Cheap flights from Chicago to Boston
Find cheap Boston to Chicago flights with our free search service. Compare all available fares for direct or connection flights from Boston to Chicago.
Chicago to Boston flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|
Chicago to Boston flight status
| Flight | Origin | Destination | Departure | Arrival | Equip |
|---|---|---|---|---|---|
| WN615 | Chicago (MDW) | Boston (BOS) | 4:45 p.m. | 7:50 p.m. | B38M |
| WN164 | Chicago (MDW) | Boston (BOS) | 7:30 p.m. | 10:20 p.m. | B737 |
| WN1808 | Chicago (MDW) | Boston (BOS) | 9 p.m. | 6:05 a.m. | B737 |
| WN3375 | Chicago (MDW) | Boston (BOS) | 5:35 a.m. | 7:25 a.m. | B738 |
| WN338 | Chicago (MDW) | Boston (BOS) | 5:40 p.m. | 8 p.m. | B737 |
| WN5806 | Chicago (MDW) | Boston (BOS) | 8:30 a.m. | 10:05 a.m. | B738 |
| WN6188 | Chicago (MDW) | Boston (BOS) | 8:30 p.m. | 9:20 p.m. | B737 |
| WN5826 | Chicago (MDW) | Boston (BOS) | 2:10 p.m. | 4:25 p.m. | B737 |
| WN1238 | Chicago (MDW) | Boston (BOS) | 5:25 a.m. | 9:10 a.m. | B737 |
| WN6151 | Chicago (MDW) | Boston (BOS) | 9:05 a.m. | 12:20 p.m. | B738 |
| WN6955 | Chicago (MDW) | Boston (BOS) | 11:30 a.m. | 2:45 p.m. | B737 |
| WN9056 | Chicago (MDW) | Boston (BOS) | None | None | B738 |
| AK1087 | Chicago (MDW) | Boston (BOS) | 11:05 a.m. | 12:50 p.m. | |
| FL1821 | Chicago (MDW) | Boston (BOS) | 7:10 a.m. | 7:50 a.m. |
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