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Cheap flights from Jamaica to Wisconsin from $165

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jamaica to Wisconsin departing on 12/24. 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 Jamaica to Wisconsin

Recent round-trip flight deals from Jamaica to Wisconsin

Enter your travel dates to find the best prices.
Spirit Airlines Logo
1:05 pm - 12:09 amMBJ-ORD
12h 04m1 stop
Spirit Airlines Logo
5:00 am - 12:10 pmORD-MBJ
6h 10m1 stop
$294Spirit Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
Spirit Airlines Logo
1:05 pm - 9:48 pmMBJ-ORD
9h 43m2 stops
Spirit Airlines Logo
5:00 am - 12:10 pmORD-MBJ
6h 10m1 stop
$309Spirit Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
United Airlines Logo
2:48 pm - 6:13 pmMBJ-ORD
4h 25mnonstop
United Airlines Logo
8:42 am - 1:46 pmORD-MBJ
4h 04mnonstop
$320United Airlines
Find Deal
Tue, Nov 25 - Thu, Nov 27
United Airlines Logo
2:48 pm - 6:13 pmMBJ-ORD
4h 25mnonstop
United Airlines Logo
8:42 am - 1:46 pmORD-MBJ
4h 04mnonstop
$324United Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
Delta Logo
5:59 pm - 12:02 amMBJ-ORD
7h 03m1 stop
Delta Logo
5:23 am - 12:52 pmORD-MBJ
6h 29m1 stop
$326Delta
Find Deal
Tue, Nov 25 - Thu, Nov 27
American Airlines Logo
1:40 pm - 12:37 amMBJ-ORD
11h 57m1 stop
American Airlines Logo
5:00 am - 2:50 pmORD-MBJ
8h 50m1 stop
$335American Airlines
Find Deal
Tue, Nov 25 - Fri, Nov 28
American Airlines Logo
3:12 pm - 6:59 pmMBJ-ORD
4h 47mnonstop
American Airlines Logo
6:45 am - 2:42 pmORD-MBJ
6h 57m1 stop
$356American Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 17
Multiple Airlines Logo
1:05 pm - 8:01 pmMBJ-ORD
7h 56m1 stop
Multiple Airlines Logo
6:00 am - 2:29 pmORD-MBJ
7h 29m1 stop
$379Multiple Airlines
Find Deal
Thu, Dec 11 - Thu, Dec 18
Multiple Airlines Logo
5:06 pm - 12:01 amMBJ-ORD
7h 55m1 stop
Multiple Airlines Logo
4:11 pm - 12:05 pmORD-MBJ
18h 54m2 stops
$385Multiple Airlines
Find Deal
Fri, Jan 9 - Tue, Jan 13
Delta Logo
9:00 am - 6:52 pmKIN-ORD
10h 52m1 stop
Delta Logo
6:45 am - 8:00 pmORD-KIN
12h 15m1 stop
$388Delta
Find Deal
Tue, Nov 25 - Thu, Nov 27

Air Canada flights from Jamaica to Wisconsin

Our best Air Canada deals on Jamaica to Wisconsin flight tickets
Air Canada
Jan 9
MBJ7:05 pmMontego Bay Sangster Intl
18h 56m
2 stops
ORD1:01 pmChicago O'Hare Intl
Jan 13
ORD3:35 pmChicago O'Hare Intl
25h 30m
1 stop
MBJ6:05 pmMontego Bay Sangster Intl
$383
Find similar
Air Canada
Dec 12
MBJ7:05 pmMontego Bay Sangster Intl
20h 50m
1 stop
ORD2:55 pmChicago O'Hare Intl
Jan 2
ORD3:35 pmChicago O'Hare Intl
20h 35m
2 stops
MBJ1:10 pmMontego Bay Sangster Intl
$386
Find similar
Air Canada
Dec 12
MBJ7:05 pmMontego Bay Sangster Intl
20h 50m
1 stop
ORD2:55 pmChicago O'Hare Intl
Jan 2
ORD7:15 amChicago O'Hare Intl
9h 50m
1 stop
MBJ6:05 pmMontego Bay Sangster Intl
$395
Find similar

United Airlines flights from Jamaica to Wisconsin

Our best United Airlines deals on Jamaica to Wisconsin flight tickets
United Airlines
Nov 25
MBJ2:48 pmMontego Bay Sangster Intl
4h 25m
ORD6:13 pmChicago O'Hare Intl
Nov 27
ORD8:42 amChicago O'Hare Intl
4h 04m
MBJ1:46 pmMontego Bay Sangster Intl
$320
Find similar
United Airlines
Dec 3
MBJ2:48 pmMontego Bay Sangster Intl
4h 25m
ORD6:13 pmChicago O'Hare Intl
Dec 10
ORD8:42 amChicago O'Hare Intl
4h 04m
MBJ1:46 pmMontego Bay Sangster Intl
$324
Find similar
United Airlines
Nov 25
MBJ2:48 pmMontego Bay Sangster Intl
4h 25m
ORD6:13 pmChicago O'Hare Intl
Nov 27
ORD6:02 amChicago O'Hare Intl
7h 27m
1 stop
MBJ2:29 pmMontego Bay Sangster Intl
$325
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Jamaica to Wisconsin 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 Jamaica to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 12/11

1:05 pm-12:09 am

1 stop12h 04m

Chicago O'Hare Intl

Sun 12/14

5:00 am-12:10 pm

1 stop6h 10m

$294

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 12/11

1:05 pm-9:48 pm

2 stops9h 43m

Chicago O'Hare Intl

Sun 12/14

5:00 am-12:10 pm

1 stop6h 10m

$309

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 11/25

2:48 pm-6:13 pm

Nonstop4h 25m

Chicago O'Hare Intl

Thu 11/27

8:42 am-1:46 pm

Nonstop4h 04m

$320

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 12/3

2:48 pm-6:13 pm

Nonstop4h 25m

Chicago O'Hare Intl

Wed 12/10

8:42 am-1:46 pm

Nonstop4h 04m

$324

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 11/25

5:59 pm-12:02 am

1 stop7h 03m

Chicago O'Hare Intl

Thu 11/27

5:23 am-12:52 pm

1 stop6h 29m

$326

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 11/25

1:40 pm-12:37 am

1 stop11h 57m

Chicago O'Hare Intl

Fri 11/28

5:00 am-2:50 pm

1 stop8h 50m

$335

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 12/3

3:12 pm-6:59 pm

Nonstop4h 47m

Chicago O'Hare Intl

Wed 12/17

6:45 am-2:42 pm

1 stop6h 57m

$356

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 12/11

1:05 pm-8:01 pm

1 stop7h 56m

Chicago O'Hare Intl

Thu 12/18

6:00 am-2:29 pm

1 stop7h 29m

$379

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 1/9

5:06 pm-12:01 am

1 stop7h 55m

Chicago O'Hare Intl

Tue 1/13

4:11 pm-12:05 pm

2 stops18h 54m

$385

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 11/25

9:00 am-6:52 pm

1 stop10h 52m

Chicago O'Hare Intl

Thu 11/27

6:45 am-8:00 pm

1 stop12h 15m

$388

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 Wisconsin from

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

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Jamaica to Wisconsin is on a Tuesday. Travelers who choose to depart for Wisconsin on a Tuesday will often find tickets for as low as $505. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $528.

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

Our most recent data shows that the best time of day to fly to Wisconsin is at noon. Flights from Jamaica to Wisconsin during this time can be as low as $499. Flights in the afternoon are often more expensive with an average ticket price of $516.

Can stopping save me money on Jamaica to Wisconsin flights?

You could potentially save up to 13% 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 25m

Direct flights

Every day

Airports in Wisconsin

1 airport
The fastest flight from Jamaica to Wisconsin takes 4h 25m
Direct flights go from Jamaica to Wisconsin every day.
There is 1 airport near Wisconsin: Chicago O'Hare Intl (ORD)
Search flight deals

  • 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?

  • 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 AirlinesPriceFrom $436Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights
DeltaPriceFrom $484Free CancellationRating
7.9
8,004 reviews
Search Delta 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.

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