Cheap Flights from JFK to MDW
The Cheapest Round-trip Tickets from to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 29 October 2026 | 1 November 2026 | Direct |  | RT from 532 USD |
The Cheapest Flights for this Month from to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 12 September 2026 | 14 September 2026 | 1 Stop | | RT from 762 USD |
| 25 September 2026 | 27 September 2026 | 2 Stops |  | RT from 663 USD |
| 25 October 2026 | 27 October 2026 | 1 Stop | | RT from 569 USD |
| 29 October 2026 | 1 November 2026 | 1 Stop | | RT from 532 USD |
The Cheapest Flights from to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 25 September 2026 | 27 September 2026 | 2 Stops | | RT from 663 USD |
| 29 October 2026 | 1 November 2026 | 1 Stop | | RT from 532 USD |