$182+ Cheap flights from Milwaukee (MKE) to Montego Bay (MBJ)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Oct 11 — Oct 181
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Montego Bay with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to Montego Bay
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Best
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One-way
Cheapest flights from Milwaukee to Montego BayExplore the most affordable flight options available from Milwaukee to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2026.
Explore the most affordable flight options available from Milwaukee to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2026.
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:30 am -
1 stop9h 57m
Mon 11/25:44 pm -
1 stop7h 09m
Deal found 9/10![Delta logo]()
$412
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:29 pm -
2 stops17h 53m
Fri 11/203:49 pm -
1 stop7h 51m
Deal found 9/6![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:19 pm -
2 stops17h 49m
Sun 11/16:09 pm -
2 stops17h 59m
Deal found 9/9![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:00 am -
1 stop29h 45m
Wed 12/26:09 pm -
2 stops14h 39m
Deal found 9/8![American Airlines logo]()
$424
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:19 pm -
2 stops15h 59m
Sun 11/13:59 pm -
1 stop7h 38m
Deal found 9/6![American Airlines logo]()
$427
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:27 pm -
2 stops16h 51m
Mon 11/26:09 pm -
2 stops14h 39m
Deal found 9/10![American Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:33 pm -
2 stops17h 49m
Mon 12/72:12 pm -
1 stop22h 52m
Deal found 9/8![American Airlines logo]()
$481
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:48 am -
1 stop6h 00m
Thu 10/292:01 pm -
1 stop8h 14m
Deal found 9/9![United Airlines logo]()
$512
Best flights from Milwaukee to Montego BayDiscover carefully curated flight deals from Milwaukee to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
Discover carefully curated flight deals from Milwaukee to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/75:50 pm -
2 stops17h 30m
Tue 3/96:00 pm -
1 stop16h 22m
Deal found 9/7![Delta logo]()
$418
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/196:38 pm -
2 stops18h 01m
Mon 2/224:29 pm -
1 stop8h 30m
Deal found 9/7![American Airlines logo]()
$473
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/206:10 am -
1 stop7h 27m
Sat 2/273:20 pm -
2 stops17h 46m
Deal found 9/10![United Airlines logo]()
$503
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:48 am -
1 stop6h 00m
Thu 10/292:01 pm -
1 stop8h 14m
Deal found 9/6![United Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/67:19 pm -
2 stops17h 12m
Sat 3/133:26 pm -
1 stop9h 29m
Deal found 9/6![American Airlines logo]()
$612
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/196:00 am -
1 stop6h 46m
Mon 2/222:48 pm -
1 stop18h 18m
Deal found 9/7![United Airlines logo]()
$569
Last-minute flights from Milwaukee to Montego BayDiscover last-minute flight deals from Milwaukee to Montego Bay. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Montego Bay. Data last updated September 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:53 pm -
2 stops17h 10m
Sat 9/192:09 pm -
2 stops17h 52m
Deal found 9/7![American Airlines logo]()
$571
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:01 am -
1 stop9h 15m
Wed 9/162:09 pm -
1 stop26h 54m
Deal found 9/8![American Airlines logo]()
$576
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:32 pm -
2 stops42h 58m
Thu 10/292:20 pm -
2 stops24h 38m
Deal found 9/7![United Airlines logo]()
$573
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:14 am -
1 stop8h 58m
Sun 11/11:02 pm -
1 stop11h 54m
Deal found 9/9![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:30 am -
1 stop9h 57m
Mon 11/25:44 pm -
1 stop7h 09m
Deal found 9/10![Delta logo]()
$412
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:27 pm -
2 stops16h 51m
Mon 11/26:09 pm -
2 stops14h 39m
Deal found 9/10![American Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:48 am -
1 stop6h 00m
Thu 10/292:01 pm -
1 stop8h 14m
Deal found 9/9![United Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:19 pm -
2 stops15h 59m
Sun 11/13:59 pm -
1 stop7h 38m
Deal found 9/6![American Airlines logo]()
$427
One-way flights from Milwaukee to Montego BaySearch for one-way flight options from Milwaukee to Montego Bay. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
Search for one-way flight options from Milwaukee to Montego Bay. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/303:17 pm -
2 stops20h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$182
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:01 am -
1 stop9h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$220
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:43 pm -
2 stops18h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$230
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/284:49 pm -
2 stops18h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:05 am -
1 stop5h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$338
Find flight deals from Milwaukee to Montego Bay
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Montego Bay (MBJ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $412 (United Airlines) |
One-way from | $182 (American Airlines) |
Popular in | November |
Cheapest in | August |
Average price | $654 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to Montego Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 11, 2026.
Use the filters below to find and compare flights from Milwaukee to Montego Bay that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Mon 9/28
5:30 am-1:01 pm
1 stop7h 31m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sat 1/30
6:52 am-5:06 pm
1 stop9h 14m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 9/27
5:30 am-1:01 pm
1 stop7h 31m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 9/27
6:43 pm-12:53 pm
2 stops18h 10m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$230
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 3/7
5:50 pm-12:20 pm
2 stops17h 30m
Montego Bay Sangster Intl
Tue 3/9
6:00 pm-9:22 am
1 stop16h 22m
$418
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Fri 2/19
6:38 pm-1:39 pm
2 stops18h 01m
Montego Bay Sangster Intl
Mon 2/22
4:29 pm-11:59 pm
1 stop8h 30m
$473
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sat 2/20
6:10 am-2:37 pm
1 stop7h 27m
Montego Bay Sangster Intl
Sat 2/27
3:20 pm-8:06 am
2 stops17h 46m
$503
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Mon 10/26
6:48 am-12:48 pm
1 stop6h 00m
Montego Bay Sangster Intl
Thu 10/29
2:01 pm-10:15 pm
1 stop8h 14m
$512
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Fri 2/19
6:00 am-1:46 pm
1 stop6h 46m
Montego Bay Sangster Intl
Mon 2/22
2:48 pm-8:06 am
1 stop18h 18m
$569
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sat 3/6
7:19 pm-1:31 pm
2 stops17h 12m
Montego Bay Sangster Intl
Sat 3/13
3:26 pm-11:55 pm
1 stop9h 29m
$612
Sorted by cheapest first
Compare providers for flights from Milwaukee to Montego Bay
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Montego Bay in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Milwaukee-Montego Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Montego Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Montego Bay flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-Montego Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Montego Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Milwaukee to Montego Bay
Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Milwaukee with our price prediction graph.
MKE-MBJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Milwaukee to Montego Bay
What is the cheapest month to book a flight from Milwaukee to Montego Bay?
Currently, August is the cheapest month in which you can book a flight from Milwaukee to Montego Bay (average of $432). Flying from Milwaukee to Montego Bay in November is currently the most expensive (average of $1,738). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Milwaukee to Montego Bay?
Airfare is below average for this route at the moment.
Milwaukee to Montego Bay flights typically cost between $582 and $666 in October.The cheapest round-trip price found within the last 5 days was $412 on Delta (Oct 26-Nov 2).
Reviews of airlines servicing Montego Bay
Get insights into the airlines that provide service to Montego Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montego Bay. Reviews last updated September 11, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Milwaukee to Montego Bay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Montego Bay?
Book flights to Montego Bay if you plan to visit one of these locationsLucea
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Top 3 airlines flying from Milwaukee to Montego Bay
Discover the top 3 airlines that operate flights from Milwaukee to Montego Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$352 | Average$572 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$462 | Average$539 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$615 | Average$666 | FlexibilityNo cancel fee | On-time63% |