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.

$461 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

Round-trip

One-way

Last minute

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

3:14 pm - 10:14 pmSXM-MDW

8h 00m1 stop

6:00 am - 2:49 pmMDW-SXM

6h 49m1 stop

$598Delta

Find Deal

Wed, Oct 29 - Mon, Nov 3

4:14 pm - 10:14 pmSXM-MDW

8h 00m1 stop

6:00 am - 2:55 pmMDW-SXM

6h 55m1 stop

$663Delta

Find Deal

Thu, Nov 6 - Thu, Nov 13

4:26 pm - 6:08 pmSXM-MDW

27h 42m2 stops

1:00 pm - 11:15 amMDW-SXM

21h 15m2 stops

$697Delta

Find Deal

Fri, Mar 6 - Tue, Mar 10

1:45 pm - 9:46 pmSXM-MDW

10h 01m1 stop

6:00 am - 1:53 pmMDW-SXM

6h 53m1 stop

$832Delta

Find Deal

Fri, Mar 6 - Tue, Mar 10

3:14 pm - 10:14 pmSXM-MDW

8h 00m1 stop

5:00 am - 1:49 pmMDW-SXM

6h 49m1 stop

$975Delta

Find Deal

Sun, Oct 26 - Sun, Nov 2

3:14 pm - 10:14 pmSXM-MDW

8h 00m1 stop

5:00 am - 1:49 pmMDW-SXM

6h 49m1 stop

$978Delta

Find Deal

Sun, Oct 26 - Sun, Nov 2

3:20 pm - 10:05 amSXM-MDW

19h 45m1 stop

11:00 am - 10:50 amMDW-SXM

21h 50m2 stops

$1,242Multiple Airlines

Find Deal

Sun, Oct 26 - Sun, Nov 2

4:20 pm - 1:08 pmSXM-MDW

22h 48m2 stops

1:47 pm - 3:21 pmMDW-SXM

23h 34m2 stops

$3,127WestJet

Find Deal

Thu, Nov 6 - Thu, Nov 13

Delta flights from St. Maarten to Chicago Midway Airport

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

Delta

Oct 29

SXM3:14 pmSimpson Bay Princess Juliana

8h 00m

1 stop

MDW10:14 pmChicago Midway

Nov 3

MDW6:00 amChicago Midway

6h 49m

1 stop

SXM2:49 pmSimpson Bay Princess Juliana

$598

Find similar

Delta

Nov 6

SXM4:14 pmSimpson Bay Princess Juliana

8h 00m

1 stop

MDW10:14 pmChicago Midway

Nov 13

MDW6:00 amChicago Midway

6h 55m

1 stop

SXM2:55 pmSimpson Bay Princess Juliana

$663

Find similar

Delta

Mar 6

SXM4:26 pmSimpson Bay Princess Juliana

27h 42m

2 stops

MDW6:08 pmChicago Midway

Mar 10

MDW1:00 pmChicago Midway

21h 15m

2 stops

SXM11:15 amSimpson Bay Princess Juliana

$697

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 10/29

3:14 pm-10:14 pm

1 stop8h 00m

Chicago Midway

Mon 11/3

6:00 am-2:49 pm

1 stop6h 49m

$598

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Thu 11/6

4:14 pm-10:14 pm

1 stop8h 00m

Chicago Midway

Thu 11/13

6:00 am-2:55 pm

1 stop6h 55m

$663

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Fri 3/6

4:26 pm-6:08 pm

2 stops27h 42m

Chicago Midway

Tue 3/10

1:00 pm-11:15 am

2 stops21h 15m

$697

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Fri 3/6

1:45 pm-9:46 pm

1 stop10h 01m

Chicago Midway

Tue 3/10

6:00 am-1:53 pm

1 stop6h 53m

$832

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 10/26

3:14 pm-10:14 pm

1 stop8h 00m

Chicago Midway

Sun 11/2

5:00 am-1:49 pm

1 stop6h 49m

$975

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 10/26

3:14 pm-10:14 pm

1 stop8h 00m

Chicago Midway

Sun 11/2

5:00 am-1:49 pm

1 stop6h 49m

$978

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 10/26

3:20 pm-10:05 am

1 stop19h 45m

Chicago Midway

Sun 11/2

11:00 am-10:50 am

2 stops21h 50m

$1,242

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Thu 11/6

4:20 pm-1:08 pm

2 stops22h 48m

Chicago Midway

Thu 11/13

1:47 pm-3:21 pm

2 stops23h 34m

$3,127

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Mon 1/5

4:28 pm-10:15 pm

2 stops31h 47m

$538

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Mon 1/5

4:28 pm-10:15 pm

2 stops31h 47m

$549

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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?

Delta is the most popular carrier 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

Direct flights	None

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.

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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.

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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.