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Cheap flights from Simpson Bay to Wisconsin from $200

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Simpson Bay to Wisconsin departing on 9/15. 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 Simpson Bay to Wisconsin

Cheap round-trip flights

Spirit Airlines Logo
3:05 pm - 11:45 pmSXM-ORD
9h 40m1 stop
Spirit Airlines Logo
5:05 am - 1:59 pmORD-SXM
7h 54m1 stop
$356Spirit Airlines
Find Deal
Sat, Oct 18 - Sat, Nov 1
Spirit Airlines Logo
3:05 pm - 10:42 amSXM-ORD
20h 37m2 stops
Spirit Airlines Logo
5:05 am - 2:00 pmORD-SXM
7h 55m1 stop
$377Spirit Airlines
Find Deal
Sat, Sep 20 - Sat, Sep 27
Spirit Airlines Logo
3:05 pm - 10:42 amSXM-ORD
20h 37m2 stops
Spirit Airlines Logo
5:05 am - 2:00 pmORD-SXM
7h 55m1 stop
$378Spirit Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
Logo
3:05 pm - 10:42 amSXM-ORD
20h 37m2 stops
Logo
6:44 pm - 7:30 pmORD-SXM
23h 46m3 stops
$436
Find Deal
Sat, Sep 20 - Sat, Sep 27
Logo
3:05 pm - 10:42 amSXM-ORD
20h 37m2 stops
Logo
6:44 pm - 7:30 pmORD-SXM
23h 46m3 stops
$437
Find Deal
Sat, Sep 20 - Sat, Sep 27
American Airlines Logo
2:40 pm - 11:48 pmSXM-ORD
10h 08m2 stops
American Airlines Logo
8:29 pm - 1:19 pmORD-SXM
15h 50m2 stops
$604American Airlines
Find Deal
Sat, Sep 20 - Sat, Sep 27
Delta Logo
3:20 pm - 11:54 pmSXM-ORD
9h 34m1 stop
Delta Logo
7:59 pm - 1:50 pmORD-SXM
16h 51m1 stop
$605Delta
Find Deal
Fri, Sep 19 - Thu, Sep 25
American Airlines Logo
4:24 pm - 11:58 pmSXM-ORD
8h 34m1 stop
American Airlines Logo
7:05 pm - 3:15 pmORD-SXM
19h 10m1 stop
$611American Airlines
Find Deal
Thu, Oct 9 - Wed, Oct 15
Delta Logo
3:20 pm - 11:54 pmSXM-ORD
9h 34m1 stop
Delta Logo
7:59 pm - 1:49 pmORD-SXM
16h 50m1 stop
$735Delta
Find Deal
Fri, Oct 3 - Thu, Oct 9
United Airlines Logo
1:35 pm - 9:41 pmSXM-ORD
9h 06m1 stop
United Airlines Logo
8:45 am - 2:57 pmORD-SXM
5h 12mnonstop
$737United Airlines
Find Deal
Sat, Oct 18 - Sat, Nov 1

Spirit Airlines flights from Simpson Bay to Wisconsin

Our best Spirit Airlines deals on Simpson Bay to Wisconsin flight tickets
Spirit Airlines
Oct 18
SXM3:05 pmSimpson Bay Princess Juliana
9h 40m
1 stop
ORD11:45 pmChicago O'Hare Intl
Nov 1
ORD5:05 amChicago O'Hare Intl
7h 54m
1 stop
SXM1:59 pmSimpson Bay Princess Juliana
$356
Find similar
Spirit Airlines
Sep 20
SXM3:05 pmSimpson Bay Princess Juliana
20h 37m
2 stops
ORD10:42 amChicago O'Hare Intl
Sep 27
ORD5:05 amChicago O'Hare Intl
7h 55m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
$377
Find similar
Spirit Airlines
Sep 13
SXM3:05 pmSimpson Bay Princess Juliana
20h 37m
2 stops
ORD10:42 amChicago O'Hare Intl
Sep 20
ORD5:05 amChicago O'Hare Intl
7h 55m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
$378
Find similar

American Airlines flights from Simpson Bay to Wisconsin

Our best American Airlines deals on Simpson Bay to Wisconsin flight tickets
American Airlines
Sep 20
SXM2:40 pmSimpson Bay Princess Juliana
10h 08m
2 stops
ORD11:48 pmChicago O'Hare Intl
Sep 27
ORD8:29 pmChicago O'Hare Intl
15h 50m
2 stops
SXM1:19 pmSimpson Bay Princess Juliana
$604
Find similar
American Airlines
Oct 9
SXM4:24 pmSimpson Bay Princess Juliana
8h 34m
1 stop
ORD11:58 pmChicago O'Hare Intl
Oct 15
ORD7:05 pmChicago O'Hare Intl
19h 10m
1 stop
SXM3:15 pmSimpson Bay Princess Juliana
$611
Find similar
American Airlines
Oct 1
SXM2:20 pmSimpson Bay Princess Juliana
10h 29m
1 stop
ORD11:49 pmChicago O'Hare Intl
Oct 8
ORD7:05 pmChicago O'Hare Intl
17h 32m
1 stop
SXM1:37 pmSimpson Bay Princess Juliana
$612
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Simpson Bay 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 August 17, 2025.
Use the filters below to find and compare flights from Simpson Bay to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 10/18

3:05 pm-11:45 pm

1 stop9h 40m

Chicago O'Hare Intl

Sat 11/1

5:05 am-1:59 pm

1 stop7h 54m

$356

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 9/20

3:05 pm-10:42 am

2 stops20h 37m

Chicago O'Hare Intl

Sat 9/27

5:05 am-2:00 pm

1 stop7h 55m

$377

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 9/13

3:05 pm-10:42 am

2 stops20h 37m

Chicago O'Hare Intl

Sat 9/20

5:05 am-2:00 pm

1 stop7h 55m

$378

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 9/20

3:05 pm-10:42 am

2 stops20h 37m

Chicago O'Hare Intl

Sat 9/27

6:44 pm-7:30 pm

3 stops23h 46m

$436

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 9/20

3:05 pm-10:42 am

2 stops20h 37m

Chicago O'Hare Intl

Sat 9/27

6:44 pm-7:30 pm

3 stops23h 46m

$437

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 9/20

2:40 pm-11:48 pm

2 stops10h 08m

Chicago O'Hare Intl

Sat 9/27

8:29 pm-1:19 pm

2 stops15h 50m

$604

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 9/19

3:20 pm-11:54 pm

1 stop9h 34m

Chicago O'Hare Intl

Thu 9/25

7:59 pm-1:50 pm

1 stop16h 51m

$605

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 10/9

4:24 pm-11:58 pm

1 stop8h 34m

Chicago O'Hare Intl

Wed 10/15

7:05 pm-3:15 pm

1 stop19h 10m

$611

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 10/3

3:20 pm-11:54 pm

1 stop9h 34m

Chicago O'Hare Intl

Thu 10/9

7:59 pm-1:49 pm

1 stop16h 50m

$735

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 10/18

1:35 pm-9:41 pm

1 stop9h 06m

Chicago O'Hare Intl

Sat 11/1

8:45 am-2:57 pm

Nonstop5h 12m

$737

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 Simpson Bay 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

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

You could potentially save up to 8% on your flight if you consider stops on a Simpson Bay to Wisconsin flight.

Cheap Simpson Bay to Wisconsin flight deals and tips

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

Best Price Found

$200

Fastest flight time

5h 54m

Direct flights

Mon and Sun

Airports in Wisconsin

1 airport
The best one-way flight to Wisconsin from Simpson Bay in the past 72 hours is $200. The best round-trip flight deal from Simpson Bay to Wisconsin found on momondo in the last 72 hours is $356.
The fastest flight from Simpson Bay to Wisconsin takes 5h 54m
Direct flights go from Simpson Bay to Wisconsin on Monday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
There is 1 airport near Wisconsin: Chicago O'Hare Intl (ORD)
Search flight deals

  • When did momondo last update prices for flights from Simpson Bay Princess Juliana Airport to Wisconsin?

    Prices for flights from Simpson Bay Princess Juliana Airport to Wisconsin refresh daily.

  • How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Wisconsin?

    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 Simpson Bay Princess Juliana Airport 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.

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Wisconsin from Simpson Bay.

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

Yes. momondo allows you to filter the results for Simpson Bay to Wisconsin flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Simpson Bay to Wisconsin.

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

If you are simply researching potential flights to Wisconsin, momondo offers a useful price alert feature which will track prices for flights to Wisconsin from Simpson Bay and alert you when they change.

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