Boston (BOS) to Chicago (ORD), Nov 24, 2026: from $196 one way

Boston (BOS) to Chicago (ORD), Nov 24, 2026: from $196 one way on Axel, checked Oct 29, 2026. Lowest published fare: $196 one way, Axel-exclusive, JetBlue Airways, nonstop, Nov 24, 2026, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Boston to Chicago (ORD) flight deals

2026-11-24 · one way · Axel-exclusive $196.00

• JetBlue Airways B6111: BOS 2026-11-24 09:59:00 → ORD 2026-11-24 12:00:00; nonstop; 181 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $217.00

• American Airlines AA947: BOS 2026-11-24 07:14:00 → ORD 2026-11-24 09:30:00; nonstop; 196 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $217.00

• United Airlines UA1732: BOS 2026-11-24 11:55:00 → ORD 2026-11-24 13:59:00; nonstop; 184 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $224.00

• Delta Air Lines DL2646: BOS 2026-11-24 16:35:00 → ORD 2026-11-24 18:45:00; nonstop; 190 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $350.00

• Air Canada AC8695 / AC511: BOS 2026-11-24 15:10:00 → ORD 2026-11-24 19:58:00; 1 stop(s) via YYZ; 348 minutes. Local airport times.
  • AC8695: BOS 2026-11-24 15:10:00 → YYZ 2026-11-24 17:11:00; layover at YYZ: 104 minutes.
  • AC511: YYZ 2026-11-24 18:55:00 → ORD 2026-11-24 19:58:00.

2026-11-24 · one way · Axel-exclusive $196.00

• JetBlue Airways B6811: BOS 2026-11-24 14:40:00 → ORD 2026-11-24 16:42:00; nonstop; 182 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $217.00

• American Airlines AA866: BOS 2026-11-24 13:30:00 → ORD 2026-11-24 15:37:00; nonstop; 187 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $217.00

• United Airlines UA375: BOS 2026-11-24 13:29:00 → ORD 2026-11-24 15:32:00; nonstop; 183 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $224.00

• Delta Air Lines DL2570: BOS 2026-11-24 07:30:00 → ORD 2026-11-24 09:38:00; nonstop; 188 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $231.00

• American Airlines AA4798 / AA3177: BOS 2026-11-24 15:45:00 → ORD 2026-11-24 20:30:00; 1 stop(s) via PHL; 345 minutes. Local airport times.
  • AA4798: BOS 2026-11-24 15:45:00 → PHL 2026-11-24 17:30:00; layover at PHL: 65 minutes.
  • AA3177: PHL 2026-11-24 18:35:00 → ORD 2026-11-24 20:30:00.

2026-11-24 · one way · Axel-exclusive $231.00

• American Airlines AA4609 / AA4733: BOS 2026-11-24 10:07:00 → ORD 2026-11-24 15:14:00; 1 stop(s) via CVG; 367 minutes. Local airport times.
  • AA4609: BOS 2026-11-24 10:07:00 → CVG 2026-11-24 12:50:00; layover at CVG: 104 minutes.
  • AA4733: CVG 2026-11-24 14:34:00 → ORD 2026-11-24 15:14:00.

2026-11-24 · one way · Axel-exclusive $231.00

• American Airlines AA4133 / AA4390: BOS 2026-11-24 10:00:00 → ORD 2026-11-24 13:59:00; 1 stop(s) via SYR; 299 minutes. Local airport times.
  • AA4133: BOS 2026-11-24 10:00:00 → SYR 2026-11-24 11:23:00; layover at SYR: 68 minutes.
  • AA4390: SYR 2026-11-24 12:31:00 → ORD 2026-11-24 13:59:00.

2026-11-24 · one way · Axel-exclusive $238.00

• United Airlines UA546 / UA703: BOS 2026-11-24 15:42:00 → ORD 2026-11-24 20:06:00; 1 stop(s) via EWR; 324 minutes. Local airport times.
  • UA546: BOS 2026-11-24 15:42:00 → EWR 2026-11-24 17:08:00; layover at EWR: 62 minutes.
  • UA703: EWR 2026-11-24 18:10:00 → ORD 2026-11-24 20:06:00.

2026-11-24 · one way · Axel-exclusive $238.00

• United Airlines UA721 / UA2497: BOS 2026-11-24 14:40:00 → ORD 2026-11-24 19:05:00; 1 stop(s) via IAD; 325 minutes. Local airport times.
  • UA721: BOS 2026-11-24 14:40:00 → IAD 2026-11-24 16:27:00; layover at IAD: 72 minutes.
  • UA2497: IAD 2026-11-24 17:39:00 → ORD 2026-11-24 19:05:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
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