How many flights depart from Jamaica to Wisconsin on average per week?

The number of flights available between Jamaica and Wisconsin is 7 per week as of August 2026. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.

What is the cheapest airline that flies from Jamaica to Wisconsin?

United Airlines, American Airlines, and Air Canada are the most popular carriers operating from Jamaica to Wisconsin

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

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

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

There are 3 operators available for flights from Jamaica to Wisconsin as of August 2026.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$209 Cheap Flights from Jamaica to Wisconsin in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jamaica to Wisconsin

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One-way

Last minute

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Recent round-trip flight deals from Jamaica to Wisconsin

Enter your travel dates to find the best prices.

12:52 pm - 11:53 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

23h 01m2 stops Newark Chicago O'Hare Intl

2:49 pm - 11:43 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

20h 54m2 stops Chicago O'Hare Intl Newark

$352United Airlines

Fri, Sep 25 - Sat, Oct 3

12:26 pm - 11:57 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

11h 31m1 stop Charlotte Douglas

6:27 pm - 11:08 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

16h 41m1 stop Charlotte Douglas

$356American Airlines

Sat, Oct 17 - Sun, Oct 25

6:20 pm - 9:23 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

16h 03m1 stop Toronto Pearson Intl

4:30 pm - 5:20 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

23h 50m1 stop Toronto Pearson Intl

$357Air Canada

Mon, Nov 23 - Sun, Nov 29

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

4:30 pm - 5:20 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

23h 50m1 stop Toronto Pearson Intl

$360Air Canada

Mon, Nov 23 - Sun, Nov 29

12:26 pm - 11:57 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

11h 31m1 stop Charlotte Douglas

6:27 pm - 12:54 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

18h 27m2 stops Charlotte Douglas Miami

$361American Airlines

Sat, Oct 17 - Sun, Oct 25

12:26 pm - 8:07 amMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

19h 41m2 stops Charlotte Douglas Chicago O'Hare Intl

6:27 pm - 11:18 amMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

16h 51m2 stops Charlotte Douglas Miami

$361American Airlines

Sat, Oct 17 - Sun, Oct 25

1:25 pm - 10:18 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

9h 53m1 stop Newark

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$402United Airlines

Mon, Nov 23 - Sun, Nov 29

3:20 pm - 11:49 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

9h 29m1 stop Newark

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$402United Airlines

Mon, Nov 23 - Sun, Nov 29

2:26 pm - 8:57 pmMBJ Montego Bay Sangster Intl-MKE Milwaukee-Mitchell

6h 31m1 stop Atlanta Hartsfield-Jackson

7:00 am - 1:00 pmMKE Milwaukee-Mitchell-MBJ Montego Bay Sangster Intl

6h 00m1 stop Atlanta Hartsfield-Jackson

$442Delta

Sat, Oct 17 - Sun, Oct 25

9:13 am - 8:55 pmKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

11h 42m1 stop Atlanta Hartsfield-Jackson

7:05 am - 8:10 pmORD Chicago O'Hare Intl-KIN Kingston Norman Manley

13h 05m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

$511Delta

Sat, Aug 29 - Sat, Sep 19

Recent last minute flight deals from Jamaica to Wisconsin

Enter your travel dates to find the best prices.

3:23 pm - 11:44 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

8h 21m1 stop Philadelphia

7:00 am - 4:08 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

9h 08m1 stop Dallas/Fort Worth

$664American Airlines

Sat, Aug 8 - Sun, Aug 30

4:33 pm - 12:45 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

8h 12m1 stop Houston George Bush Intcntl

6:30 am - 3:10 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

8h 40m1 stop Washington, D.C. Dulles Intl

$667United Airlines

Sat, Aug 8 - Tue, Aug 11

4:33 pm - 12:45 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

8h 12m1 stop Houston George Bush Intcntl

9:39 pm - 3:10 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

17h 31m1 stop Washington, D.C. Dulles Intl

$707United Airlines

Sat, Aug 8 - Thu, Aug 13

4:33 pm - 9:40 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

29h 07m1 stop Houston George Bush Intcntl

8:45 am - 3:10 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

6h 25m1 stop Washington, D.C. Dulles Intl

$707United Airlines

Sat, Aug 8 - Wed, Aug 12

4:59 pm - 8:44 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

15h 45m1 stop Atlanta Hartsfield-Jackson

9:54 am - 3:34 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

5h 40m1 stop Atlanta Hartsfield-Jackson

$725Delta

Sat, Aug 8 - Mon, Aug 10

4:59 pm - 7:56 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

14h 57m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

9:54 am - 3:34 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

5h 40m1 stop Atlanta Hartsfield-Jackson

$728Delta

Sat, Aug 8 - Mon, Aug 10

3:23 pm - 11:44 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

8h 21m1 stop Philadelphia

9:00 am - 1:12 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 12mnonstop

$730American Airlines

Sat, Aug 8 - Sun, Aug 30

5:24 pm - 10:00 amKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

16h 36m1 stop Miami

9:55 am - 4:26 pmORD Chicago O'Hare Intl-KIN Kingston Norman Manley

6h 31m1 stop Miami

$767American Airlines

Sat, Aug 8 - Tue, Aug 11

1:32 pm - 8:02 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

18h 30m1 stop Atlanta Hartsfield-Jackson

7:05 am - 12:27 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

29h 22m1 stop Atlanta Hartsfield-Jackson

$848Frontier

Fri, Aug 7 - Sun, Aug 9

3:30 pm - 12:51 pmKIN Kingston Norman Manley-MSP Minneapolis St Paul

21h 21m1 stop Toronto Pearson Intl

7:40 am - 2:30 pmMSP Minneapolis St Paul-KIN Kingston Norman Manley

30h 50m1 stop Toronto Pearson Intl

$934Multiple Airlines

Wed, Aug 12 - Sun, Aug 16

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JetBlue flights from Jamaica to Wisconsin

Our best JetBlue deals on Jamaica to Wisconsin flight tickets

JetBlue

Aug 29

KIN12:08 pmKingston Norman Manley

11h 36m

1 stop

ORD11:44 pmChicago O'Hare Intl

Sep 21

ORD6:00 amChicago O'Hare Intl

6h 45m

1 stop

KIN12:45 pmKingston Norman Manley

$447

JetBlue

Sep 20

KIN1:40 pmKingston Norman Manley

9h 28m

1 stop

ORD11:08 pmChicago O'Hare Intl

Sep 27

ORD6:00 amChicago O'Hare Intl

6h 45m

1 stop

KIN12:45 pmKingston Norman Manley

$448

JetBlue

Aug 29

KIN12:08 pmKingston Norman Manley

11h 36m

1 stop

ORD11:44 pmChicago O'Hare Intl

Sep 21

ORD6:00 amChicago O'Hare Intl

6h 45m

1 stop

KIN12:45 pmKingston Norman Manley

$493

American Airlines flights from Jamaica to Wisconsin

Our best American Airlines deals on Jamaica to Wisconsin flight tickets

American Airlines

Oct 17

MBJ12:26 pmMontego Bay Sangster Intl

11h 31m

1 stop

MKE11:57 pmMilwaukee-Mitchell

Oct 25

MKE6:27 pmMilwaukee-Mitchell

16h 41m

1 stop

MBJ11:08 amMontego Bay Sangster Intl

$356

American Airlines

Oct 17

MBJ12:26 pmMontego Bay Sangster Intl

19h 41m

2 stops

MKE8:07 amMilwaukee-Mitchell

Oct 25

MKE6:27 pmMilwaukee-Mitchell

16h 51m

2 stops

MBJ11:18 amMontego Bay Sangster Intl

$361

American Airlines

Sep 25

MBJ12:05 pmMontego Bay Sangster Intl

22h 46m

1 stop

MSN10:51 amMadison Truax Field

Oct 3

MSN2:17 pmMadison Truax Field

20h 46m

2 stops

MBJ11:03 amMontego Bay Sangster Intl

$368

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayMadison

MBJ Montego Bay Sangster Intl - MSN Madison Truax Field

MBJMSN

Montego Bay Sangster Intl

Fri 9/25

12:52 pm-11:53 am

2 stops23h 01m

Madison Truax Field

Sat 10/3

2:49 pm-11:43 am

2 stops20h 54m

$352

Montego BayMilwaukee

MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell

MBJMKE

Montego Bay Sangster Intl

Sat 10/17

12:26 pm-11:57 pm

1 stop11h 31m

Milwaukee-Mitchell

Sun 10/25

6:27 pm-11:08 am

1 stop16h 41m

$356

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Mon 11/23

6:20 pm-9:23 am

1 stop16h 03m

Chicago O'Hare Intl

Sun 11/29

4:30 pm-5:20 pm

1 stop23h 50m

$357

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Mon 11/23

6:20 pm-11:07 am

2 stops17h 47m

Chicago O'Hare Intl

Sun 11/29

4:30 pm-5:20 pm

1 stop23h 50m

$360

Montego BayMilwaukee

MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell

MBJMKE

Montego Bay Sangster Intl

Sat 10/17

12:26 pm-11:57 pm

1 stop11h 31m

Milwaukee-Mitchell

Sun 10/25

6:27 pm-12:54 pm

2 stops18h 27m

$361

Montego BayMilwaukee

MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell

MBJMKE

Montego Bay Sangster Intl

Sat 10/17

12:26 pm-8:07 am

2 stops19h 41m

Milwaukee-Mitchell

Sun 10/25

6:27 pm-11:18 am

2 stops16h 51m

$361

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Mon 11/23

1:25 pm-10:18 pm

1 stop9h 53m

Chicago O'Hare Intl

Sun 11/29

8:40 am-1:48 pm

Nonstop4h 08m

$402

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Mon 11/23

3:20 pm-11:49 pm

1 stop9h 29m

Chicago O'Hare Intl

Sun 11/29

8:40 am-1:48 pm

Nonstop4h 08m

$402

Quickest round-trip

Montego BayMilwaukee

MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell

MBJMKE

Montego Bay Sangster Intl

Sat 10/17

2:26 pm-8:57 pm

1 stop6h 31m

Milwaukee-Mitchell

Sun 10/25

7:00 am-1:00 pm

1 stop6h 00m

$442

KingstonChicago

KIN Kingston Norman Manley - ORD Chicago O'Hare Intl

KINORD

Kingston Norman Manley

Sat 8/29

9:13 am-8:55 pm

1 stop11h 42m

Chicago O'Hare Intl

Sat 9/19

7:05 am-8:10 pm

2 stops13h 05m

$511

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Jamaica to Wisconsin

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

Prices

Airlines

Other information

Can stopping save me money on Jamaica to Wisconsin flights?

You could potentially save up to 2% on your flight if you consider stops on a Jamaica to Wisconsin flight.

Cheap Jamaica to Wisconsin flight deals and tips

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

Fastest flight time	4h 26m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Jamaica to Wisconsin takes 4h 26m

Direct flights go from Jamaica to Wisconsin every day.

There are 80 airports in Wisconsin. From Jamaica there are direct flights to Chicago O'Hare Intl (ORD), Minneapolis St Paul (MSP).

Search flight deals

Frequently asked questions about flying from Jamaica to Wisconsin

When did momondo last update prices for flights from Jamaica to Wisconsin?
Prices for flights from Jamaica to Wisconsin were last updated today.
How many operators does momondo search for flights from Jamaica to Wisconsin?
There are 3 operators available for flights from Jamaica to Wisconsin as of August 2026.
How old do you have to be to fly from Jamaica to Wisconsin?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Jamaica to Wisconsin

Compare and see reviews for airlines that fly from Jamaica to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $316	Free Cancellation	Rating 7.1 11,867 reviews		Search American Airlines flights

Why use momondo?

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

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 Jamaica to Wisconsin for you.

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

Yes. momondo enables you to select and highlight flights to Wisconsin from Jamaica with this policy.

How can momondo help me find flights from Jamaica to Wisconsin?

Once you have performed a search for Jamaica to Wisconsin flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Wisconsin from Jamaica. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.