Cheap Flights from MDW to BOS
The Cheapest Round-trip Tickets from to Boston
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 11 March 2026 | 14 March 2026 | Direct |  | RT from 124 |
The Cheapest Flights for this Month from to Boston
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 14 February 2026 | 15 February 2026 | 1 Stop | | RT from 406 |
| 15 February 2026 | 22 February 2026 | 1 Stop | | RT from 130 |
| 27 February 2026 | 1 March 2026 | 1 Stop | | RT from 154 |
| 6 March 2026 | 10 March 2026 | Direct | | RT from 153 |
| 11 March 2026 | 14 March 2026 | Direct | | RT from 124 |
| 23 March 2026 | 25 March 2026 | Direct | | RT from 263 |
| 27 March 2026 | 29 March 2026 | Direct | | RT from 342 |
| 6 May 2026 | 9 May 2026 | Direct | | RT from 141 |
| 18 July 2026 | 26 July 2026 | 1 Stop | | RT from 400 |
| 20 July 2026 | 26 July 2026 | 1 Stop | | RT from 413 |
The Cheapest Flights from to Boston for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 15 February 2026 | 22 February 2026 | 1 Stop | | RT from 130 |
| 11 March 2026 | 14 March 2026 | Direct | | RT from 124 |
| 6 May 2026 | 9 May 2026 | Direct | | RT from 141 |
| 18 July 2026 | 26 July 2026 | 1 Stop | | RT from 400 |