HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Montego Bay

$108+ Cheap flights from Wisconsin to Montego Bay (MBJ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Mar 8 — Mar 151
Sat 3/8
Sat 3/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin 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 Wisconsin to Montego Bay

Keep the following information in mind while searching for Wisconsin to Montego Bay flight deals. Data was last updated March 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$331
(Kiwi.com)

One-way from

$108
(Cheapflightsfares)

Popular in

June

Cheapest in

October

Average price

$542

Good round-trip deal

$540 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Montego Bay Sangster Intl flights.
Search Deals
From Wisconsin to Montego Bay Sangster Intl
Search Deals
One-way flight from Wisconsin to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals
Price to beat on a round-trip flight from Wisconsin to Montego Bay Sangster Intl.
Search Deals

Find flight deals from Wisconsin to Montego Bay

Cheapest flights from Wisconsin to Montego Bay
Explore the most affordable flight options available from Wisconsin to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/314:05 pmMKE - MBJ
1 stop18h 57mSpirit Airlines
Mon 4/712:07 pmMBJ - MKE
1 stop21h 32mSpirit Airlines
Deal found 3/2$331
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/12:55 pmMSP - MBJ
1 stop20h 07mSpirit Airlines
Tue 4/812:07 pmMBJ - MSP
2 stops10h 59mSpirit Airlines
Deal found 3/2$347
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/16:37 pmMKE - MBJ
2 stops16h 25mMultiple Airlines
Mon 4/712:07 pmMBJ - MKE
1 stop21h 32mMultiple Airlines
Deal found 3/2$358
This Cheapflightsfares deal was found by Cheapflights users on 3/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/129:07 amMSP - MBJ
Nonstop4h 40mSun Country Air
Sat 4/192:50 pmMBJ - MSP
Nonstop5h 11mSun Country Air
Deal found 3/3$392
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/43:14 pmMSP - MBJ
2 stops19h 48mMultiple Airlines
Wed 4/912:00 pmMBJ - MSP
1 stop26h 44mMultiple Airlines
Deal found 3/2$395
This Cheapflightsfares deal was found by Cheapflights users on 3/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/207:21 pmORD - MBJ
1 stop15h 41mSpirit Airlines
Thu 3/2712:07 pmMBJ - ORD
1 stop11h 52mSpirit Airlines
Deal found 3/2$450
This Copa Airlines deal was found by Cheapflights users on 3/3. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/81:07 amORD - MBJ
1 stop10h 08mCopa Airlines
Mon 7/1412:14 pmMBJ - ORD
1 stop12h 06mCopa Airlines
Deal found 3/3$453
This American Airlines deal was found by Cheapflights users on 3/2. 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 5/109:00 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Wed 5/142:25 pmMBJ - ORD
Nonstop4h 35mAmerican Airlines
Deal found 3/2$455
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/69:08 pmORD - MBJ
2 stops13h 54mMultiple Airlines
Thu 4/103:05 pmMBJ - ORD
1 stop9h 53mMultiple Airlines
Deal found 3/2$469
This Delta deal was found by Cheapflights users on 3/3. 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 3/1810:25 amORD - MBJ
2 stops10h 12mDelta
Wed 3/267:00 amMBJ - ORD
2 stops11h 21mDelta
Deal found 3/3$479
This Delta deal was found by Cheapflights users on 3/3. 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 4/17:00 amMKE - MBJ
1 stop8h 23mDelta
Tue 4/87:00 amMBJ - MKE
1 stop9h 20mDelta
Deal found 3/3$491
This American Airlines deal was found by Cheapflights users on 3/3. 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 4/264:22 pmMSN - MBJ
1 stop16h 48mAmerican Airlines
Fri 5/22:00 pmMBJ - MSN
1 stop8h 14mAmerican Airlines
Deal found 3/3$491

Find flights from Wisconsin to Montego Bay within your budget

Customize your flight search to find flights from Wisconsin 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 2,558,603 searches. Data last updated March 3, 2025.

Fly from

Wisconsin

Fly to

Montego Bay

Route

Depart

Return

Price

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 3/31

4:05 pm-11:02 am

1 stop18h 57m

Montego Bay Sangster Intl

Mon 4/7

12:07 pm-9:39 am

1 stop21h 32m

$331

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

Tue 4/1

2:55 pm-11:02 am

1 stop20h 07m

Montego Bay Sangster Intl

Tue 4/8

12:07 pm-11:06 pm

2 stops10h 59m

$347

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 4/1

6:37 pm-11:02 am

2 stops16h 25m

Montego Bay Sangster Intl

Mon 4/7

12:07 pm-9:39 am

1 stop21h 32m

$358

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

Sat 4/12

9:07 am-1:47 pm

Nonstop4h 40m

Montego Bay Sangster Intl

Sat 4/19

2:50 pm-8:01 pm

Nonstop5h 11m

$392

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

Fri 4/4

3:14 pm-11:02 am

2 stops19h 48m

Montego Bay Sangster Intl

Wed 4/9

12:00 pm-2:44 pm

1 stop26h 44m

$395

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 3/20

7:21 pm-11:02 am

1 stop15h 41m

Montego Bay Sangster Intl

Thu 3/27

12:07 pm-11:59 pm

1 stop11h 52m

$450

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 7/8

1:07 am-11:15 am

1 stop10h 08m

Montego Bay Sangster Intl

Mon 7/14

12:14 pm-12:20 am

1 stop12h 06m

$453

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 5/10

9:00 am-1:00 pm

Nonstop4h 00m

Montego Bay Sangster Intl

Wed 5/14

2:25 pm-7:00 pm

Nonstop4h 35m

$455

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 4/6

9:08 pm-11:02 am

2 stops13h 54m

Montego Bay Sangster Intl

Thu 4/10

3:05 pm-12:58 am

1 stop9h 53m

$469

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 3/18

7:05 am-3:23 pm

1 stop8h 18m

Montego Bay Sangster Intl

Wed 3/26

7:00 am-4:20 pm

1 stop9h 20m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 45 results
1
2
3
...
5

Best time to book a flight from Wisconsin to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Wisconsin with our price prediction graph.
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.

Travel insights for flights from Wisconsin to Montego Bay

Get recent, data-driven insights about flights from Wisconsin to Montego Bay including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Wisconsin to Montego Bay?

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Montego Bay (average of $403). Flying from Wisconsin to Montego Bay in July is currently the most expensive (average of $569). 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.

What is the cheapest time of day to fly from WI to MBJ?

Find hourly flight availability from Wisconsin to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 3, 2025.

When flying from Wisconsin to Montego Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Montego Bay by month

Plan your trip to Montego Bay by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Montego Bay ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Montego Bay when rainfall is around 1.6 in.

Temperature in Montego Bay by month

Plan your trip to Montego Bay by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Montego Bay, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 March 3, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Wisconsin to Montego Bay have to say. 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.
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,333 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
8,068 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,679 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

WestJet
7.2
Good
2,788 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Montego Bay from Wisconsin?

    For a flight from Wisconsin to Montego Bay, you will be flying into Sangster Intl. Montego Bay Sangster Intl (MBJ) is just 2.3 mi from the center of the city.

  • What are the cheapest airlines to fly from Wisconsin to Montego Bay one-way?

    To fly one-way, consider booking your trip with Sun Country Air, which is currently one of the cheapest options available, starting at $108. Spirit Airlines flights start at $123 while deals on Frontier start at $179 one-way.

  • What are the most popular routes from Wisconsin to Montego Bay?

    The most popular flight routes from Wisconsin to Montego Bay are Chicago O'Hare Intl - Montego Bay Sangster Intl, Minneapolis St Paul - Montego Bay Sangster Intl and Milwaukee-Mitchell - Montego Bay Sangster Intl.

  • What are the cheapest flights from Wisconsin to Montego Bay?

    On average you can expect to pay $540 for a flight from Wisconsin to Montego Bay. The cheapest flight overall is $540 while the most popular route, (Chicago O'Hare Intl - Montego Bay Sangster Intl) is currently priced at $271.

  • Can I find deals for flights from Wisconsin to Montego Bay that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Montego Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Montego Bay.

  • Can I find deals for business class flights from Wisconsin to Montego Bay?

    Yes. Cheapflights offers flight deals from Wisconsin to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Wisconsin to Montego Bay?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Montego Bay (average of $403). Flying from Wisconsin to Montego Bay in July is currently the most expensive (average of $569). 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.

See more FAQs

Traveling to a place near Wisconsin?

Book flights to Wisconsin if you plan to visit one of these locations
Whitehouse
Lucea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Montego Bay

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Montego Bay flights
Newark to Montego Bay flights
Atlanta to Montego Bay flights
LaGuardia to Montego Bay flights
John F Kennedy Intl to Kingston flights
Dulles Intl to Montego Bay flights
O'Hare Intl to Montego Bay flights
Baltimore to Montego Bay flights
Philadelphia to Montego Bay flights
Boston to Montego Bay flights
Orlando to Montego Bay flights
Reagan-National to Montego Bay flights
Dallas/Fort Worth to Montego Bay flights
Newark to Kingston flights
LaGuardia to Kingston flights
Charlotte to Montego Bay flights
Hobby to Montego Bay flights
Fort Lauderdale to Montego Bay flights
Fort Lauderdale to Kingston flights
Detroit to Montego Bay flights
Miami to Montego Bay flights
George Bush Intcntl to Montego Bay flights
Atlanta to Kingston flights
Midway to Montego Bay flights
Los Angeles to Montego Bay flights
Minneapolis to Montego Bay flights
Cleveland to Montego Bay flights
Seattle to Montego Bay flights
San Francisco to Montego Bay flights
Miami to Kingston flights
Atlantic City to Montego Bay flights
Pittsburgh to Montego Bay flights
Raleigh to Montego Bay flights
Tampa to Montego Bay flights
Austin to Montego Bay flights
New Orleans to Montego Bay flights
Cincinnati to Montego Bay flights
Richmond to Montego Bay flights
Memphis to Montego Bay flights
Baltimore to Kingston flights
Indianapolis to Montego Bay flights
Hobby to Kingston flights
Dulles Intl to Kingston flights
Columbus to Montego Bay flights
Charleston to Montego Bay flights
Orlando to Kingston flights
Hartford to Montego Bay flights
Nashville to Montego Bay flights
Ontario to Montego Bay flights
Reagan-National to Kingston flights

Top 6 airlines flying from Wisconsin to Montego Bay

Discover the top 6 airlines that operate flights from Wisconsin 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 2,558,603 searches. Data last updated March 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$301Average$399FlexibilityNo cancel feeOn-time65%
DeltaCheapest$458Average$650FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$469Average$629FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$479Average$622FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$502Average$540FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$502Average$707FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.