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Cheap flights from St. Maarten to Chicago from $248

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from St. Maarten to Chicago

Recent round-trip flight deals from St. Maarten to Chicago

Enter your travel dates to find the best prices.
American Airlines Logo
5:33 pm - 8:00 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
16h 27m1 stop Miami
American Airlines Logo
6:05 pm - 2:26 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
18h 21m1 stop Miami
$439American Airlines
Fri, Nov 6 - Mon, Nov 9
American Airlines Logo
5:33 pm - 7:25 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
15h 52m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
9:06 pm - 2:26 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
15h 20m2 stops Charlotte Douglas Miami
$444American Airlines
Fri, Nov 6 - Mon, Nov 9
Copa Airlines Logo
12:20 pm - 12:11 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
13h 51m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:13 pm - 11:25 amORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
19h 12m1 stop Panama City Tocumen Intl
$448Copa Airlines
Fri, Feb 12 - Sat, Feb 20
American Airlines Logo
5:33 pm - 12:44 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
9h 11m1 stop Miami
American Airlines Logo
6:00 am - 4:31 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
8h 31m1 stop Miami
$451American Airlines
Fri, Nov 6 - Mon, Nov 9
American Airlines Logo
5:33 pm - 7:25 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
15h 52m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
6:00 am - 4:31 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
8h 31m1 stop Miami
$456American Airlines
Fri, Nov 6 - Mon, Nov 9
Delta Logo
4:05 pm - 11:57 pmSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
9h 52m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 2:40 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
7h 10m1 stop Atlanta Hartsfield-Jackson
$460Delta
Fri, Nov 6 - Mon, Nov 9
American Airlines Logo
5:33 pm - 7:25 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
15h 52m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
9:06 pm - 2:26 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
15h 20m2 stops Charlotte Douglas Miami
$474American Airlines
Fri, Nov 6 - Mon, Nov 9
Air Canada Logo
3:45 pm - 9:08 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
19h 23m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
8:50 pm - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
16h 55m1 stop Toronto Pearson Intl
$479Air Canada
Sat, Dec 5 - Sat, Dec 12
Air Canada Logo
3:45 pm - 9:08 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
19h 23m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
10:57 am - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
26h 48m2 stops Ottawa Toronto Pearson Intl
$484Air Canada
Sat, Dec 5 - Sat, Dec 12
Air Canada Logo
4:45 pm - 9:08 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
18h 23m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 pm - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
21h 15m1 stop Toronto Pearson Intl
$491Air Canada
Tue, Dec 1 - Thu, Dec 31

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

Our best American Airlines deals on St. Maarten to Chicago O'Hare Intl Airport flight tickets
American Airlines
Nov 6
SXM5:33 pmSimpson Bay Princess Juliana
16h 27m
1 stop
ORD8:00 amChicago O'Hare Intl
Nov 9
ORD6:05 pmChicago O'Hare Intl
18h 21m
1 stop
SXM2:26 pmSimpson Bay Princess Juliana
$439
American Airlines
Nov 6
SXM5:33 pmSimpson Bay Princess Juliana
15h 52m
2 stops
ORD7:25 amChicago O'Hare Intl
Nov 9
ORD9:06 pmChicago O'Hare Intl
15h 20m
2 stops
SXM2:26 pmSimpson Bay Princess Juliana
$444
American Airlines
Nov 6
SXM5:33 pmSimpson Bay Princess Juliana
9h 11m
1 stop
ORD12:44 amChicago O'Hare Intl
Nov 9
ORD6:00 amChicago O'Hare Intl
8h 31m
1 stop
SXM4:31 pmSimpson Bay Princess Juliana
$451

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

Our best United Airlines deals on St. Maarten to Chicago O'Hare Intl Airport flight tickets
United Airlines
Dec 17
SXM2:10 pmSimpson Bay Princess Juliana
6h 01m
ORD6:11 pmChicago O'Hare Intl
Dec 23
ORD8:40 amChicago O'Hare Intl
5h 17m
SXM3:57 pmSimpson Bay Princess Juliana
$570
United Airlines
Dec 17
SXM5:00 pmSimpson Bay Princess Juliana
16h 32m
1 stop
ORD7:32 amChicago O'Hare Intl
Dec 23
ORD8:40 amChicago O'Hare Intl
5h 17m
SXM3:57 pmSimpson Bay Princess Juliana
$575
United Airlines
Dec 17
SXM2:10 pmSimpson Bay Princess Juliana
6h 01m
ORD6:11 pmChicago O'Hare Intl
Dec 23
ORD8:40 amChicago O'Hare Intl
5h 17m
SXM3:57 pmSimpson Bay Princess Juliana
$644

momondo Fare Finder

 
Use the filters below to find and compare flights from St. Maarten to Chicago O'Hare Intl Airport that are best for you.

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Fly to

Route

Depart

Return

Price

Cheapest round-trip

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Fri 11/6

5:33 pm-8:00 am

1 stop16h 27m

Chicago O'Hare Intl

Mon 11/9

6:05 pm-2:26 pm

1 stop18h 21m

$439

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Fri 11/6

5:33 pm-7:25 am

2 stops15h 52m

Chicago O'Hare Intl

Mon 11/9

9:06 pm-2:26 pm

2 stops15h 20m

$444

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Fri 2/12

12:20 pm-12:11 am

1 stop13h 51m

Chicago O'Hare Intl

Sat 2/20

2:13 pm-11:25 am

1 stop19h 12m

$448

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Fri 11/6

5:33 pm-12:44 am

1 stop9h 11m

Chicago O'Hare Intl

Mon 11/9

6:00 am-4:31 pm

1 stop8h 31m

$451

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Fri 11/6

5:33 pm-7:25 am

2 stops15h 52m

Chicago O'Hare Intl

Mon 11/9

6:00 am-4:31 pm

1 stop8h 31m

$456
Quickest round-trip

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Fri 11/6

4:05 pm-11:57 pm

1 stop9h 52m

Chicago O'Hare Intl

Mon 11/9

5:30 am-2:40 pm

1 stop7h 10m

$460

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Fri 11/6

5:33 pm-7:25 am

2 stops15h 52m

Chicago O'Hare Intl

Mon 11/9

9:06 pm-2:26 pm

2 stops15h 20m

$474

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Sat 12/5

3:45 pm-9:08 am

2 stops19h 23m

Chicago O'Hare Intl

Sat 12/12

8:50 pm-3:45 pm

1 stop16h 55m

$479

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Sat 12/5

3:45 pm-9:08 am

2 stops19h 23m

Chicago O'Hare Intl

Sat 12/12

10:57 am-3:45 pm

2 stops26h 48m

$484

Simpson BayChicago

SXM Simpson Bay Princess Juliana - ORD Chicago O'Hare Intl

SXMORD

Simpson Bay Princess Juliana

Tue 12/1

4:45 pm-9:08 am

1 stop18h 23m

Chicago O'Hare Intl

Thu 12/31

4:30 pm-3:45 pm

1 stop21h 15m

$491

Flights are sorted by cheapest round-trip flights first.

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

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 St. Maarten to Chicago O'Hare Intl flight route?

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

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

There is only 1 cabin class available to choose from on St. Maarten to Chicago O'Hare Intl Airport 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 St. Maarten to Chicago O'Hare Intl Airport flights?

You could potentially save up to 31% on your flight if you consider stops on a St. Maarten to Chicago O'Hare Intl Airport flight.

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

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

Best Price Found

$248

Fastest flight time

6h 01m

Direct flights

Mon, Tue, Fri and Sun
The best one-way flight to Chicago O'Hare Intl Airport from St. Maarten in the past 72 hours is $248. The best round-trip flight deal from St. Maarten to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $439.
The fastest flight from St. Maarten to Chicago O'Hare Intl Airport takes 6h 01m
Direct flights go from St. Maarten to Chicago O'Hare Intl Airport on Monday, Tuesday, Friday and Sunday. There are no airlines offering direct flights.
Search flight deals

Frequently asked questions about flying from St. Maarten to Chicago O'Hare Intl Airport

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

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

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

    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 St. Maarten to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
Merrillville
Rockford
South Haven
Rosemont
Oak Brook
Gurnee
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Elgin
Janesville
Skokie
Waukegan

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from St. Maarten to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from St. Maarten to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from St. Maarten.

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Yes. momondo can track prices for St. Maarten to Chicago 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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