlines | WN3362 | Sun | October 11, 2026 |
| Southwest Airlines | WN1426 | Sun | October 11, 2026 |
| Southwest Airlines | WN2961 | Sat | October 10, 2026 |
| Southwest Airlines | WN2414 | Sat | October 10, 2026 |
Questions
- Is there a direct flight from Philadelphia to Chicago?
- Yes. Southwest Airlines flew nonstop from Philadelphia (PHL) to Chicago (MDW), 31 times between October 7, 2026 and October 13, 2026, most recently on October 13, 2026.
- Which airlines fly direct from PHL to MDW?
- Southwest Airlines.
- How far is Philadelphia from Chicago?
- About 667 mi (1,073 km) in a straight line (great-circle distance).
- What days does it fly?
- In the period shown it flew on Sunday, Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. Schedules change, so check with the airline.
More: all direct flights from Philadelphia · all direct flights from Chicago
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