HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Montego Bay

$100+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
fev 27 — mar 61
sex 2/27
sex 3/6
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

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 janeiro 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
sáb 1/3112:00 pm
ORD
-
MBJ
1 stop23h 02m
Multiple Airlines
sex 2/612:57 pm
MBJ
-
ORD
1 stop7h 41m
Multiple Airlines
Deal found 1/27$367
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 2/18:43 pm
ORD
-
MBJ
1 stop14h 19m
Multiple Airlines
dom 2/87:05 pm
MBJ
-
ORD
1 stop26h 05m
Multiple Airlines
Deal found 1/27$368
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
dom 2/18:43 pm
ORD
-
MBJ
1 stop14h 19m
Multiple Airlines
seg 2/912:57 pm
MBJ
-
ORD
2 stops22h 54m
Multiple Airlines
Deal found 1/27$369
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
dom 2/225:15 am
ORD
-
MBJ
1 stop5h 47m
Spirit Airlines
sáb 2/281:00 pm
MBJ
-
ORD
2 stops12h 40m
Spirit Airlines
Deal found 1/27$370
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
qui 2/266:51 pm
ORD
-
MBJ
2 stops39h 33m
Multiple Airlines
qui 3/51:00 pm
MBJ
-
ORD
1 stop11h 05m
Multiple Airlines
Deal found 1/27$371
This Orbitz deal was found by Cheapflights users on 1/27. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 4/192:00 pm
ORD
-
MBJ
1 stop21h 20m
Multiple Airlines
sáb 4/2512:00 pm
MBJ
-
ORD
1 stop7h 48m
Multiple Airlines
Deal found 1/27$372
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
qui 2/196:51 pm
ORD
-
MBJ
2 stops16h 11m
Multiple Airlines
sáb 2/2812:40 pm
MBJ
-
ORD
1 stop10h 59m
Multiple Airlines
Deal found 1/27$373
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
dom 2/225:15 am
ORD
-
MBJ
1 stop5h 47m
Spirit Airlines
seg 3/21:00 pm
MBJ
-
ORD
1 stop23h 22m
Spirit Airlines
Deal found 1/27$374
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 4/145:05 am
ORD
-
MBJ
1 stop5h 53m
Spirit Airlines
qua 4/2212:00 pm
MBJ
-
ORD
2 stops19h 59m
Spirit Airlines
Deal found 1/27$375
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
qui 2/196:51 pm
ORD
-
MBJ
2 stops16h 11m
Spirit Airlines
qua 3/41:00 pm
MBJ
-
ORD
1 stop7h 11m
Spirit Airlines
Deal found 1/27$376
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
sex 2/278:16 pm
ORD
-
MBJ
1 stop14h 46m
Spirit Airlines
qui 3/51:00 pm
MBJ
-
ORD
1 stop7h 11m
Spirit Airlines
Deal found 1/27$377
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
sex 3/64:44 pm
ORD
-
MBJ
2 stops18h 18m
Multiple Airlines
qua 3/1812:00 pm
MBJ
-
ORD
1 stop7h 46m
Multiple Airlines
Deal found 1/26$378

Find 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 janeiro 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$367
(American Airlines)

One-way from

$100
(Cheapflightsfares)

Popular in

June

Cheapest in

October

Average price

$588
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 January 2026
Search Deals

Cheapflights Fare Finder

 
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 janeiro 28, 2026.
Use the filters below to find and compare flights from Wisconsin to Montego Bay that are best for you.

Fly from

Wisconsin

Fly to

Montego Bay

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

qui 2/19

3:40 pm-12:02 pm

1 stop19h 22m

Montego Bay Sangster Intl

sex 2/27

1:00 pm-11:24 pm

1 stop11h 24m

$373

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

ter 2/24

2:46 pm-12:32 pm

2 stops20h 46m

Montego Bay Sangster Intl

qui 2/26

3:25 pm-9:41 am

2 stops19h 16m

$381

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

ter 2/24

2:05 pm-12:32 pm

2 stops21h 27m

Montego Bay Sangster Intl

sex 2/27

2:00 pm-9:41 am

2 stops20h 41m

$381

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

seg 2/23

2:05 pm-12:32 pm

2 stops21h 27m

Montego Bay Sangster Intl

sex 2/27

2:00 pm-9:41 am

2 stops20h 41m

$381

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

qua 3/18

8:42 am-12:46 pm

Nonstop4h 04m

Montego Bay Sangster Intl

qua 3/25

1:48 pm-6:13 pm

Nonstop4h 25m

$382

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

seg 3/9

5:40 am-1:05 pm

1 stop7h 25m

Montego Bay Sangster Intl

sex 3/13

1:48 pm-6:13 pm

Nonstop4h 25m

$386

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

qua 3/18

5:30 am-12:12 pm

1 stop6h 42m

Montego Bay Sangster Intl

qui 3/26

2:25 pm-9:25 am

1 stop19h 00m

$396

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

qua 3/4

2:05 pm-12:53 pm

2 stops21h 48m

Montego Bay Sangster Intl

qua 3/18

4:49 pm-8:30 am

1 stop15h 41m

$401

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

dom 3/8

5:30 am-3:28 pm

1 stop9h 58m

Montego Bay Sangster Intl

ter 3/17

4:49 pm-9:10 am

2 stops16h 21m

$401

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

ter 4/14

7:00 am-3:17 pm

2 stops8h 17m

Montego Bay Sangster Intl

qua 4/22

2:09 pm-9:25 pm

1 stop7h 16m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 56 results
1
2
3
...
6

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.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Montego Bay

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

Currently, October is the cheapest month in which you can book a flight from Wisconsin to Montego Bay (average of $312). Flying from Wisconsin to Montego Bay in July is currently the most expensive (average of $637). 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.

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.

  • How long is the flight from Wisconsin to Montego Bay?

    Airlines like Delta, American Airlines, and United Airlines fly from Wisconsin to Montego Bay in about 7h 26m. The time it takes to get you to your destination can typically vary by up to 13h 20m. The distance between Wisconsin and Montego Bay is about 1786 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

  • 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, October is the cheapest month in which you can book a flight from Wisconsin to Montego Bay (average of $312). Flying from Wisconsin to Montego Bay in July is currently the most expensive (average of $637). 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 Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
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
John F Kennedy Intl to Kingston flights
Atlanta to Montego Bay flights
LaGuardia to Montego Bay flights
O'Hare Intl to Montego Bay flights
Dulles Intl to Montego Bay flights
Baltimore to Montego Bay flights
Philadelphia to Montego Bay flights
Fort Lauderdale to Montego Bay flights
Boston to Montego Bay flights
Newark to Kingston flights
LaGuardia to Kingston flights
Fort Lauderdale to Kingston flights
Reagan-National to Montego Bay flights
Orlando to Montego Bay flights
Hobby to Montego Bay flights
Dallas/Fort Worth to Montego Bay flights
Minneapolis to Montego Bay flights
Charlotte to Montego Bay flights
George Bush Intcntl to Montego Bay flights
Atlanta to Kingston flights
Miami to Montego Bay flights
Raleigh to Montego Bay flights
Midway to Montego Bay flights
Los Angeles to Montego Bay flights
San Francisco to Montego Bay flights
Detroit to Montego Bay flights
Denver to Montego Bay flights
Miami to Kingston flights
Dulles Intl to Kingston flights
Baltimore to Kingston flights
Nashville to Montego Bay flights
Richmond to Montego Bay flights
Reagan-National to Kingston flights
Tampa to Montego Bay flights
Orlando to Kingston flights
Seattle to Montego Bay flights
Cleveland to Montego Bay flights
Cincinnati to Montego Bay flights
Indianapolis to Montego Bay flights
Hartford to Montego Bay flights
Pittsburgh to Montego Bay flights
Kansas City to Montego Bay flights
Norfolk to Montego Bay flights
New Orleans to Montego Bay flights
Boston to Kingston flights
Jacksonville to Montego Bay flights
Grand Rapids to Montego Bay flights
Buffalo to Montego Bay flights

Top 5 airlines flying from Wisconsin to Montego Bay

Discover the top 5 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 janeiro 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$470Average$608FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$490Average$639FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$540Average$540FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$563Average$739FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$571Average$698FlexibilityNo 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.
Site
Cookie settings©2026 Cheapflights