How old do you have to be to fly from St. Maarten to Chicago Midway 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 Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The necessary travel and health documents for your Chicago Midway 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.

$492 Cheap Flights from St. Maarten to Chicago Midway Airport in 2025/26

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Find the cheapest flights from St. Maarten to Chicago

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

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1:55 pm - 10:22 pm

SXM

MDW

10h 27m1 stop

6:00 am - 2:55 pm

MDW

SXM

6h 55m1 stop

$492Delta

Wed, Jan 28 - Wed, Feb 4

1:05 pm - 10:05 am

SXM

MDW

23h 00m2 stops

11:00 am - 11:55 am

MDW

SXM

22h 55m2 stops

$993Multiple Airlines

Wed, Jan 28 - Wed, Feb 4

4:20 pm - 5:55 pm

SXM

MDW

27h 35m2 stops

1:26 pm - 3:21 pm

MDW

SXM

23h 55m2 stops

$3,170WestJet

Thu, Jan 22 - Mon, Jan 26

4:20 pm - 5:55 pm

SXM

MDW

27h 35m2 stops

9:33 am - 3:21 pm

MDW

SXM

27h 48m2 stops

$3,176WestJet

Thu, Jan 22 - Mon, Jan 26

4:20 pm - 5:55 pm

SXM

MDW

27h 35m2 stops

9:33 am - 3:21 pm

MDW

SXM

27h 48m2 stops

$3,228WestJet

Thu, Jan 22 - Mon, Jan 26

WestJet flights from St. Maarten to Chicago Midway Airport

Our best WestJet deals on St. Maarten to Chicago Midway Airport flight tickets

WestJet

Jan 22

SXM4:20 pmSimpson Bay Princess Juliana

27h 35m

2 stops

MDW5:55 pmChicago Midway

Jan 26

MDW1:26 pmChicago Midway

23h 55m

2 stops

SXM3:21 pmSimpson Bay Princess Juliana

$3,170

Find similar

WestJet

Jan 22

SXM4:20 pmSimpson Bay Princess Juliana

27h 35m

2 stops

MDW5:55 pmChicago Midway

Jan 26

MDW9:33 amChicago Midway

27h 48m

2 stops

SXM3:21 pmSimpson Bay Princess Juliana

$3,176

Find similar

WestJet

Jan 22

SXM4:20 pmSimpson Bay Princess Juliana

27h 35m

2 stops

MDW5:55 pmChicago Midway

Jan 26

MDW9:33 amChicago Midway

27h 48m

2 stops

SXM3:21 pmSimpson Bay Princess Juliana

$3,228

Find similar

Delta flights from St. Maarten to Chicago Midway Airport

Our best Delta deals on St. Maarten to Chicago Midway Airport flight tickets

Delta

Jan 28

SXM1:55 pmSimpson Bay Princess Juliana

10h 27m

1 stop

MDW10:22 pmChicago Midway

Feb 4

MDW6:00 amChicago Midway

6h 55m

1 stop

SXM2:55 pmSimpson Bay Princess Juliana

$492

Find similar

Delta

Dec 21

SXM1:45 pmSimpson Bay Princess Juliana

10h 37m

1 stop

MDW10:22 pmChicago Midway

Dec 28

MDW6:00 amChicago Midway

6h 50m

1 stop

SXM2:50 pmSimpson Bay Princess Juliana

$1,274

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Wed 1/28

1:55 pm-10:22 pm

1 stop10h 27m

Chicago Midway

Wed 2/4

6:00 am-2:55 pm

1 stop6h 55m

$492

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Wed 1/28

1:05 pm-10:05 am

2 stops23h 00m

Chicago Midway

Wed 2/4

11:00 am-11:55 am

2 stops22h 55m

$993

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Thu 1/22

4:20 pm-5:55 pm

2 stops27h 35m

Chicago Midway

Mon 1/26

1:26 pm-3:21 pm

2 stops23h 55m

$3,170

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Thu 1/22

4:20 pm-5:55 pm

2 stops27h 35m

Chicago Midway

Mon 1/26

9:33 am-3:21 pm

2 stops27h 48m

$3,176

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Thu 1/22

4:20 pm-5:55 pm

2 stops27h 35m

Chicago Midway

Mon 1/26

9:33 am-3:21 pm

2 stops27h 48m

$3,228

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Fri 1/2

3:20 pm-1:59 pm

3 stops48h 39m

$624

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Fri 1/2

3:20 pm-1:21 pm

2 stops24h 01m

$689

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sat 1/3

2:35 pm-10:12 pm

1 stop9h 37m

$703

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 1/4

11:30 am-1:21 pm

3 stops27h 51m

$768

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Fri 3/20

12:55 pm-10:29 pm

1 stop10h 34m

$806

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first

How to get the cheapest flight ticket from St. Maarten to Chicago Midway 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 airline that flies from St. Maarten to Chicago Midway?

Frontier and Delta are the most popular carriers operating from St. Maarten to Chicago Midway

Cheap St. Maarten to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from St. Maarten to Chicago Midway Airport

Fastest flight time	10h 27m
Direct flights	None

The fastest flight from St. Maarten to Chicago Midway Airport takes 10h 27m

There are no direct flights from St. Maarten to Chicago Midway Airport. There are no popular flight routes from St. Maarten to Chicago Midway Airport.

Search flight deals

When did momondo last update prices for flights from St. Maarten to Chicago Midway Airport?
Prices for flights from St. Maarten to Chicago Midway Airport refresh daily.
How old do you have to be to fly from St. Maarten to Chicago Midway 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 Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway 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.

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

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

Yes. All flights to Chicago from St. Maarten on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between St. Maarten and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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.