Cheap Flights from MDW to BOS
The Cheapest Round-trip Tickets from to Boston
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 30 May 2026 | 2 June 2026 | Direct |  | RT from 165 |
The Cheapest Flights for this Month from to Boston
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 14 April 2026 | 17 April 2026 | 1 Stop | | RT from 592 |
| 4 May 2026 | 10 May 2026 | 1 Stop | | RT from 217 |
| 30 May 2026 | 2 June 2026 | Direct | | RT from 165 |
| 4 June 2026 | 7 June 2026 | 1 Stop | | RT from 244 |
| 25 June 2026 | 28 June 2026 | Direct | | RT from 287 |
| 30 July 2026 | 1 August 2026 | Direct | | RT from 208 |
| 26 August 2026 | 31 August 2026 | Direct | | RT from 251 |
The Cheapest Flights from to Boston for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 14 April 2026 | 17 April 2026 | 1 Stop | | RT from 592 |
| 30 May 2026 | 2 June 2026 | Direct | | RT from 165 |
| 4 June 2026 | 7 June 2026 | 1 Stop | | RT from 244 |
| 30 July 2026 | 1 August 2026 | Direct | | RT from 208 |
| 26 August 2026 | 31 August 2026 | Direct | | RT from 251 |