Cheap Flights from CHI to BOS
The Cheapest Round-trip Tickets from Chicago to Boston
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 27 November 2025 | 4 December 2025 | Direct |  | RT from 104 |
The Cheapest Flights for this Month from Chicago to Boston
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 27 November 2025 | 4 December 2025 | Direct | | RT from 104 |
| 10 January 2026 | 30 January 2026 | 1 Stop | | RT from 148 |
The Cheapest Flights from Chicago to Boston for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 27 November 2025 | 4 December 2025 | Direct | | RT from 104 |
| 10 January 2026 | 30 January 2026 | 1 Stop | | RT from 148 |