Chicago (ORD) to Boston (BOS), Jan 21, 2027 – Feb 21, 2027: from $356 round trip
Chicago (ORD) to Boston (BOS), Jan 21, 2027 – Feb 21, 2027: from $356 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $356 round trip, Axel-exclusive, JetBlue Airways, nonstop, Jan 21, 2027 – Feb 21, 2027, 1 adult, economy, checked Nov 12, 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 | Offered on | Schedule |
|---|---|---|---|---|---|---|
| 2027-01-21 → 2027-02-21 | JetBlue Airways | B61012 / B6811 | 14:55:00→18:17:00 2h 22m nonstop · 11:00:00→13:05:00 3h 05m nonstop | Axel-exclusive $356 | Nov 12, 2026 | Seen on travel dates |
| 2027-01-21 → 2027-02-21 | United Airlines | UA1606 / UA1414 | 10:30:00→13:55:00 2h 25m nonstop · 06:00:00→08:00:00 3h 00m nonstop | Axel-exclusive $368 | Nov 12, 2026 | Seen on travel dates |
| 2027-01-21 → 2027-02-21 | American Airlines | AA2958 / AA3189 | 20:19:00→23:45:00 2h 26m nonstop · 05:02:00→07:16:00 3h 14m nonstop | Axel-exclusive $368 | Nov 12, 2026 | Seen on travel dates |
Route overview: Chicago to Boston (BOS) flight deals
2027-01-21 → 2027-02-21 · Axel-exclusive $356
- JetBlue Airways B61012: ORD 2027-01-21 14:55:00 → BOS 2027-01-21 18:17:00; nonstop; 142 minutes. Local airport times.
- JetBlue Airways B6811: BOS 2027-02-21 11:00:00 → ORD 2027-02-21 13:05:00; nonstop; 185 minutes. Local airport times.
2027-01-21 → 2027-02-21 · Axel-exclusive $368
- United Airlines UA1606: ORD 2027-01-21 10:30:00 → BOS 2027-01-21 13:55:00; nonstop; 145 minutes. Local airport times.
- United Airlines UA1414: BOS 2027-02-21 06:00:00 → ORD 2027-02-21 08:00:00; nonstop; 180 minutes. Local airport times.
2027-01-21 → 2027-02-21 · Axel-exclusive $368
- American Airlines AA2958: ORD 2027-01-21 20:19:00 → BOS 2027-01-21 23:45:00; nonstop; 146 minutes. Local airport times.
- American Airlines AA3189: BOS 2027-02-21 05:02:00 → ORD 2027-02-21 07:16:00; nonstop; 194 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.
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- This page: Chicago (ORD) to Boston (BOS) · Jan 21, 2027 · return Feb 21, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date.
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