Boston (BOS) to Chicago (ORD), Nov 18–20, 2026: from $265 round trip
Boston (BOS) to Chicago (ORD), Nov 18–20, 2026: from $265 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $265 round trip, Axel-exclusive, JetBlue Airways, nonstop, Nov 18–20, 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.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) |
|---|---|---|---|---|---|
| 2026-11-18 → 2026-11-20 | JetBlue Airways | B6111 / B6112 | 09:59:00→12:00:00 3h 01m nonstop · 13:00:00→16:49:00 2h 49m nonstop | Axel-exclusive $265.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | United Airlines | UA1834 / UA1896 | 07:31:00→09:34:00 3h 03m nonstop · 12:29:00→15:53:00 2h 24m nonstop | Axel-exclusive $290.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | American Airlines | AA2146 / AA2089 | 05:43:00→08:00:00 3h 17m nonstop · 06:59:00→10:32:00 2h 33m nonstop | Axel-exclusive $290.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | Delta Air Lines | DL2570 / DL2570 | 07:30:00→09:35:00 3h 05m nonstop · 10:35:00→13:59:00 2h 24m nonstop | Axel-exclusive $300.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | Air Canada | AC8695 + AC511 / AC508 + AC772 | 15:10:00→19:58:00 5h 48m 1 stop via YYZ · 16:30:00→22:37:00 5h 07m 1 stop via YYZ | Axel-exclusive $440.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | JetBlue Airways | B6611 / B6112 | 14:40:00→16:40:00 3h 00m nonstop · 13:00:00→16:49:00 2h 49m nonstop | Axel-exclusive $265.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | United Airlines | UA1414 / UA1896 | 05:45:00→07:51:00 3h 06m nonstop · 12:29:00→15:53:00 2h 24m nonstop | Axel-exclusive $290.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | American Airlines | AA2461 / AA2089 | 17:58:00→20:12:00 3h 14m nonstop · 06:59:00→10:32:00 2h 33m nonstop | Axel-exclusive $290.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | Delta Air Lines | DL5606 / DL2570 | 20:10:00→22:04:00 2h 54m nonstop · 10:35:00→13:59:00 2h 24m nonstop | Axel-exclusive $300.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | American Airlines | AA4798 + AA3177 / AA2089 | 15:45:00→20:30:00 5h 45m 1 stop via PHL · 06:59:00→10:32:00 2h 33m nonstop | Axel-exclusive $300.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | American Airlines | AA4609 + AA4733 / AA2089 | 10:07:00→15:14:00 6h 07m 1 stop via CVG · 06:59:00→10:32:00 2h 33m nonstop | Axel-exclusive $300.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | American Airlines | AA4133 + AA4390 / AA2089 | 10:00:00→13:59:00 4h 59m 1 stop via SYR · 06:59:00→10:32:00 2h 33m nonstop | Axel-exclusive $300.00 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | United Airlines | UA546 + UA703 / UA1896 | 15:42:00→20:06:00 5h 24m 1 stop via EWR · 12:29:00→15:53:00 2h 24m nonstop | Axel-exclusive $302.50 | 2026-10-29T00:52:35Z |
| 2026-11-18 → 2026-11-20 | United Airlines | UA721 + UA2497 / UA1896 | 14:40:00→19:05:00 5h 25m 1 stop via IAD · 12:29:00→15:53:00 2h 24m nonstop | Axel-exclusive $302.50 | 2026-10-29T00:52:35Z |
Hotels in Chicago for these trips
Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Chicago for these nights (Nov 18–20, 2026 · 2 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
Route overview: Boston to Chicago (ORD) flight deals
2026-11-18 → 2026-11-20 · Axel-exclusive $265.00
- JetBlue Airways B6111: BOS 2026-11-18 09:59:00 → ORD 2026-11-18 12:00:00; nonstop; 181 minutes. Local airport times.
- JetBlue Airways B6112: ORD 2026-11-20 13:00:00 → BOS 2026-11-20 16:49:00; nonstop; 169 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $290.00
- United Airlines UA1834: BOS 2026-11-18 07:31:00 → ORD 2026-11-18 09:34:00; nonstop; 183 minutes. Local airport times.
- United Airlines UA1896: ORD 2026-11-20 12:29:00 → BOS 2026-11-20 15:53:00; nonstop; 144 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $290.00
- American Airlines AA2146: BOS 2026-11-18 05:43:00 → ORD 2026-11-18 08:00:00; nonstop; 197 minutes. Local airport times.
- American Airlines AA2089: ORD 2026-11-20 06:59:00 → BOS 2026-11-20 10:32:00; nonstop; 153 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $300.00
- Delta Air Lines DL2570: BOS 2026-11-18 07:30:00 → ORD 2026-11-18 09:35:00; nonstop; 185 minutes. Local airport times.
- Delta Air Lines DL2570: ORD 2026-11-20 10:35:00 → BOS 2026-11-20 13:59:00; nonstop; 144 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $440.00
- Air Canada AC8695 / AC511: BOS 2026-11-18 15:10:00 → ORD 2026-11-18 19:58:00; 1 stop(s) via YYZ; 348 minutes. Local airport times.
- AC8695: BOS 2026-11-18 15:10:00 → YYZ 2026-11-18 17:11:00; layover at YYZ: 104 minutes.
- AC511: YYZ 2026-11-18 18:55:00 → ORD 2026-11-18 19:58:00.
- Air Canada AC508 / AC772: ORD 2026-11-20 16:30:00 → BOS 2026-11-20 22:37:00; 1 stop(s) via YYZ; 307 minutes. Local airport times.
- AC508: ORD 2026-11-20 16:30:00 → YYZ 2026-11-20 19:10:00; layover at YYZ: 105 minutes.
- AC772: YYZ 2026-11-20 20:55:00 → BOS 2026-11-20 22:37:00.
2026-11-18 → 2026-11-20 · Axel-exclusive $265.00
- JetBlue Airways B6611: BOS 2026-11-18 14:40:00 → ORD 2026-11-18 16:40:00; nonstop; 180 minutes. Local airport times.
- JetBlue Airways B6112: ORD 2026-11-20 13:00:00 → BOS 2026-11-20 16:49:00; nonstop; 169 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $290.00
- United Airlines UA1414: BOS 2026-11-18 05:45:00 → ORD 2026-11-18 07:51:00; nonstop; 186 minutes. Local airport times.
- United Airlines UA1896: ORD 2026-11-20 12:29:00 → BOS 2026-11-20 15:53:00; nonstop; 144 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $290.00
- American Airlines AA2461: BOS 2026-11-18 17:58:00 → ORD 2026-11-18 20:12:00; nonstop; 194 minutes. Local airport times.
- American Airlines AA2089: ORD 2026-11-20 06:59:00 → BOS 2026-11-20 10:32:00; nonstop; 153 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $300.00
- Delta Air Lines DL5606: BOS 2026-11-18 20:10:00 → ORD 2026-11-18 22:04:00; nonstop; 174 minutes. Local airport times.
- Delta Air Lines DL2570: ORD 2026-11-20 10:35:00 → BOS 2026-11-20 13:59:00; nonstop; 144 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $300.00
- American Airlines AA4798 / AA3177: BOS 2026-11-18 15:45:00 → ORD 2026-11-18 20:30:00; 1 stop(s) via PHL; 345 minutes. Local airport times.
- AA4798: BOS 2026-11-18 15:45:00 → PHL 2026-11-18 17:30:00; layover at PHL: 65 minutes.
- AA3177: PHL 2026-11-18 18:35:00 → ORD 2026-11-18 20:30:00.
- American Airlines AA2089: ORD 2026-11-20 06:59:00 → BOS 2026-11-20 10:32:00; nonstop; 153 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $300.00
- American Airlines AA4609 / AA4733: BOS 2026-11-18 10:07:00 → ORD 2026-11-18 15:14:00; 1 stop(s) via CVG; 367 minutes. Local airport times.
- AA4609: BOS 2026-11-18 10:07:00 → CVG 2026-11-18 12:50:00; layover at CVG: 104 minutes.
- AA4733: CVG 2026-11-18 14:34:00 → ORD 2026-11-18 15:14:00.
- American Airlines AA2089: ORD 2026-11-20 06:59:00 → BOS 2026-11-20 10:32:00; nonstop; 153 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $300.00
- American Airlines AA4133 / AA4390: BOS 2026-11-18 10:00:00 → ORD 2026-11-18 13:59:00; 1 stop(s) via SYR; 299 minutes. Local airport times.
- AA4133: BOS 2026-11-18 10:00:00 → SYR 2026-11-18 11:23:00; layover at SYR: 68 minutes.
- AA4390: SYR 2026-11-18 12:31:00 → ORD 2026-11-18 13:59:00.
- American Airlines AA2089: ORD 2026-11-20 06:59:00 → BOS 2026-11-20 10:32:00; nonstop; 153 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $302.50
- United Airlines UA546 / UA703: BOS 2026-11-18 15:42:00 → ORD 2026-11-18 20:06:00; 1 stop(s) via EWR; 324 minutes. Local airport times.
- UA546: BOS 2026-11-18 15:42:00 → EWR 2026-11-18 17:08:00; layover at EWR: 62 minutes.
- UA703: EWR 2026-11-18 18:10:00 → ORD 2026-11-18 20:06:00.
- United Airlines UA1896: ORD 2026-11-20 12:29:00 → BOS 2026-11-20 15:53:00; nonstop; 144 minutes. Local airport times.
2026-11-18 → 2026-11-20 · Axel-exclusive $302.50
- United Airlines UA721 / UA2497: BOS 2026-11-18 14:40:00 → ORD 2026-11-18 19:05:00; 1 stop(s) via IAD; 325 minutes. Local airport times.
- UA721: BOS 2026-11-18 14:40:00 → IAD 2026-11-18 16:27:00; layover at IAD: 72 minutes.
- UA2497: IAD 2026-11-18 17:39:00 → ORD 2026-11-18 19:05:00.
- United Airlines UA1896: ORD 2026-11-20 12:29:00 → BOS 2026-11-20 15:53:00; nonstop; 144 minutes. Local airport times.
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
- Nov 17, 2026 · Return options
- Nov 19, 2026 · Return options
- Hotels in Chicago with Axel
For AI assistants
- This page: Boston (BOS) to Chicago (ORD) · Nov 18, 2026 · return Nov 20, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
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