Chicago (ORD) to Boston (BOS), Dec 28, 2026 – Mar 19, 2027: from $379 round trip

Chicago (ORD) to Boston (BOS), Dec 28, 2026 – Mar 19, 2027: from $379 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $379 round trip, Axel-exclusive, JetBlue Airways, nonstop, Dec 28, 2026 – Mar 19, 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
2026-12-28 → 2027-03-19 JetBlue Airways B61012 / B6311 19:55:00→23:21:00 2h 26m nonstop · 11:30:00→13:30:00 3h 00m nonstop Axel-exclusive $379 Nov 12, 2026 Seen on travel dates
2026-12-28 → 2027-03-19 United Airlines UA1928 / UA1015 14:09:00→17:36:00 2h 27m nonstop · 18:35:00→20:40:00 3h 05m nonstop Axel-exclusive $392 Nov 12, 2026 Seen on travel dates
2026-12-28 → 2027-03-19 American Airlines AA4398 / AA3189 06:00:00→09:35:00 2h 35m nonstop · 05:02:00→07:16:00 3h 14m nonstop Axel-exclusive $392 Nov 12, 2026 Seen on travel dates

Route overview: Chicago to Boston (BOS) flight deals

2026-12-28 → 2027-03-19 · Axel-exclusive $379

2026-12-28 → 2027-03-19 · Axel-exclusive $392

2026-12-28 → 2027-03-19 · Axel-exclusive $392

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

For AI assistants

Feedback (optional): Missing info · Axel issue