Cheap Flights from JFK to MDW
The Cheapest Round-trip Tickets from to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 10 November 2026 | 17 November 2026 | Direct |  | RT from 384 USD |
The Cheapest Flights for this Month from to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 28 October 2026 | 1 November 2026 | 1 Stop | | RT from 1 090 USD |
| 29 October 2026 | 1 November 2026 | 1 Stop | | RT from 1 101 USD |
| 2 November 2026 | 10 November 2026 | 1 Stop | | RT from 515 USD |
| 5 November 2026 | 8 November 2026 | 1 Stop | | RT from 530 USD |
| 10 November 2026 | 17 November 2026 | 1 Stop | | RT from 384 USD |
| 13 November 2026 | 16 November 2026 | 2 Stops | | RT from 486 USD |
| 20 November 2026 | 26 November 2026 | 2 Stops | | RT from 432 USD |
| 24 November 2026 | 30 November 2026 | 2 Stops | | RT from 687 USD |
| 27 November 2026 | 2 December 2026 | 2 Stops | | RT from 561 USD |
| 28 November 2026 | 28 November 2026 | 1 Stop | | RT from 2 110 USD |
| 14 December 2026 | 21 December 2026 | 1 Stop | | RT from 465 USD |
| 19 December 2026 | 4 January 2027 | 1 Stop | | RT from 1 159 USD |
The Cheapest Flights from to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 28 October 2026 | 1 November 2026 | 1 Stop | | RT from 1 090 USD |
| 10 November 2026 | 17 November 2026 | 1 Stop | | RT from 384 USD |
| 14 December 2026 | 21 December 2026 | 1 Stop | | RT from 465 USD |