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Cheap flights from St. Maarten to Chicago from $192

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.
Air Canada Logo
3:45 pm - 11:07 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
21h 22m1 stop Montreal Pierre Elliott Trudeau 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
$307Air Canada
Thu, Nov 19 - Sun, Nov 22
Air Canada Logo
3:45 pm - 11:07 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
21h 22m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:45 pm - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
22h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$324Air Canada
Thu, Nov 19 - Sun, Nov 22
Air Canada Logo
3:45 pm - 9:23 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
19h 38m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
3:45 pm - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
22h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$332Air Canada
Thu, Nov 19 - Sun, Nov 22
Air Canada Logo
2:40 pm - 3:52 pmSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
26h 12m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
10:15 am - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
27h 30m1 stop Toronto Pearson Intl
$355Air Canada
Sat, Oct 31 - Sat, Nov 7
Air Canada Logo
2:40 pm - 12:07 pmSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
22h 27m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:45 pm - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
22h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$368Air Canada
Sat, Oct 31 - Sat, Nov 7
Air Canada Logo
2:40 pm - 12:07 pmSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
22h 27m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:45 am - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
29h 00m1 stop Toronto Pearson Intl
$374Air Canada
Sat, Oct 31 - Sat, Nov 7
Air Canada Logo
2:40 pm - 10:23 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
20h 43m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
3:45 pm - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
22h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$376Air Canada
Sat, Oct 31 - Sat, Nov 7
Air Canada Logo
2:40 pm - 4:38 pmSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
26h 58m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
8:40 pm - 3:45 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
17h 05m1 stop Toronto Pearson Intl
$384Air Canada
Sat, Oct 31 - Sat, Nov 7
Multiple Airlines Logo
6:00 pm - 9:00 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
16h 00m1 stop Toronto Pearson Intl
Multiple Airlines Logo
6:00 am - 2:00 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
7h 00m1 stop Fort Lauderdale
$429Multiple Airlines
Thu, Oct 1 - Mon, Oct 5
Multiple Airlines Logo
6:00 pm - 10:12 amSXM  Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl
41h 12m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Multiple Airlines Logo
6:00 am - 2:00 pmORD  Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana
7h 00m1 stop Fort Lauderdale
$434Multiple Airlines
Thu, Oct 1 - Mon, Oct 5

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

Our best Air Canada deals on St. Maarten to Chicago O'Hare Intl Airport flight tickets
Air Canada
Nov 19
SXM3:45 pmSimpson Bay Princess Juliana
21h 22m
1 stop
ORD11:07 amChicago O'Hare Intl
Nov 22
ORD4:30 pmChicago O'Hare Intl
21h 15m
1 stop
SXM3:45 pmSimpson Bay Princess Juliana
$307
Air Canada
Nov 19
SXM3:45 pmSimpson Bay Princess Juliana
21h 22m
1 stop
ORD11:07 amChicago O'Hare Intl
Nov 22
ORD3:45 pmChicago O'Hare Intl
22h 00m
2 stops
SXM3:45 pmSimpson Bay Princess Juliana
$324
Air Canada
Nov 19
SXM3:45 pmSimpson Bay Princess Juliana
19h 38m
2 stops
ORD9:23 amChicago O'Hare Intl
Nov 22
ORD3:45 pmChicago O'Hare Intl
22h 00m
2 stops
SXM3:45 pmSimpson Bay Princess Juliana
$332

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

Our best Copa Airlines deals on St. Maarten to Chicago O'Hare Intl Airport flight tickets
Copa Airlines
Oct 28
SXM12:35 pmSimpson Bay Princess Juliana
13h 30m
1 stop
ORD1:05 amChicago O'Hare Intl
Oct 31
ORD3:13 pmChicago O'Hare Intl
19h 17m
1 stop
SXM11:30 amSimpson Bay Princess Juliana
$447
Copa Airlines
Sep 13
SXM12:32 pmSimpson Bay Princess Juliana
26h 27m
1 stop
ORD1:59 pmChicago O'Hare Intl
Sep 15
ORD8:01 amChicago O'Hare Intl
26h 32m
1 stop
SXM11:33 amSimpson Bay Princess Juliana
$2,021

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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Route

Depart

Return

Price

Cheapest round-trip

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Thu 11/19

3:45 pm-11:07 am

1 stop21h 22m

Chicago O'Hare Intl

Sun 11/22

4:30 pm-3:45 pm

1 stop21h 15m

$307

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Thu 11/19

3:45 pm-11:07 am

1 stop21h 22m

Chicago O'Hare Intl

Sun 11/22

3:45 pm-3:45 pm

2 stops22h 00m

$324

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Thu 11/19

3:45 pm-9:23 am

2 stops19h 38m

Chicago O'Hare Intl

Sun 11/22

3:45 pm-3:45 pm

2 stops22h 00m

$332

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Sat 10/31

2:40 pm-3:52 pm

1 stop26h 12m

Chicago O'Hare Intl

Sat 11/7

10:15 am-3:45 pm

1 stop27h 30m

$355

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Sat 10/31

2:40 pm-12:07 pm

1 stop22h 27m

Chicago O'Hare Intl

Sat 11/7

3:45 pm-3:45 pm

2 stops22h 00m

$368

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Sat 10/31

2:40 pm-12:07 pm

1 stop22h 27m

Chicago O'Hare Intl

Sat 11/7

8:45 am-3:45 pm

1 stop29h 00m

$374

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Sat 10/31

2:40 pm-10:23 am

2 stops20h 43m

Chicago O'Hare Intl

Sat 11/7

3:45 pm-3:45 pm

2 stops22h 00m

$376

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Sat 10/31

2:40 pm-4:38 pm

2 stops26h 58m

Chicago O'Hare Intl

Sat 11/7

8:40 pm-3:45 pm

1 stop17h 05m

$384
Quickest round-trip

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Thu 10/1

6:00 pm-9:00 am

1 stop16h 00m

Chicago O'Hare Intl

Mon 10/5

6:00 am-2:00 pm

1 stop7h 00m

$429

Simpson BayChicago

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

SXMORD

Simpson Bay Princess Juliana

Thu 10/1

6:00 pm-10:12 am

2 stops41h 12m

Chicago O'Hare Intl

Mon 10/5

6:00 am-2:00 pm

1 stop7h 00m

$434

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest 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 29% 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

$192

Fastest flight time

6h 01m

Direct flights

Mon, Fri and Sun
The best one-way flight to Chicago O'Hare Intl Airport from St. Maarten in the past 72 hours is $192. The best round-trip flight deal from St. Maarten to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $307.
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, 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
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Merrillville
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Gurnee
Oak Brook
Orland Park
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Naperville
New Buffalo
Kenosha
Hammond
Racine
Aurora
Janesville
Elgin
Evanston
Skokie

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.

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

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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