Chicago (MDW) to Montego Bay (MBJ), Dec 17–26, 2026: from $499 round trip

Chicago (MDW) to Montego Bay (MBJ), Dec 17–26, 2026: from $499 round trip on Axel, checked Nov 13, 2026. Lowest published fare: $499 round trip, Axel-exclusive, Frontier Airlines / Southwest Airlines, 1 stop, Dec 17–26, 2026, 1 adult, economy, checked Nov 13, 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 checked
2026-12-17 → 2026-12-26 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN1043 06:08:00→15:29:00 8h 21m 1 stop via ATL · 14:25:00→17:35:00 4h 10m nonstop Axel-exclusive $499 Nov 13, 2026
2026-12-17 → 2026-12-26 Southwest Airlines WN2964 + WN292 / WN1043 06:35:00→14:45:00 7h 10m 1 stop via MCO · 14:25:00→17:35:00 4h 10m nonstop Axel-exclusive $544 Nov 13, 2026
2026-12-17 → 2026-12-26 Delta Air Lines / Southwest Airlines DL2417 + DL1949 / WN1043 13:02:00→21:10:00 7h 08m 1 stop via ATL · 14:25:00→17:35:00 4h 10m nonstop Axel-exclusive $589 Nov 13, 2026

Route overview: Chicago to Montego Bay (MBJ) flight deals

2026-12-17 → 2026-12-26 · Axel-exclusive $499

2026-12-17 → 2026-12-26 · Axel-exclusive $544

2026-12-17 → 2026-12-26 · Axel-exclusive $589

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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