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Cheap flights from Wisconsin to Jamaica from $118

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 Jamaica departing on 4/20. 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 Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:05 am - 12:13 pm
ORD
-
MBJ
4h 08mnonstop
American Airlines Logo
12:25 pm - 8:30 am
MBJ
-
ORD
20h 05m
1 stop
$294American Airlines
Wed, Apr 29 - Mon, May 4
American Airlines Logo
8:05 am - 12:13 pm
ORD
-
MBJ
4h 08mnonstop
American Airlines Logo
4:37 pm - 12:11 pm
MBJ
-
ORD
19h 34m
1 stop
$295American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
7:15 am - 1:25 pm
ORD
-
MBJ
6h 10m
1 stop
American Airlines Logo
3:20 pm - 11:34 pm
MBJ
-
ORD
8h 14m
1 stop
$297American Airlines
Thu, May 7 - Sun, May 10
United Airlines Logo
8:40 am - 12:50 pm
ORD
-
MBJ
4h 10mnonstop
United Airlines Logo
4:12 pm - 11:43 pm
MBJ
-
ORD
7h 31m
1 stop
$298United Airlines
Sat, Apr 11 - Wed, Apr 15
United Airlines Logo
8:15 pm - 1:30 pm
ORD
-
MBJ
17h 15m
1 stop
United Airlines Logo
2:40 pm - 12:45 am
MBJ
-
ORD
10h 05m
1 stop
$302United Airlines
Wed, Apr 29 - Sat, May 2
Spirit Airlines Logo
5:05 am - 11:35 am
ORD
-
KIN
6h 30m
1 stop
Spirit Airlines Logo
3:18 pm - 12:24 am
KIN
-
ORD
9h 06m
1 stop
$366Spirit Airlines
Sat, Apr 11 - Wed, Apr 15
Spirit Airlines Logo
5:05 am - 11:35 am
ORD
-
KIN
6h 30m
1 stop
Spirit Airlines Logo
3:18 pm - 9:36 am
KIN
-
ORD
18h 18m
1 stop
$391Spirit Airlines
Mon, Apr 13 - Mon, Apr 27
Delta Logo
9:17 am - 1:50 pm
MSP
-
MBJ
4h 33mnonstop
Delta Logo
4:32 pm - 9:08 am
MBJ
-
MSP
16h 36m
1 stop
$408Delta
Sat, Apr 18 - Thu, Apr 23
Air Canada Logo
1:55 pm - 1:55 pm
ORD
-
KIN
24h 00m
2 stops
Air Canada Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
$433Air Canada
Thu, Jun 11 - Wed, Jun 17
Delta Logo
12:11 pm - 8:00 pm
MKE
-
KIN
7h 49m
1 stop
Delta Logo
9:00 am - 5:41 pm
KIN
-
MKE
8h 41m
1 stop
$734Delta
Fri, Apr 3 - Thu, Apr 9

American Airlines flights from Wisconsin to Jamaica

Our best American Airlines deals on Wisconsin to Jamaica flight tickets
American Airlines
Apr 29
ORD8:05 amChicago O'Hare Intl
4h 08m
MBJ12:13 pmMontego Bay Sangster Intl
May 4
MBJ12:25 pmMontego Bay Sangster Intl
20h 05m
1 stop
ORD8:30 amChicago O'Hare Intl
$294
American Airlines
Apr 18
ORD8:05 amChicago O'Hare Intl
4h 08m
MBJ12:13 pmMontego Bay Sangster Intl
Apr 21
MBJ4:37 pmMontego Bay Sangster Intl
19h 34m
1 stop
ORD12:11 pmChicago O'Hare Intl
$295
American Airlines
May 7
ORD7:15 amChicago O'Hare Intl
6h 10m
1 stop
MBJ1:25 pmMontego Bay Sangster Intl
May 10
MBJ3:20 pmMontego Bay Sangster Intl
8h 14m
1 stop
ORD11:34 pmChicago O'Hare Intl
$297

Spirit Airlines flights from Wisconsin to Jamaica

Our best Spirit Airlines deals on Wisconsin to Jamaica flight tickets
Spirit Airlines
Apr 12
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
Apr 23
MBJ1:21 pmMontego Bay Sangster Intl
11h 03m
1 stop
ORD12:24 amChicago O'Hare Intl
$301
Spirit Airlines
May 3
ORD5:05 amChicago O'Hare Intl
7h 11m
1 stop
MBJ12:16 pmMontego Bay Sangster Intl
May 7
MBJ1:21 pmMontego Bay Sangster Intl
11h 03m
1 stop
ORD12:24 amChicago O'Hare Intl
$306
Spirit Airlines
Apr 18
ORD7:15 pmChicago O'Hare Intl
17h 01m
1 stop
MBJ12:16 pmMontego Bay Sangster Intl
Apr 21
MBJ1:21 pmMontego Bay Sangster Intl
11h 03m
1 stop
ORD12:24 amChicago O'Hare Intl
$311

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin to Jamaica 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 March 4, 2026.
Use the filters below to find and compare flights from Wisconsin to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 4/29

8:05 am-12:13 pm

Nonstop4h 08m

Montego Bay Sangster Intl

Mon 5/4

12:25 pm-8:30 am

1 stop20h 05m

$294

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 4/18

8:05 am-12:13 pm

Nonstop4h 08m

Montego Bay Sangster Intl

Tue 4/21

4:37 pm-12:11 pm

1 stop19h 34m

$295

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 5/7

7:15 am-1:25 pm

1 stop6h 10m

Montego Bay Sangster Intl

Sun 5/10

3:20 pm-11:34 pm

1 stop8h 14m

$297

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 4/11

8:40 am-12:50 pm

Nonstop4h 10m

Montego Bay Sangster Intl

Wed 4/15

4:12 pm-11:43 pm

1 stop7h 31m

$298

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 4/29

8:15 pm-1:30 pm

1 stop17h 15m

Montego Bay Sangster Intl

Sat 5/2

2:40 pm-12:45 am

1 stop10h 05m

$302

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sat 4/11

5:05 am-11:35 am

1 stop6h 30m

Kingston Norman Manley

Wed 4/15

3:18 pm-12:24 am

1 stop9h 06m

$366

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Mon 4/13

5:05 am-11:35 am

1 stop6h 30m

Kingston Norman Manley

Mon 4/27

3:18 pm-9:36 am

1 stop18h 18m

$391

MinneapolisMontego Bay

MSP - MBJ

MSPMBJ

Minneapolis St Paul

Sat 4/18

9:17 am-1:50 pm

Nonstop4h 33m

Montego Bay Sangster Intl

Thu 4/23

4:32 pm-9:08 am

1 stop16h 36m

$408

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 6/11

1:55 pm-1:55 pm

2 stops24h 00m

Kingston Norman Manley

Wed 6/17

3:05 pm-9:00 am

1 stop17h 55m

$433

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Fri 4/3

12:11 pm-8:00 pm

1 stop7h 49m

Kingston Norman Manley

Thu 4/9

9:00 am-5:41 pm

1 stop8h 41m

$734

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 Jamaica from

How to get the cheapest flight ticket from Wisconsin to Jamaica

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 Jamaica?

The cheapest month to fly to Jamaica from Wisconsin is in May. Flight prices, which tend to average around $558, are often lower during this time because this is during the off-season. If you aren’t able to travel to Jamaica during the month of May, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $559.

What is the cheapest Wisconsin to Jamaica flight route?

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

How far in advance should I book a flight to Jamaica?

You are more likely to see cheaper flights to Jamaica from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $632 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Wisconsin for as low as $539 on momondo.

What cabin class options are available on Wisconsin to Jamaica flights?

There is only 1 cabin class available to choose from on Wisconsin to Jamaica 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 Jamaica flights?

You could potentially save up to 13% on your flight if you consider stops on a Wisconsin to Jamaica flight.

Cheap Wisconsin to Jamaica flight deals and tips

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

Fastest flight time

4h 01m

Direct flights

Every day

Airports in Jamaica

11 airports
The fastest flight from Wisconsin to Jamaica takes 4h 01m
Direct flights go from Wisconsin to Jamaica every day.
There are 11 airports in Jamaica. From Wisconsin there are direct flights to Montego Bay Sangster Intl (MBJ).
Search flight deals

  • When did momondo last update prices for flights from Wisconsin to Jamaica?

    Prices for flights from Wisconsin to Jamaica were last updated today.

  • How many operators does momondo search for flights from Wisconsin to Jamaica?

  • How old do you have to be to fly from Wisconsin to Jamaica?

    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 Jamaica.

  • What documentation or ID do you need to fly to Jamaica?

    The necessary travel and health documents for your Jamaica 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 Jamaica?

Best airlines flying from Wisconsin to Jamaica

Compare and see reviews for airlines that fly from Wisconsin to Jamaica with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $277Free CancellationRating
7.9
8,245 reviews
Search Delta flights
American AirlinesPriceFrom $490Free CancellationRating
7.1
11,378 reviews
Search American Airlines flights
United AirlinesPriceFrom $563Free CancellationRating
7.4
9,382 reviews
Search United Airlines flights
SouthwestPriceFrom $571Free CancellationRating
8.0
4,304 reviews
Search Southwest flights

Why use momondo?

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

Finding the right flight to Jamaica from Wisconsin is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Jamaica quick and easy, saving you time and money.

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

Flights from Wisconsin to Jamaica 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 Jamaica?

momondo provides multiple filters to help you find the best flight to Jamaica 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 Jamaica right now. Can momondo alert me if prices change?

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

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