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Cheap flights from Wisconsin to Caribbean Islands from $55

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 Caribbean Islands departing on 11/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Wisconsin to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Wisconsin to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Wisconsin to Caribbean Islands.

Cheap last minute flights

Planning a quick getaway from Wisconsin to Caribbean Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Wisconsin to Caribbean Islands

Find recent round-trip train or bus tickets from Wisconsin to Caribbean Islands.

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$117Spirit Airlines
Find Deal
Tue, Jan 21 - Wed, Jan 29
9:32 am - 4:15 pmORD-SJU
4h 43mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$128Spirit Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
3:25 pm - 12:35 amORD-SJU
7h 10m1 stop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
Mon, Jan 13 - Wed, Jan 22
8:44 pm - 12:48 amORD-SJU
26h 04m1 stop
6:35 am - 2:25 pmSJU-ORD
9h 50m1 stop
$133Frontier
Find Deal
Sat, Feb 22 - Wed, Feb 26
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
4:49 pm - 1:50 pmSJU-ORD
23h 01m1 stop
Wed, Jan 8 - Wed, Jan 15
5:43 pm - 11:28 amORD-SJU
15h 45m1 stop
4:49 pm - 1:50 pmSJU-ORD
23h 01m1 stop
$145Frontier
Find Deal
Mon, Jan 13 - Wed, Jan 15
10:40 am - 10:35 pmORD-SJU
9h 55m1 stop
4:15 pm - 7:40 pmSJU-ORD
5h 25mnonstop
$206American Airlines
Find Deal
Mon, Mar 3 - Thu, Mar 6
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
8:35 am - 11:54 amSJU-ORD
5h 19mnonstop
$211United Airlines
Find Deal
Tue, Dec 10 - Fri, Dec 13
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
2:05 am - 8:59 amSJU-ORD
8h 54m1 stop
$256United Airlines
Find Deal
Sat, Dec 7 - Mon, Dec 9
7:09 pm - 2:14 pmORD-PUJ
17h 05m1 stop
3:40 pm - 7:05 pmPUJ-ORD
5h 25mnonstop
$343American Airlines
Find Deal
Sat, Feb 22 - Wed, Feb 26
6:10 pm - 12:42 amORD-SJU
4h 32mnonstop
$55Spirit Airlines
Find Deal
Mon, Nov 25
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
$58Spirit Airlines
Find Deal
Tue, Dec 31
5:28 pm - 2:19 amORD-SJU
6h 51m1 stop
$63Frontier
Find Deal
Mon, Jan 20
10:14 am - 2:19 amMSP-SJU
14h 05m1 stop
$64Frontier
Find Deal
Mon, Jan 20
3:40 pm - 6:12 amORD-SJU
12h 32m1 stop
$100United Airlines
Find Deal
Sat, Jan 11
1:15 pm - 10:22 pmORD-SJU
7h 07m1 stop
$113United Airlines
Find Deal
Fri, Jan 31
3:04 pm - 11:34 amORD-PUJ
19h 30m1 stop
$227Copa Airlines
Find Deal
Wed, Mar 26
2:04 pm - 2:10 amORD-PUJ
10h 06m1 stop
$250Copa Airlines
Find Deal
Fri, Mar 7
7:25 pm - 11:02 amORD-PLS
14h 37m1 stop
$258JetBlue
Find Deal
Sat, May 17
7:25 pm - 11:02 amORD-PLS
14h 37m1 stop
$313JetBlue
Find Deal
Thu, May 15
8:04 pm - 10:07 amORD-SJU
12h 03m1 stop
5:40 am - 9:04 amSJU-ORD
5h 24mnonstop
$194Spirit Airlines
Find Deal
Wed, Nov 20 - Tue, Nov 26
8:04 pm - 10:07 amORD-SJU
12h 03m1 stop
2:45 am - 10:56 amSJU-ORD
10h 11m1 stop
$213Spirit Airlines
Find Deal
Wed, Nov 20 - Mon, Nov 25
8:49 pm - 10:48 amORD-SJU
11h 59m1 stop
5:03 pm - 11:47 pmSJU-ORD
8h 44m1 stop
$264Frontier
Find Deal
Sun, Nov 24 - Fri, Dec 6
11:51 am - 8:38 pmORD-SJU
6h 47m1 stop
7:30 am - 7:16 pmSJU-ORD
13h 46m1 stop
Thu, Nov 21 - Tue, Nov 26
9:19 pm - 10:09 amORD-SJU
34h 50m2 stops
4:25 pm - 10:41 amSJU-ORD
20h 16m2 stops
Sat, Nov 23 - Mon, Nov 25
6:15 am - 10:35 pmORD-SJU
14h 20m1 stop
7:30 am - 1:27 pmSJU-ORD
7h 57m1 stop
$315Frontier
Find Deal
Thu, Nov 21 - Thu, Nov 28
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
2:05 am - 10:44 amSJU-ORD
10h 39m1 stop
$326United Airlines
Find Deal
Thu, Nov 21 - Mon, Nov 25
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
2:05 am - 9:10 amSJU-ORD
9h 05m1 stop
$388United Airlines
Find Deal
Thu, Nov 21 - Sun, Nov 24
1:54 pm - 11:03 amORD-PUJ
19h 09m1 stop
11:57 am - 11:21 pmPUJ-ORD
13h 24m1 stop
$761Copa Airlines
Find Deal
Sun, Nov 24 - Sat, Nov 30
8:15 am - 10:51 amMSP-PUJ
24h 36m2 stops
11:57 am - 10:50 amPUJ-MSP
24h 53m2 stops
$1,253Copa Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$143Spirit Airlines
Find Deal
Wed, Jan 29 - Sat, Feb 8
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$159Spirit Airlines
Find Deal
Fri, Jan 10 - Tue, Jan 14
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
4:52 pm - 8:11 pmSJU-ORD
5h 19mnonstop
$211United Airlines
Find Deal
Tue, Dec 10 - Fri, Dec 13
6:00 am - 12:29 pmORD-PUJ
4h 29mnonstop
6:45 pm - 9:59 pmPUJ-ORD
5h 14mnonstop
$246Frontier
Find Deal
Mon, Dec 9 - Thu, Dec 12
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
8:35 am - 11:54 amSJU-ORD
5h 19mnonstop
$251United Airlines
Find Deal
Sat, Dec 7 - Tue, Dec 10
6:34 am - 1:48 pmMSP-SJU
5h 14mnonstop
2:50 pm - 6:49 pmSJU-MSP
5h 59mnonstop
$318Sun Country Air
Find Deal
Mon, Jan 20 - Fri, Jan 24
6:34 am - 1:48 pmMSP-SJU
5h 14mnonstop
2:50 pm - 6:49 pmSJU-MSP
5h 59mnonstop
$338Sun Country Air
Find Deal
Thu, Jan 30 - Mon, Feb 3
8:05 am - 2:35 pmORD-PUJ
4h 30mnonstop
3:35 pm - 6:50 pmPUJ-ORD
5h 15mnonstop
$339American Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
8:05 am - 1:45 pmORD-SJU
4h 40mnonstop
3:20 pm - 7:40 pmSJU-ORD
5h 20mnonstop
$346American Airlines
Find Deal
Tue, Apr 8 - Tue, Apr 15
6:00 am - 12:50 pmORD-PUJ
4h 50mnonstop
2:00 pm - 5:27 pmPUJ-ORD
5h 27mnonstop
$376Frontier
Find Deal
Mon, Feb 24 - Sat, Mar 8

United Airlines flights from Wisconsin to Caribbean Islands

Our best United Airlines deals on Wisconsin to Caribbean Islands flight tickets
United Airlines
Dec 10
ORD2:20 pmChicago O'Hare Intl
4h 35m
SJU8:55 pmSan Juan Luis Munoz Marin Intl
Dec 13
SJU8:35 amSan Juan Luis Munoz Marin Intl
5h 19m
ORD11:54 amChicago O'Hare Intl
United Airlines
Dec 7
ORD2:20 pmChicago O'Hare Intl
4h 35m
SJU8:55 pmSan Juan Luis Munoz Marin Intl
Dec 9
SJU2:05 amSan Juan Luis Munoz Marin Intl
8h 54m
1 stop
ORD8:59 amChicago O'Hare Intl
United Airlines
Nov 21
ORD2:20 pmChicago O'Hare Intl
4h 35m
SJU8:55 pmSan Juan Luis Munoz Marin Intl
Nov 25
SJU2:05 amSan Juan Luis Munoz Marin Intl
10h 39m
1 stop
ORD10:44 amChicago O'Hare Intl

Spirit Airlines flights from Wisconsin to Caribbean Islands

Our best Spirit Airlines deals on Wisconsin to Caribbean Islands flight tickets
Spirit Airlines
Jan 21
ORD1:44 pmChicago O'Hare Intl
4h 37m
SJU8:21 pmSan Juan Luis Munoz Marin Intl
Jan 29
SJU9:26 pmSan Juan Luis Munoz Marin Intl
5h 25m
ORD12:51 amChicago O'Hare Intl
Spirit Airlines
Jan 8
ORD9:32 amChicago O'Hare Intl
4h 43m
SJU4:15 pmSan Juan Luis Munoz Marin Intl
Jan 15
SJU9:26 pmSan Juan Luis Munoz Marin Intl
5h 25m
ORD12:51 amChicago O'Hare Intl
Spirit Airlines
Jan 6
ORD1:00 pmChicago O'Hare Intl
4h 36m
SJU7:36 pmSan Juan Luis Munoz Marin Intl
Jan 15
SJU9:26 pmSan Juan Luis Munoz Marin Intl
5h 25m
ORD12:51 amChicago O'Hare Intl

How to get the cheapest flight ticket from Wisconsin to Caribbean Islands

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 airline that flies to Caribbean Islands from Wisconsin?

Frontier. Frontier, Spirit Airlines, and JetBlue are the most popular carriers operating from Wisconsin to Caribbean Islands

What is the cheapest Wisconsin to Caribbean Islands flight route?

Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl. Fly from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl for the best Wisconsin - Caribbean Islands flight prices

Can stopping save me money on Wisconsin to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Wisconsin to Caribbean Islands.

Cheap Wisconsin to Caribbean Islands flight deals and tips

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

Best Price Found

$55

Fastest flight time

3h 21m

Direct flights

Every day

Airports in Caribbean Islands

4 airports
The best one-way flight to Caribbean Islands from Wisconsin in the past 72 hours is $55. The best round-trip flight deal from Wisconsin to Caribbean Islands found on momondo in the last 72 hours is $117.
The fastest flight from Wisconsin to Caribbean Islands takes 3h 21m
Direct flights go from Wisconsin to Caribbean Islands every day.
There are 4 airports near Caribbean Islands: Nassau Intl (NAS), Montego Bay Sangster Intl (MBJ), Providenciales (PLS), San Juan Luis Munoz Marin Intl (SJU)

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

    Prices for flights from Wisconsin to Caribbean Islands refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Wisconsin to Caribbean Islands?


Best airlines flying from Wisconsin to Caribbean Islands

Compare and see reviews for airlines that fly from Wisconsin to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $157Free CancellationRating
6.1
3,542 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $168Free CancellationRating
6.3
8,175 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $258Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $274Free CancellationRating
7.4
9,173 reviews
Search United Airlines flights
DeltaPriceFrom $284Free CancellationRating
8.0
8,765 reviews
Search Delta flights
SouthwestPriceFrom $325Free CancellationRating
8.1
5,015 reviews
Search Southwest flights
JetBluePriceFrom $360Free CancellationRating
7.4
3,402 reviews
Search JetBlue flights
Sun Country AirPriceFrom $398Free CancellationRating
7.0
417 reviews
Search Sun Country Air flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Wisconsin to Caribbean Islands. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Caribbean Islands from Wisconsin on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Wisconsin to Caribbean Islands?

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

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


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