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Cheap flights from Chicago O'Hare Intl Airport to St. Maarten from $71

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to St. Maarten departing on 2/7. 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 Chicago O'Hare Intl Airport to St. Maarten

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
8:16 pm - 2:15 pm
ORD
-
SXM
15h 59m1 stop
Spirit Airlines Logo
3:20 pm - 11:47 pm
SXM
-
ORD
10h 27m1 stop
$224Spirit Airlines
vie., feb. 27 - mié., mar. 4
Spirit Airlines Logo
8:16 pm - 2:15 pm
ORD
-
SXM
15h 59m1 stop
Spirit Airlines Logo
3:20 pm - 11:47 pm
SXM
-
ORD
10h 27m1 stop
$226Spirit Airlines
vie., feb. 27 - mié., mar. 4
Spirit Airlines Logo
5:15 am - 2:10 pm
ORD
-
SXM
6h 55m1 stop
Spirit Airlines Logo
3:15 pm - 10:03 pm
SXM
-
ORD
8h 48m1 stop
$247Spirit Airlines
sáb., ene. 24 - sáb., ene. 31
Spirit Airlines Logo
5:15 am - 2:10 pm
ORD
-
SXM
6h 55m1 stop
Spirit Airlines Logo
3:15 pm - 10:03 pm
SXM
-
ORD
8h 48m1 stop
$248Spirit Airlines
sáb., ene. 24 - sáb., ene. 31
Spirit Airlines Logo
5:15 am - 2:10 pm
ORD
-
SXM
6h 55m1 stop
Spirit Airlines Logo
3:15 pm - 11:46 pm
SXM
-
ORD
10h 31m1 stop
$250Spirit Airlines
jue., ene. 22 - jue., ene. 29
Spirit Airlines Logo
5:15 am - 2:15 pm
ORD
-
SXM
7h 00m1 stop
Spirit Airlines Logo
3:20 pm - 11:47 pm
SXM
-
ORD
10h 27m1 stop
$251Spirit Airlines
lun., feb. 9 - mié., feb. 18
Spirit Airlines Logo
8:43 pm - 2:10 pm
ORD
-
SXM
15h 27m1 stop
Spirit Airlines Logo
3:15 pm - 11:46 pm
SXM
-
ORD
10h 31m1 stop
$252Spirit Airlines
dom., ene. 25 - vie., ene. 30
Spirit Airlines Logo
5:15 am - 2:15 pm
ORD
-
SXM
7h 00m1 stop
Spirit Airlines Logo
3:20 pm - 11:47 pm
SXM
-
ORD
10h 27m1 stop
$254Spirit Airlines
dom., feb. 1 - sáb., feb. 7
Spirit Airlines Logo
5:15 am - 2:15 pm
ORD
-
SXM
7h 00m1 stop
Spirit Airlines Logo
3:20 pm - 11:47 pm
SXM
-
ORD
10h 27m1 stop
$255Spirit Airlines
lun., feb. 9 - mié., feb. 18
Spirit Airlines Logo
5:15 am - 2:15 pm
ORD
-
SXM
7h 00m1 stop
Spirit Airlines Logo
3:20 pm - 11:47 pm
SXM
-
ORD
10h 27m1 stop
$262Spirit Airlines
dom., feb. 1 - jue., feb. 5

Spirit Airlines flights from Chicago O'Hare Intl Airport to St. Maarten

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to St. Maarten flight tickets
Spirit Airlines
Feb 27
ORD8:16 pmChicago O'Hare Intl
15h 59m
1 stop
SXM2:15 pmSimpson Bay Princess Juliana
Mar 4
SXM3:20 pmSimpson Bay Princess Juliana
10h 27m
1 stop
ORD11:47 pmChicago O'Hare Intl
$224
Spirit Airlines
Feb 17
ORD5:15 amChicago O'Hare Intl
7h 00m
1 stop
SXM2:15 pmSimpson Bay Princess Juliana
Feb 24
SXM3:20 pmSimpson Bay Princess Juliana
10h 27m
1 stop
ORD11:47 pmChicago O'Hare Intl
$226
Spirit Airlines
Jan 24
ORD5:15 amChicago O'Hare Intl
6h 55m
1 stop
SXM2:10 pmSimpson Bay Princess Juliana
Jan 31
SXM3:15 pmSimpson Bay Princess Juliana
8h 48m
1 stop
ORD10:03 pmChicago O'Hare Intl
$235

Air Canada flights from Chicago O'Hare Intl Airport to St. Maarten

Our best Air Canada deals on Chicago O'Hare Intl Airport to St. Maarten flight tickets
Air Canada
Jan 21
ORD12:50 pmChicago O'Hare Intl
23h 50m
1 stop
SXM2:40 pmSimpson Bay Princess Juliana
Jan 28
SXM5:00 pmSimpson Bay Princess Juliana
18h 13m
1 stop
ORD9:13 amChicago O'Hare Intl
$423
Air Canada
Jan 19
ORD6:00 pmChicago O'Hare Intl
18h 40m
2 stops
SXM2:40 pmSimpson Bay Princess Juliana
Jan 22
SXM3:40 pmSimpson Bay Princess Juliana
30h 30m
1 stop
ORD8:10 pmChicago O'Hare Intl
$428
Air Canada
Jan 19
ORD6:00 pmChicago O'Hare Intl
18h 40m
2 stops
SXM2:40 pmSimpson Bay Princess Juliana
Jan 28
SXM5:00 pmSimpson Bay Princess Juliana
20h 06m
2 stops
ORD11:06 amChicago O'Hare Intl
$431

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to St. Maarten 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 enero 8, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to St. Maarten that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

vie. 2/27

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

mié. 3/4

3:20 pm-11:47 pm

1 stop10h 27m

$224

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

vie. 2/27

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

mié. 3/4

3:20 pm-11:47 pm

1 stop10h 27m

$226

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 1/24

5:15 am-2:10 pm

1 stop6h 55m

Simpson Bay Princess Juliana

sáb. 1/31

3:15 pm-10:03 pm

1 stop8h 48m

$247

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 1/24

5:15 am-2:10 pm

1 stop6h 55m

Simpson Bay Princess Juliana

sáb. 1/31

3:15 pm-10:03 pm

1 stop8h 48m

$248

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

jue. 1/22

5:15 am-2:10 pm

1 stop6h 55m

Simpson Bay Princess Juliana

jue. 1/29

3:15 pm-11:46 pm

1 stop10h 31m

$250

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

lun. 2/9

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

mié. 2/18

3:20 pm-11:47 pm

1 stop10h 27m

$251

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 1/25

8:43 pm-2:10 pm

1 stop15h 27m

Simpson Bay Princess Juliana

vie. 1/30

3:15 pm-11:46 pm

1 stop10h 31m

$252

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 2/1

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

sáb. 2/7

3:20 pm-11:47 pm

1 stop10h 27m

$254

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

lun. 2/9

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

mié. 2/18

3:20 pm-11:47 pm

1 stop10h 27m

$255

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 2/1

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

jue. 2/5

3:20 pm-11:47 pm

1 stop10h 27m

$262

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 St. Maarten from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to St. Maarten

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 St. Maarten?

The cheapest month to fly to St. Maarten from Chicago O'Hare Intl Airport is in September. Flight prices, which tend to average around $489, are often lower during this time because this is during the off-season. If you’re not able to fly to St. Maarten in September, then October is your next best option. Flight prices from Chicago O'Hare Intl Airport to St. Maarten during October average around $637.

What is the cheapest day to depart on your flight to St. Maarten?

According to our data, Sunday is the cheapest day to fly to St. Maarten from Chicago O'Hare Intl Airport. The lowest ticket price found for a Sunday departure recently was $740. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to St. Maarten is Saturday, with ticket prices averaging around $838.

What is the cheapest Chicago O'Hare Intl to St. Maarten flight route?

Fly from Chicago O'Hare Intl to Simpson Bay Princess Juliana for the best Chicago O'Hare Intl - St. Maarten flight prices

How far in advance should I book a flight to St. Maarten?

You are more likely to see cheaper flights to St. Maarten from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to St. Maarten for around $660 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to St. Maarten from Chicago O'Hare Intl Airport for as low as $498 on momondo.

What cabin class options are available on Chicago O'Hare Intl to St. Maarten flights?

There are 2 cabin classes available to choose from on Chicago O'Hare Intl to St. Maarten 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 Chicago O'Hare Intl Airport to St. Maarten flights?

You could potentially save up to 65% on your flight if you consider stops on a Chicago O'Hare Intl Airport to St. Maarten flight.

Cheap Chicago O'Hare Intl Airport to St. Maarten flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to St. Maarten

Best Price Found

$621

Fastest flight time

5h 03m

Direct flights

Mon and Sun

Airports in St. Maarten

2 airports
The best flight deal from Chicago O'Hare Intl Airport to St. Maarten found on momondo in the last 72 hours is $621
The fastest flight from Chicago O'Hare Intl Airport to St. Maarten takes 5h 03m
Direct flights go from Chicago O'Hare Intl Airport to St. Maarten on Monday and Sunday. The only airline offering direct flights is United Airlines.
There are 2 airports in St. Maarten. From Chicago O'Hare Intl Airport there are direct flights to Simpson Bay Princess Juliana (SXM).
Search flight deals

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to St. Maarten?

    Prices for flights from Chicago O'Hare Intl Airport to St. Maarten are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to St. Maarten?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to St. Maarten?

    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 Chicago O'Hare Intl Airport to St. Maarten.

  • What documentation or ID do you need to fly to St. Maarten?

    The travel and health documents required for your trip to St. Maarten 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 St. Maarten. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to St. Maarten?

Best airlines flying from Chicago O'Hare Intl Airport to St. Maarten

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to St. Maarten with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $289Free CancellationRating
6.3
8,287 reviews
Search Spirit Airlines flights
DeltaPriceFrom $292Free CancellationRating
7.9
8,025 reviews
Search Delta flights
United AirlinesPriceFrom $410Free CancellationRating
7.4
9,139 reviews
Search United Airlines flights
American AirlinesPriceFrom $514Free CancellationRating
7.2
11,095 reviews
Search American Airlines flights
JetBluePriceFrom $535Free CancellationRating
7.2
2,896 reviews
Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to St. Maarten?

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

Can I find flights from Chicago to St. Maarten with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to St. Maarten flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to St. Maarten?

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 Chicago to St. Maarten.

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

Yes. momondo can track prices for Chicago to St. Maarten flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Popular cities in St. Maarten

Popular flights according to clicks in the last 7 days on momondo
Flights to Simpson Bayfrom $180