| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Boston Chicago | Outbound 12/13/24 1 Stopover (MCO) NK0502, NK1842 09h 24min | Return 12/31/24 1 Stopover (PHL) F92112, F93012 05h 45min |  Spirit Airlines |  | ? | $158 | |
| Best option Boston Chicago | Outbound 12/13/24 direct AA0514 03h 02min | Return 12/31/24 direct AA1570 02h 18min |  American Airlines |  | ? | $171 | |
| Boston Chicago | Outbound 12/13/24 1 Stopover (MCO) NK2206, NK1147 12h 59min | Return 12/31/24 1 Stopover (PHL) F92112, F93012 05h 45min | Spirit Airlines |  | $170 | ||
| Boston Chicago | Outbound 02/19/25 direct AA2837 03h 11min | Return 03/10/25 direct AA2682 02h 21min | American Airlines | | ? | $196 | |
| Boston Chicago | Outbound 02/19/25 1 Stopover (DTW) NK2328, NK1181 05h 07min | Return 03/10/25 direct AA3821 02h 29min | Spirit Airlines |  | ? | $201 | |
| Boston Chicago | Outbound 02/19/25 direct UA1015 02h 52min | Return 03/10/25 direct UA1332 02h 33min |  United Airlines |  | $223 | ||
| Boston Chicago | Outbound 03/02/25 direct UA1414 03h 04min | Return 03/07/25 direct UA1495 02h 20min | United Airlines |  | ? | $241 | |
| Boston Chicago | Outbound 03/02/25 direct AA1239 03h 14min | Return 03/07/25 direct AA3703 02h 29min | American Airlines | | ? | $250 | |
| Boston Chicago | Outbound 02/19/25 1 Stopover (DTW) NK2328, NK1181 05h 07min | Return 03/10/25 1 Stopover (FLL) NK0001, NK0616 07h 19min | Spirit Airlines |  | $267 | ||
| Boston Chicago | Outbound 02/19/25 1 Stopover (DTW) NK2328, NK1181 05h 07min | Return 03/10/25 1 Stopover (FLL) NK0001, NK0616 07h 19min | Spirit Airlines |  | $275 |
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Favorite airline: Sun Country Airlines
Sun Country Airlines is the most popular airline for flights from Boston to Chicago.
Sun Country Airlines
30 %
American Airlines
19 %
United Airlines
16 %