Chicago (MDW) to Montego Bay (MBJ), Dec 11, 2026: round trips from $385, one way from $180

Chicago (MDW) to Montego Bay (MBJ), Dec 11, 2026: round trips from $385, one way from $180 on Axel, checked Nov 13, 2026. Lowest published fares: $385 round trip, Axel-exclusive, Frontier Airlines / Southwest Airlines, 1 stop, Dec 11–13, 2026; $180 one way, Axel-exclusive, Frontier Airlines, 1 stop, Dec 11, 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.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Exact travel dates Airline Flights Times, duration, stops Total price Price checked
2026-12-11 · one way Frontier Airlines F92292 + F9125 06:08:00→15:29:00 8h 21m 1 stop via ATL Axel-exclusive $180 Nov 13, 2026
2026-12-11 · one way Southwest Airlines WN2964 + WN292 06:35:00→14:45:00 7h 10m 1 stop via MCO Axel-exclusive $230 Nov 13, 2026
2026-12-11 → 2026-12-12 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 $405 Nov 13, 2026
2026-12-11 → 2026-12-12 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 $450 Nov 13, 2026
2026-12-11 → 2026-12-13 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $385 Nov 13, 2026
2026-12-11 → 2026-12-13 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $430 Nov 13, 2026
2026-12-11 → 2026-12-14 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $385 Nov 13, 2026
2026-12-11 → 2026-12-14 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $430 Nov 13, 2026
2026-12-11 → 2026-12-15 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $385 Nov 13, 2026
2026-12-11 → 2026-12-15 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $430 Nov 13, 2026
2026-12-11 → 2026-12-16 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $385 Nov 13, 2026
2026-12-11 → 2026-12-16 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $430 Nov 13, 2026
2026-12-11 → 2026-12-17 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $385 Nov 13, 2026
2026-12-11 → 2026-12-17 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $430 Nov 13, 2026
2026-12-11 → 2026-12-18 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $385 Nov 13, 2026
2026-12-11 → 2026-12-18 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $430 Nov 13, 2026
2026-12-11 → 2026-12-19 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
2026-12-11 → 2026-12-19 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
2026-12-11 → 2026-12-20 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $471 Nov 13, 2026
2026-12-11 → 2026-12-20 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $516 Nov 13, 2026
2026-12-11 → 2026-12-21 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $471 Nov 13, 2026
2026-12-11 → 2026-12-21 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $516 Nov 13, 2026
2026-12-11 → 2026-12-22 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $471 Nov 13, 2026
2026-12-11 → 2026-12-22 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $516 Nov 13, 2026
2026-12-11 → 2026-12-23 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $471 Nov 13, 2026
2026-12-11 → 2026-12-23 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $516 Nov 13, 2026
2026-12-11 → 2026-12-24 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $471 Nov 13, 2026
2026-12-11 → 2026-12-24 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $516 Nov 13, 2026
2026-12-11 → 2026-12-25 Frontier Airlines / Southwest Airlines F92292 + F9125 / WN293 + WN2595 06:08:00→15:29:00 8h 21m 1 stop via ATL · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $471 Nov 13, 2026
2026-12-11 → 2026-12-25 Southwest Airlines WN2964 + WN292 / WN293 + WN2595 06:35:00→14:45:00 7h 10m 1 stop via MCO · 15:45:00→23:00:00 8h 15m 1 stop via MCO Axel-exclusive $516 Nov 13, 2026

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

2026-12-11 · one way · Axel-exclusive $180

2026-12-11 · one way · Axel-exclusive $230

2026-12-11 → 2026-12-12 · Axel-exclusive $405

2026-12-11 → 2026-12-12 · Axel-exclusive $450

2026-12-11 → 2026-12-13 · Axel-exclusive $385

2026-12-11 → 2026-12-13 · Axel-exclusive $430

2026-12-11 → 2026-12-14 · Axel-exclusive $385

2026-12-11 → 2026-12-14 · Axel-exclusive $430

2026-12-11 → 2026-12-15 · Axel-exclusive $385

2026-12-11 → 2026-12-15 · Axel-exclusive $430

2026-12-11 → 2026-12-17 · Axel-exclusive $385

2026-12-11 → 2026-12-17 · Axel-exclusive $430

2026-12-11 → 2026-12-18 · Axel-exclusive $385

2026-12-11 → 2026-12-18 · Axel-exclusive $430

2026-12-11 → 2026-12-19 · Axel-exclusive $499

2026-12-11 → 2026-12-19 · Axel-exclusive $544

2026-12-11 → 2026-12-21 · Axel-exclusive $471

2026-12-11 → 2026-12-21 · Axel-exclusive $516

2026-12-11 → 2026-12-22 · Axel-exclusive $471

2026-12-11 → 2026-12-22 · Axel-exclusive $516

2026-12-11 → 2026-12-23 · Axel-exclusive $471

2026-12-11 → 2026-12-23 · Axel-exclusive $516

2026-12-11 → 2026-12-25 · Axel-exclusive $471

2026-12-11 → 2026-12-25 · Axel-exclusive $516

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