Cheap Flights from ORD to BOS
The Cheapest Round-trip Tickets from to Boston
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 23 May 2026 | 26 May 2026 | Direct |  | RT from 164 |
The Cheapest Flights for this Month from to Boston
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 4 May 2026 | 10 May 2026 | Direct | | RT from 240 |
| 23 May 2026 | 26 May 2026 | Direct | | RT from 164 |
| 31 May 2026 | 31 May 2026 | Direct |  | RT from 250 |
| 3 June 2026 | 7 June 2026 | Direct | | RT from 167 |
| 12 June 2026 | 15 June 2026 | Direct | | RT from 180 |
| 23 August 2026 | 29 August 2026 | Direct | | RT from 199 |
| 23 October 2026 | 26 October 2026 | Direct | | RT from 204 |
| 25 October 2026 | 26 October 2026 | Direct |  | RT from 236 |
The Cheapest Flights from to Boston for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 23 May 2026 | 26 May 2026 | Direct | | RT from 164 |
| 3 June 2026 | 7 June 2026 | Direct | | RT from 167 |
| 23 August 2026 | 29 August 2026 | Direct | | RT from 199 |
| 23 October 2026 | 26 October 2026 | Direct | | RT from 204 |