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Cheap Flights from Montego Bay to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Milwaukee
Milwaukee1 stop$377
Minneapolis
Minneapolis1 stop$592
Chicago
Chicago1 stop$353
Milwaukee
Milwaukee1 stop$377
Minneapolis
Minneapolis1 stop$592
Chicago
Chicago1 stop$353

Book Cheap Montego Bay to Wisconsin Plane Tickets

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Montego Bay to Wisconsin

Wed, Oct 21 - Sat, Oct 24
American Airlines Logo
12:18 pm - 9:30 pmMBJ  Montego Bay Sangster Intl-ORD Chicago O'Hare Intl
9h 12m1 stop Dallas/Fort Worth
American Airlines Logo
6:59 pm - 11:18 amORD  Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl
16h 19m1 stop Miami
$366American Airlines
Wed, Oct 21 - Sat, Oct 24
American Airlines Logo
1:44 pm - 11:36 pmMBJ  Montego Bay Sangster Intl-ORD Chicago O'Hare Intl
9h 52m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
6:40 pm - 11:08 amORD  Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl
16h 28m1 stop Charlotte Douglas
$371American Airlines
Wed, Oct 21 - Mon, Oct 26
Air Canada Logo
12:30 pm - 9:00 amMBJ  Montego Bay Sangster Intl-ORD Chicago O'Hare Intl
20h 30m1 stop Toronto Pearson Intl
Air Canada Logo
8:45 am - 4:20 pmORD  Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl
7h 35m1 stop Toronto Pearson Intl
$372Air Canada
Mon, Nov 23 - Sun, Nov 29
Air Canada Logo
6:20 pm - 9:23 amMBJ  Montego Bay Sangster Intl-ORD Chicago O'Hare Intl
16h 03m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 pm - 5:20 pmORD  Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl
23h 50m1 stop Toronto Pearson Intl
$373Air Canada
Mon, Nov 23 - Sun, Nov 29
Air Canada Logo
6:20 pm - 11:07 amMBJ  Montego Bay Sangster Intl-ORD Chicago O'Hare Intl
17h 47m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:30 pm - 5:20 pmORD  Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl
23h 50m1 stop Toronto Pearson Intl
$376Air Canada
Tue, Feb 2 - Tue, Feb 9
United Airlines Logo
2:54 pm - 9:06 pmMBJ  Montego Bay Sangster Intl-MKE Milwaukee-Mitchell
7h 12m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 am - 1:48 pmMKE  Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl
7h 48m1 stop Chicago O'Hare Intl
$377United Airlines
Thu, Oct 29 - Tue, Nov 3
American Airlines Logo
12:18 pm - 11:00 pmMBJ  Montego Bay Sangster Intl-ORD Chicago O'Hare Intl
10h 42m1 stop Dallas/Fort Worth
American Airlines Logo
9:40 am - 2:52 pmORD  Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl
4h 12mnonstop
$402American Airlines
Mon, Nov 23 - Sun, Nov 29
United Airlines Logo
2:54 pm - 6:20 pmMBJ  Montego Bay Sangster Intl-ORD Chicago O'Hare Intl
4h 26mnonstop
United Airlines Logo
8:40 am - 1:48 pmORD  Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl
4h 08mnonstop
$421United Airlines
Sat, Oct 17 - Sun, Oct 25
Delta Logo
1:16 pm - 8:57 pmMBJ  Montego Bay Sangster Intl-MKE Milwaukee-Mitchell
7h 41m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:51 amMKE  Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl
6h 21m1 stop Atlanta Hartsfield-Jackson
$520Delta
Sat, Oct 17 - Sun, Oct 25
Delta Logo
4:50 pm - 11:53 pmMBJ  Montego Bay Sangster Intl-MKE Milwaukee-Mitchell
7h 03m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 1:00 pmMKE  Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl
7h 30m1 stop Atlanta Hartsfield-Jackson
$520Delta
Booking Insights

KAYAK's insights & trends for Montego Bay to Wisconsin flights

Get data-powered insights and trends into flights from Montego Bay to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Montego Bay to Wisconsin?

In the past 5 days, the cheapest round-trip tickets from Montego Bay to Wisconsin were found on Air Canada ($353) and American Airlines ($396).

Find deals

Good to know

Cheapest flight

$181
Flight from Montego Bay to Minneapolis

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Montego Bay to Wisconsin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Montego Bay to Wisconsin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Montego Bay to Wisconsin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Montego Bay to Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Montego Bay to Wisconsin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Montego Bay to Wisconsin with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Montego Bay to Wisconsin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Montego Bay to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Wisconsin

  • Looking for a cheap flight? 25% of our users found tickets from Montego Bay to the following destinations at these prices or less: Chicago $295 one-way - $540 round-trip

Reviews of the top airline flying from Montego Bay to Wisconsin

 
Need help choosing which airline to fly with from Montego Bay to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 12054 reviews
7.2Comfort
7.9Crew
7.4Boarding
6.8Entertainment
6.4Food
Airline reviews

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

6.0 GoodJames, Aug 2026
Read more American Airlines reviews

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

I wish I could've gotten a refund 😕 I never even got 😪 to go on my trip.

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

there are no options s for snack besides cookies would ve nice to have a salty option n

Never ontime and always delays. Long waits for customer service and often app doesn’t work

The gates should be ready when we land. Waiting on the runway for a hour is ridiculous.

We were upgraded to First Class and it was a great flight

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

They don't make it easy or promote their food options. Dirty plane. Delayed.

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