Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Saint Martin Island to Chicago from $153

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Saint Martin Island to Chicago departing on 2/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Saint Martin Island to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
3:15 pm - 12:18 am
SXM
-
ORD
11h 03m1 stop
Spirit Airlines Logo
5:15 am - 2:10 pm
ORD
-
SXM
6h 55m1 stop
$276Spirit Airlines
Sat, Feb 14 - Sat, Feb 21
Spirit Airlines Logo
3:15 pm - 12:18 am
SXM
-
ORD
11h 03m1 stop
Spirit Airlines Logo
5:15 am - 2:10 pm
ORD
-
SXM
6h 55m1 stop
$370Spirit Airlines
Sat, Feb 14 - Sat, Feb 21
Air Canada Logo
3:40 pm - 6:55 pm
SXM
-
ORD
29h 15m2 stops
Air Canada Logo
8:45 pm - 2:40 pm
ORD
-
SXM
39h 55m2 stops
$483Air Canada
Thu, Jan 22 - Sun, Jan 25
Air Canada Logo
3:40 pm - 2:55 pm
SXM
-
ORD
25h 15m1 stop
Air Canada Logo
9:15 pm - 4:00 pm
ORD
-
SXM
16h 45m1 stop
$484Air Canada
Thu, Jan 22 - Sun, Jan 25
Air Canada Logo
3:40 pm - 6:55 pm
SXM
-
ORD
29h 15m2 stops
Air Canada Logo
8:45 pm - 2:40 pm
ORD
-
SXM
39h 55m2 stops
$526Air Canada
Thu, Jan 22 - Sun, Jan 25
Air Canada Logo
3:40 pm - 6:51 pm
SXM
-
ORD
29h 11m1 stop
Air Canada Logo
9:15 pm - 4:00 pm
ORD
-
SXM
16h 45m1 stop
$527Air Canada
Thu, Jan 22 - Sun, Jan 25
American Airlines Logo
3:33 pm - 12:10 am
SXM
-
ORD
10h 37m1 stop
American Airlines Logo
8:10 am - 3:14 pm
ORD
-
SXM
5h 04mnonstop
$557American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
3:00 pm - 6:47 pm
SXM
-
ORD
5h 47mnonstop
American Airlines Logo
5:26 pm - 12:38 pm
ORD
-
SXM
17h 12m1 stop
$561American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
3:00 pm - 6:47 pm
SXM
-
ORD
5h 47mnonstop
American Airlines Logo
8:10 am - 3:14 pm
ORD
-
SXM
5h 04mnonstop
$587American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
3:00 pm - 6:47 pm
SXM
-
ORD
5h 47mnonstop
American Airlines Logo
8:10 am - 3:14 pm
ORD
-
SXM
5h 04mnonstop
$627American Airlines
Sat, Feb 14 - Sat, Feb 21

American Airlines flights from Saint Martin Island to Chicago O'Hare Intl Airport

Our best American Airlines deals on Saint Martin Island to Chicago O'Hare Intl Airport flight tickets
American Airlines
Feb 14
SXM3:33 pmSimpson Bay Princess Juliana
10h 37m
1 stop
ORD12:10 amChicago O'Hare Intl
Feb 21
ORD8:10 amChicago O'Hare Intl
5h 04m
SXM3:14 pmSimpson Bay Princess Juliana
$557
Find similar
American Airlines
Feb 14
SXM3:00 pmSimpson Bay Princess Juliana
5h 47m
ORD6:47 pmChicago O'Hare Intl
Feb 21
ORD5:26 pmChicago O'Hare Intl
17h 12m
1 stop
SXM12:38 pmSimpson Bay Princess Juliana
$561
Find similar
American Airlines
Feb 14
SXM3:00 pmSimpson Bay Princess Juliana
5h 47m
ORD6:47 pmChicago O'Hare Intl
Feb 21
ORD8:10 amChicago O'Hare Intl
5h 04m
SXM3:14 pmSimpson Bay Princess Juliana
$587
Find similar

Air Canada flights from Saint Martin Island to Chicago O'Hare Intl Airport

Our best Air Canada deals on Saint Martin Island to Chicago O'Hare Intl Airport flight tickets
Air Canada
Jan 22
SXM3:40 pmSimpson Bay Princess Juliana
29h 15m
2 stops
ORD6:55 pmChicago O'Hare Intl
Jan 25
ORD8:45 pmChicago O'Hare Intl
39h 55m
2 stops
SXM2:40 pmSimpson Bay Princess Juliana
$483
Find similar
Air Canada
Jan 22
SXM3:40 pmSimpson Bay Princess Juliana
25h 15m
1 stop
ORD2:55 pmChicago O'Hare Intl
Jan 25
ORD9:15 pmChicago O'Hare Intl
16h 45m
1 stop
SXM4:00 pmSimpson Bay Princess Juliana
$484
Find similar
Air Canada
Jan 22
SXM3:40 pmSimpson Bay Princess Juliana
29h 15m
2 stops
ORD6:55 pmChicago O'Hare Intl
Jan 25
ORD8:45 pmChicago O'Hare Intl
39h 55m
2 stops
SXM2:40 pmSimpson Bay Princess Juliana
$526
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Saint Martin Island to Chicago O'Hare Intl Airport 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 December 11, 2025.
Use the filters below to find and compare flights from Saint Martin Island to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

3:15 pm-12:18 am

1 stop11h 03m

Chicago O'Hare Intl

Sat 2/21

5:15 am-2:10 pm

1 stop6h 55m

$276

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

3:15 pm-12:18 am

1 stop11h 03m

Chicago O'Hare Intl

Sat 2/21

5:15 am-2:10 pm

1 stop6h 55m

$370

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 1/22

3:40 pm-6:55 pm

2 stops29h 15m

Chicago O'Hare Intl

Sun 1/25

8:45 pm-2:40 pm

2 stops39h 55m

$483

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 1/22

3:40 pm-2:55 pm

1 stop25h 15m

Chicago O'Hare Intl

Sun 1/25

9:15 pm-4:00 pm

1 stop16h 45m

$484

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 1/22

3:40 pm-6:55 pm

2 stops29h 15m

Chicago O'Hare Intl

Sun 1/25

8:45 pm-2:40 pm

2 stops39h 55m

$526

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 1/22

3:40 pm-6:51 pm

1 stop29h 11m

Chicago O'Hare Intl

Sun 1/25

9:15 pm-4:00 pm

1 stop16h 45m

$527

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

3:33 pm-12:10 am

1 stop10h 37m

Chicago O'Hare Intl

Sat 2/21

8:10 am-3:14 pm

Nonstop5h 04m

$557

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

3:00 pm-6:47 pm

Nonstop5h 47m

Chicago O'Hare Intl

Sat 2/21

5:26 pm-12:38 pm

1 stop17h 12m

$561

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

3:00 pm-6:47 pm

Nonstop5h 47m

Chicago O'Hare Intl

Sat 2/21

8:10 am-3:14 pm

Nonstop5h 04m

$587

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

3:00 pm-6:47 pm

Nonstop5h 47m

Chicago O'Hare Intl

Sat 2/21

8:10 am-3:14 pm

Nonstop5h 04m

$627

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Saint Martin Island 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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Monday when prices can be found for as low as $372. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Saint Martin Island because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $773.

What is the cheapest Saint Martin Island to Chicago O'Hare Intl flight route?

Fly from Simpson Bay Princess Juliana to Chicago O'Hare Intl for the best Saint Martin Island - Chicago O'Hare Intl flight prices

What cabin class options are available on Saint Martin Island to Chicago O'Hare Intl flights?

There are 3 cabin classes available to choose from on Saint Martin Island to Chicago O'Hare Intl 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 Saint Martin Island to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Saint Martin Island to Chicago O'Hare Intl Airport.

Cheap Saint Martin Island to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Saint Martin Island to Chicago O'Hare Intl Airport

Fastest flight time

5h 39m

Direct flights

Mon and Sun
The fastest flight from Saint Martin Island to Chicago O'Hare Intl Airport takes 5h 39m
Direct flights go from Saint Martin Island to Chicago O'Hare Intl Airport on Monday and Sunday. There are no airlines offering direct flights.
Search flight deals

  • When did momondo last update prices for flights from Saint Martin Island to Chicago O'Hare Intl Airport?

    Prices for flights from Saint Martin Island to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Saint Martin Island to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Saint Martin Island to Chicago O'Hare Intl Airport.

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

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Saint Martin Island 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
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Saint Martin Island to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Saint Martin Island to Chicago for you.

Can I find flights from Saint Martin Island to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Saint Martin Island to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Saint Martin Island to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Saint Martin Island. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Saint Martin Island to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 1/10
Sat 1/17
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago