Cheap Flights from JFK to MDW
The Cheapest Round-trip Tickets from to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 6 November 2025 | 8 November 2025 | Direct |  | RT from 228 |
The Cheapest Flights for this Month from to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 3 October 2025 | 13 October 2025 | 1 Stop | | RT from 249 |
| 18 October 2025 | 19 October 2025 | 1 Stop | | RT from 338 |
| 6 November 2025 | 8 November 2025 | 1 Stop | | RT from 228 |
The Cheapest Flights from to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 3 October 2025 | 13 October 2025 | 1 Stop | | RT from 249 |
| 6 November 2025 | 8 November 2025 | 1 Stop | | RT from 228 |