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Cheap flights from Wisconsin to Montego Bay from $114

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Montego Bay departing on 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Wisconsin to Montego Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:00 am - 12:10 pmORD-MBJ
6h 10m1 stop
Spirit Airlines Logo
1:05 pm - 6:39 pmMBJ-ORD
6h 34m1 stop
$353Spirit Airlines
Find Deal
Sun, Dec 14 - Sun, Dec 21
United Airlines Logo
8:42 am - 1:46 pmORD-MBJ
4h 04mnonstop
United Airlines Logo
2:48 pm - 6:13 pmMBJ-ORD
4h 25mnonstop
$356United Airlines
Find Deal
Sat, Dec 13 - Thu, Dec 18
American Airlines Logo
9:58 am - 3:11 pmORD-MBJ
4h 13mnonstop
American Airlines Logo
1:58 pm - 5:37 pmMBJ-ORD
4h 39mnonstop
$357American Airlines
Find Deal
Mon, Jan 5 - Wed, Jan 14
Spirit Airlines Logo
5:00 am - 12:05 pmORD-MBJ
6h 05m1 stop
Spirit Airlines Logo
1:12 pm - 9:00 pmMBJ-ORD
8h 48m1 stop
$358Spirit Airlines
Find Deal
Sat, Jan 3 - Sat, Jan 10
Delta Logo
5:23 am - 12:52 pmORD-MBJ
6h 29m1 stop
Delta Logo
5:59 pm - 8:06 amMBJ-ORD
15h 07m2 stops
$360Delta
Find Deal
Mon, Nov 17 - Mon, Nov 24
American Airlines Logo
10:09 am - 3:22 pmORD-MBJ
4h 13mnonstop
American Airlines Logo
1:58 pm - 5:37 pmMBJ-ORD
4h 39mnonstop
$362American Airlines
Find Deal
Fri, Jan 30 - Sun, Feb 8
Copa Airlines Logo
6:56 am - 11:14 amORD-MBJ
27h 18m1 stop
Copa Airlines Logo
12:13 pm - 12:52 pmMBJ-ORD
25h 39m1 stop
$366Copa Airlines
Find Deal
Tue, Nov 25 - Tue, Dec 2
Multiple Airlines Logo
3:26 pm - 12:10 pmORD-MBJ
19h 44m1 stop
Multiple Airlines Logo
5:06 pm - 8:16 amMBJ-ORD
16h 10m1 stop
$370Multiple Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Delta Logo
6:45 am - 4:34 pmORD-MBJ
8h 49m1 stop
Delta Logo
5:59 pm - 12:02 amMBJ-ORD
7h 03m1 stop
$371Delta
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Fri, Nov 28 - Mon, Dec 1
Multiple Airlines Logo
5:10 am - 12:02 pmORD-MBJ
5h 52m1 stop
Multiple Airlines Logo
2:40 pm - 8:01 amMBJ-ORD
18h 21m2 stops
$373Multiple Airlines
Find Deal
Tue, Nov 18 - Mon, Nov 24

Spirit Airlines flights from Wisconsin to Montego Bay

Our best Spirit Airlines deals on Wisconsin to Montego Bay flight tickets
Spirit Airlines
Dec 14
ORD5:00 amChicago O'Hare Intl
6h 10m
1 stop
MBJ12:10 pmMontego Bay Sangster Intl
Dec 21
MBJ1:05 pmMontego Bay Sangster Intl
6h 34m
1 stop
ORD6:39 pmChicago O'Hare Intl
$353
Find similar
Spirit Airlines
Jan 3
ORD5:00 amChicago O'Hare Intl
6h 05m
1 stop
MBJ12:05 pmMontego Bay Sangster Intl
Jan 10
MBJ1:12 pmMontego Bay Sangster Intl
8h 48m
1 stop
ORD9:00 pmChicago O'Hare Intl
$358
Find similar
Spirit Airlines
Nov 13
ORD5:10 amChicago O'Hare Intl
5h 52m
1 stop
MBJ12:02 pmMontego Bay Sangster Intl
Nov 18
MBJ1:07 pmMontego Bay Sangster Intl
12h 20m
1 stop
ORD12:27 amChicago O'Hare Intl
$361
Find similar

Frontier flights from Wisconsin to Montego Bay

Our best Frontier deals on Wisconsin to Montego Bay flight tickets
Frontier
Dec 5
MSP7:07 pmMinneapolis St Paul
19h 44m
2 stops
MBJ3:51 pmMontego Bay Sangster Intl
Dec 13
MBJ5:06 pmMontego Bay Sangster Intl
18h 23m
1 stop
MSP10:29 amMinneapolis St Paul
$414
Find similar
Frontier
Nov 14
ORD6:30 pmChicago O'Hare Intl
19h 45m
1 stop
MBJ3:15 pmMontego Bay Sangster Intl
Nov 17
MBJ4:30 pmMontego Bay Sangster Intl
19h 44m
1 stop
ORD11:14 amChicago O'Hare Intl
$417
Find similar
Frontier
Nov 12
ORD12:37 pmChicago O'Hare Intl
25h 38m
1 stop
MBJ3:15 pmMontego Bay Sangster Intl
Nov 17
MBJ4:30 pmMontego Bay Sangster Intl
19h 44m
1 stop
ORD11:14 amChicago O'Hare Intl
$419
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated November 5, 2025.
Use the filters below to find and compare flights from Wisconsin to Montego Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 12/14

5:00 am-12:10 pm

1 stop6h 10m

Montego Bay Sangster Intl

Sun 12/21

1:05 pm-6:39 pm

1 stop6h 34m

$353

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 12/13

8:42 am-1:46 pm

Nonstop4h 04m

Montego Bay Sangster Intl

Thu 12/18

2:48 pm-6:13 pm

Nonstop4h 25m

$356

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 1/5

9:58 am-3:11 pm

Nonstop4h 13m

Montego Bay Sangster Intl

Wed 1/14

1:58 pm-5:37 pm

Nonstop4h 39m

$357

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 1/3

5:00 am-12:05 pm

1 stop6h 05m

Montego Bay Sangster Intl

Sat 1/10

1:12 pm-9:00 pm

1 stop8h 48m

$358

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 11/17

5:23 am-12:52 pm

1 stop6h 29m

Montego Bay Sangster Intl

Mon 11/24

5:59 pm-8:06 am

2 stops15h 07m

$360

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 1/30

10:09 am-3:22 pm

Nonstop4h 13m

Montego Bay Sangster Intl

Sun 2/8

1:58 pm-5:37 pm

Nonstop4h 39m

$362

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 11/25

6:56 am-11:14 am

1 stop27h 18m

Montego Bay Sangster Intl

Tue 12/2

12:13 pm-12:52 pm

1 stop25h 39m

$366

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 12/6

3:26 pm-12:10 pm

1 stop19h 44m

Montego Bay Sangster Intl

Sat 12/13

5:06 pm-8:16 am

1 stop16h 10m

$370

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 11/28

6:45 am-4:34 pm

1 stop8h 49m

Montego Bay Sangster Intl

Mon 12/1

5:59 pm-12:02 am

1 stop7h 03m

$371

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 11/18

5:10 am-12:02 pm

1 stop5h 52m

Montego Bay Sangster Intl

Mon 11/24

2:40 pm-8:01 am

2 stops18h 21m

$373

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Montego Bay from

How to get the cheapest flight ticket from Wisconsin to Montego Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Montego Bay?

If you aren’t able to travel to Montego Bay during the month of March, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $543.

What is the cheapest day to depart on your flight to Montego Bay?

On average, the least expensive day to fly to Montego Bay from Wisconsin is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $509. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Montego Bay on Wednesday is $595.

What is the cheapest time of day to depart on your flight to Montego Bay?

At noon is the cheapest time of day to fly from Wisconsin to Montego Bay when you can find flight prices for as low as $534. Flying to Montego Bay at noon is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $566.

What is the cheapest Wisconsin to Montego Bay Sangster Intl flight route?

Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Wisconsin - Montego Bay Sangster Intl flight prices

How far in advance should I book a flight to Montego Bay?

You are more likely to see cheaper flights to Montego Bay from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Montego Bay for around $623 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montego Bay from Wisconsin for as low as $514 on momondo.

What cabin class options are available on Wisconsin to Montego Bay Sangster Intl flights?

There is only 1 cabin class available to choose from on Wisconsin to Montego Bay Sangster Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Wisconsin to Montego Bay flights?

You could potentially save up to 12% on your flight if you consider stops on a Wisconsin to Montego Bay flight.

Cheap Wisconsin to Montego Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Montego Bay

Fastest flight time

3h 59m

Direct flights

Every day

Airports in Montego Bay

1 airport
The fastest flight from Wisconsin to Montego Bay takes 3h 59m
Direct flights go from Wisconsin to Montego Bay every day.
There is 1 airport near Montego Bay: Montego Bay Sangster Intl (MBJ)
Search flight deals

  • When did momondo last update prices for flights from Wisconsin to Montego Bay Sangster Intl Airport?

    Prices for flights from Wisconsin to Montego Bay Sangster Intl Airport refresh daily.

  • How many operators does momondo search for flights from Wisconsin to Montego Bay Sangster Intl Airport?

  • How old do you have to be to fly from Wisconsin to Montego Bay Sangster Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Montego Bay Sangster Intl Airport.

  • What documentation or ID do you need to fly to Montego Bay Sangster Intl Airport?

    The necessary travel and health documents for your Montego Bay Sangster Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Wisconsin to Montego Bay?

Best airlines flying from Wisconsin to Montego Bay

Compare and see reviews for airlines that fly from Wisconsin to Montego Bay with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $328Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
DeltaPriceFrom $499Free CancellationRating
7.9
8,004 reviews
Search Delta flights
American AirlinesPriceFrom $514Free CancellationRating
7.2
11,039 reviews
Search American Airlines flights
United AirlinesPriceFrom $529Free CancellationRating
7.4
9,000 reviews
Search United Airlines flights
Sun Country AirPriceFrom $540Free CancellationRating
6.9
335 reviews
Search Sun Country Air flights
SouthwestPriceFrom $571Free CancellationRating
8.0
4,239 reviews
Search Southwest flights

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Lucea
Falmouth
Treasure Beach
Whitehouse

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to Montego Bay?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Wisconsin to Montego Bay for you.

Can I find flights from Wisconsin to Montego Bay with flexible booking policies on momondo?

Flights from Wisconsin to Montego Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Wisconsin to Montego Bay?

momondo provides multiple filters to help you find the best flight to Montego Bay from Wisconsin. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Wisconsin to Montego Bay right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Wisconsin to Montego Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Montego Bay and let you know when they change.

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