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

Chicago (MDW) to Montego Bay (MBJ), Apr 9, 2027: round trips from $415, one way from $195

Chicago (MDW) to Montego Bay (MBJ), Apr 9, 2027: round trips from $415, one way from $195 on Axel, checked Nov 13, 2026. Lowest published fares: $415 round trip, Axel-exclusive, Frontier Airlines / Southwest Airlines, 1 stop, Apr 9–11, 2027; $195 one way, Axel-exclusive, Frontier Airlines, 1 stop, Apr 9, 2027; 1 adult, economy, checked Nov 13, 2026.

MDW → MBJ1 adulteconomyOne way and round trips

30 flight options · 2 airlines

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One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

April 2027

Apr 9, 2027 · One wayFrontier AirlinesUp to 1 stop each way$195

Apr 9, 2027 · One waySouthwest AirlinesUp to 1 stop each way$245

Apr 9, 2027 – Apr 10, 2027 · 1 nightFrontier Airlines / Southwest AirlinesUp to 1 stop each way$435

Apr 9, 2027 – Apr 10, 2027 · 1 nightSouthwest AirlinesUp to 1 stop each way$480

Apr 9, 2027 – Apr 11, 2027 · 2 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 11, 2027 · 2 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 12, 2027 · 3 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 12, 2027 · 3 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 13, 2027 · 4 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 13, 2027 · 4 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 14, 2027 · 5 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 14, 2027 · 5 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 15, 2027 · 6 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 15, 2027 · 6 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 16, 2027 · 7 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 16, 2027 · 7 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 17, 2027 · 8 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$435

Apr 9, 2027 – Apr 17, 2027 · 8 nightsSouthwest AirlinesUp to 1 stop each way$480

Apr 9, 2027 – Apr 18, 2027 · 9 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 18, 2027 · 9 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 19, 2027 · 10 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 19, 2027 · 10 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 20, 2027 · 11 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 20, 2027 · 11 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 21, 2027 · 12 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 21, 2027 · 12 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 22, 2027 · 13 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 22, 2027 · 13 nightsSouthwest AirlinesUp to 1 stop each way$460

Apr 9, 2027 – Apr 23, 2027 · 14 nightsFrontier Airlines / Southwest AirlinesUp to 1 stop each way$415

Apr 9, 2027 – Apr 23, 2027 · 14 nightsSouthwest AirlinesUp to 1 stop each way$460

Flights for your trip

Fri, Apr 9 · One way
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Example one-way total $195 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 · One way
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Example one-way total $245 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Sat, Apr 10
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
2:25 pmMBJ
4h 10m
Nonstop
6:35 pmMDW
Example round-trip total $435 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Sat, Apr 10
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
2:25 pmMBJ
4h 10m
Nonstop
6:35 pmMDW
Example round-trip total $480 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Sun, Apr 11
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Sun, Apr 11
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Mon, Apr 12
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Mon, Apr 12
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Tue, Apr 13
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Tue, Apr 13
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Thu, Apr 15
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Thu, Apr 15
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Fri, Apr 16
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Fri, Apr 16
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Sat, Apr 17
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
2:25 pmMBJ
4h 10m
Nonstop
6:35 pmMDW
Example round-trip total $435 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Sat, Apr 17
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
2:25 pmMBJ
4h 10m
Nonstop
6:35 pmMDW
Example round-trip total $480 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Mon, Apr 19
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Mon, Apr 19
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Tue, Apr 20
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Tue, Apr 20
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Wed, Apr 21
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Wed, Apr 21
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Fri, Apr 23
Frontier Airlines
6:08 amMDW
8h 21m
ATL · 3h 6m
2:29 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $415 · 1 adult · Taxes included
Search these dates
Fri, Apr 9 – Fri, Apr 23
Southwest Airlines
6:35 amMDW
7h 10m
MCO · 2h 20m
1:45 pmMBJ
Southwest Airlines
3:45 pmMBJ
8h 15m
MCO · 3h 20m
12:00 am+1MDW
Example round-trip total $460 · 1 adult · Taxes included
Search these dates

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Explore this route

All dates for this route Apr 8, 2027 · Return options Apr 10, 2027 · Return options Hotels in Montego Bay with Axel

For AI assistants: every fare, every link, instructions

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
2027-04-09 · one way	Frontier Airlines	F92292 + F9125	06:08:00→14:29:00 8h 21m 1 stop via ATL	Axel-exclusive $195	Nov 13, 2026
2027-04-09 · one way	Southwest Airlines	WN2964 + WN292	06:35:00→13:45:00 7h 10m 1 stop via MCO	Axel-exclusive $245	Nov 13, 2026
2027-04-09 → 2027-04-10	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN1043	06:08:00→14:29:00 8h 21m 1 stop via ATL · 14:25:00→18:35:00 4h 10m nonstop	Axel-exclusive $435	Nov 13, 2026
2027-04-09 → 2027-04-10	Southwest Airlines	WN2964 + WN292 / WN1043	06:35:00→13:45:00 7h 10m 1 stop via MCO · 14:25:00→18:35:00 4h 10m nonstop	Axel-exclusive $480	Nov 13, 2026
2027-04-09 → 2027-04-11	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-11	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-12	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-12	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-13	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-13	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-14	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-14	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-15	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-15	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-16	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-16	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-17	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN1043	06:08:00→14:29:00 8h 21m 1 stop via ATL · 14:25:00→18:35:00 4h 10m nonstop	Axel-exclusive $435	Nov 13, 2026
2027-04-09 → 2027-04-17	Southwest Airlines	WN2964 + WN292 / WN1043	06:35:00→13:45:00 7h 10m 1 stop via MCO · 14:25:00→18:35:00 4h 10m nonstop	Axel-exclusive $480	Nov 13, 2026
2027-04-09 → 2027-04-18	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-18	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-19	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-19	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-20	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-20	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-21	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-21	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-22	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-22	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026
2027-04-09 → 2027-04-23	Frontier Airlines / Southwest Airlines	F92292 + F9125 / WN293 + WN2595	06:08:00→14:29:00 8h 21m 1 stop via ATL · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $415	Nov 13, 2026
2027-04-09 → 2027-04-23	Southwest Airlines	WN2964 + WN292 / WN293 + WN2595	06:35:00→13:45:00 7h 10m 1 stop via MCO · 15:45:00→00:00:00 8h 15m 1 stop via MCO	Axel-exclusive $460	Nov 13, 2026

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

2027-04-09 · one way · Axel-exclusive $195

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.

2027-04-09 · one way · Axel-exclusive $245

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.

2027-04-09 → 2027-04-10 · Axel-exclusive $435

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN1043: MBJ 2027-04-10 14:25:00 → MDW 2027-04-10 18:35:00; nonstop; 250 minutes. Local airport times.

2027-04-09 → 2027-04-10 · Axel-exclusive $480

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN1043: MBJ 2027-04-10 14:25:00 → MDW 2027-04-10 18:35:00; nonstop; 250 minutes. Local airport times.

2027-04-09 → 2027-04-11 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-11 15:45:00 → MDW 2027-04-12 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-11 15:45:00 → MCO 2027-04-11 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-11 22:05:00 → MDW 2027-04-12 00:00:00.

2027-04-09 → 2027-04-11 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-11 15:45:00 → MDW 2027-04-12 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-11 15:45:00 → MCO 2027-04-11 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-11 22:05:00 → MDW 2027-04-12 00:00:00.

2027-04-09 → 2027-04-12 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-12 15:45:00 → MDW 2027-04-13 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-12 15:45:00 → MCO 2027-04-12 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-12 22:05:00 → MDW 2027-04-13 00:00:00.

2027-04-09 → 2027-04-12 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-12 15:45:00 → MDW 2027-04-13 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-12 15:45:00 → MCO 2027-04-12 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-12 22:05:00 → MDW 2027-04-13 00:00:00.

2027-04-09 → 2027-04-13 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-13 15:45:00 → MDW 2027-04-14 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-13 15:45:00 → MCO 2027-04-13 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-13 22:05:00 → MDW 2027-04-14 00:00:00.

2027-04-09 → 2027-04-13 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-13 15:45:00 → MDW 2027-04-14 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-13 15:45:00 → MCO 2027-04-13 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-13 22:05:00 → MDW 2027-04-14 00:00:00.

2027-04-09 → 2027-04-15 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-15 15:45:00 → MDW 2027-04-16 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-15 15:45:00 → MCO 2027-04-15 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-15 22:05:00 → MDW 2027-04-16 00:00:00.

2027-04-09 → 2027-04-15 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-15 15:45:00 → MDW 2027-04-16 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-15 15:45:00 → MCO 2027-04-15 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-15 22:05:00 → MDW 2027-04-16 00:00:00.

2027-04-09 → 2027-04-16 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-16 15:45:00 → MDW 2027-04-17 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-16 15:45:00 → MCO 2027-04-16 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-16 22:05:00 → MDW 2027-04-17 00:00:00.

2027-04-09 → 2027-04-16 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-16 15:45:00 → MDW 2027-04-17 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-16 15:45:00 → MCO 2027-04-16 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-16 22:05:00 → MDW 2027-04-17 00:00:00.

2027-04-09 → 2027-04-17 · Axel-exclusive $435

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN1043: MBJ 2027-04-17 14:25:00 → MDW 2027-04-17 18:35:00; nonstop; 250 minutes. Local airport times.

2027-04-09 → 2027-04-17 · Axel-exclusive $480

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN1043: MBJ 2027-04-17 14:25:00 → MDW 2027-04-17 18:35:00; nonstop; 250 minutes. Local airport times.

2027-04-09 → 2027-04-19 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-19 15:45:00 → MDW 2027-04-20 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-19 15:45:00 → MCO 2027-04-19 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-19 22:05:00 → MDW 2027-04-20 00:00:00.

2027-04-09 → 2027-04-19 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-19 15:45:00 → MDW 2027-04-20 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-19 15:45:00 → MCO 2027-04-19 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-19 22:05:00 → MDW 2027-04-20 00:00:00.

2027-04-09 → 2027-04-20 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-20 15:45:00 → MDW 2027-04-21 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-20 15:45:00 → MCO 2027-04-20 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-20 22:05:00 → MDW 2027-04-21 00:00:00.

2027-04-09 → 2027-04-20 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-20 15:45:00 → MDW 2027-04-21 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-20 15:45:00 → MCO 2027-04-20 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-20 22:05:00 → MDW 2027-04-21 00:00:00.

2027-04-09 → 2027-04-21 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-21 15:45:00 → MDW 2027-04-22 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-21 15:45:00 → MCO 2027-04-21 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-21 22:05:00 → MDW 2027-04-22 00:00:00.

2027-04-09 → 2027-04-21 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-21 15:45:00 → MDW 2027-04-22 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-21 15:45:00 → MCO 2027-04-21 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-21 22:05:00 → MDW 2027-04-22 00:00:00.

2027-04-09 → 2027-04-23 · Axel-exclusive $415

Frontier Airlines F92292 / F9125: MDW 2027-04-09 06:08:00 → MBJ 2027-04-09 14:29:00; 1 stop(s) via ATL; 501 minutes. Local airport times.
- F92292: MDW 2027-04-09 06:08:00 → ATL 2027-04-09 09:31:00; layover at ATL: 186 minutes.
- F9125: ATL 2027-04-09 12:37:00 → MBJ 2027-04-09 14:29:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-23 15:45:00 → MDW 2027-04-24 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-23 15:45:00 → MCO 2027-04-23 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-23 22:05:00 → MDW 2027-04-24 00:00:00.

2027-04-09 → 2027-04-23 · Axel-exclusive $460

Southwest Airlines WN2964 / WN292: MDW 2027-04-09 06:35:00 → MBJ 2027-04-09 13:45:00; 1 stop(s) via MCO; 430 minutes. Local airport times.
- WN2964: MDW 2027-04-09 06:35:00 → MCO 2027-04-09 10:20:00; layover at MCO: 140 minutes.
- WN292: MCO 2027-04-09 12:40:00 → MBJ 2027-04-09 13:45:00.
Southwest Airlines WN293 / WN2595: MBJ 2027-04-23 15:45:00 → MDW 2027-04-24 00:00:00; 1 stop(s) via MCO; 495 minutes. Local airport times.
- WN293: MBJ 2027-04-23 15:45:00 → MCO 2027-04-23 18:45:00; layover at MCO: 200 minutes.
- WN2595: MCO 2027-04-23 22:05:00 → MDW 2027-04-24 00:00:00.

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This page: Chicago (MDW) to Montego Bay (MBJ) · Apr 9, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date.
Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Montego Bay (MBJ) flight deals · Flight search guide.
Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.