Boston (BOS) to Chicago (ORD), Nov 15, 2026: from $140 one way

Boston (BOS) to Chicago (ORD), Nov 15, 2026: from $140 one way on Axel, checked Oct 29, 2026. Lowest published fare: $140 one way, Axel-exclusive, JetBlue Airways, nonstop, Nov 15, 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

2026-11-15 · one way · Axel-exclusive $140.00

• JetBlue Airways B6111: BOS 2026-11-15 09:59:00 → ORD 2026-11-15 12:00:00; nonstop; 181 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $155.00

• American Airlines AA2166: BOS 2026-11-15 10:20:00 → ORD 2026-11-15 12:29:00; nonstop; 189 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $155.00

• United Airlines UA1414: BOS 2026-11-15 05:45:00 → ORD 2026-11-15 07:51:00; nonstop; 186 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $160.00

• Delta Air Lines DL2804: BOS 2026-11-15 20:40:00 → ORD 2026-11-15 22:36:00; nonstop; 176 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $250.00

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

2026-11-15 · one way · Axel-exclusive $140.00

• JetBlue Airways B6611: BOS 2026-11-15 14:40:00 → ORD 2026-11-15 16:40:00; nonstop; 180 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $155.00

• United Airlines UA2040: BOS 2026-11-15 16:45:00 → ORD 2026-11-15 18:48:00; nonstop; 183 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $155.00

• American Airlines AA2461: BOS 2026-11-15 17:58:00 → ORD 2026-11-15 20:12:00; nonstop; 194 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $160.00

• Delta Air Lines DL2570: BOS 2026-11-15 07:30:00 → ORD 2026-11-15 09:35:00; nonstop; 185 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $165.00

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

2026-11-15 · one way · Axel-exclusive $165.00

• American Airlines AA4133 / AA4390: BOS 2026-11-15 10:00:00 → ORD 2026-11-15 13:59:00; 1 stop(s) via SYR; 299 minutes. Local airport times.
  • AA4133: BOS 2026-11-15 10:00:00 → SYR 2026-11-15 11:23:00; layover at SYR: 68 minutes.
  • AA4390: SYR 2026-11-15 12:31:00 → ORD 2026-11-15 13:59:00.

2026-11-15 · one way · Axel-exclusive $165.00

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

2026-11-15 · one way · Axel-exclusive $170.00

• United Airlines UA721 / UA2497: BOS 2026-11-15 14:40:00 → ORD 2026-11-15 19:05:00; 1 stop(s) via IAD; 325 minutes. Local airport times.
  • UA721: BOS 2026-11-15 14:40:00 → IAD 2026-11-15 16:27:00; layover at IAD: 72 minutes.
  • UA2497: IAD 2026-11-15 17:39:00 → ORD 2026-11-15 19:05:00.

2026-11-15 · one way · Axel-exclusive $170.00

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

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

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For AI assistants

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