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Cheap flights from Chicago to St. Maarten from $154

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to St. Maarten departing on 6/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to St. Maarten

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to St. Maarten.
Spirit Airlines Logo
5:05 am - 2:00 pmORD-SXM
7h 55m1 stop
Spirit Airlines Logo
3:05 pm - 8:50 amSXM-ORD
18h 45m1 stop
$382Spirit Airlines
Find Deal
Mon, Jun 2 - Mon, Jun 9
Spirit Airlines Logo
7:35 pm - 2:00 pmORD-SXM
17h 25m1 stop
Spirit Airlines Logo
3:05 pm - 8:50 amSXM-ORD
18h 45m1 stop
$387Spirit Airlines
Find Deal
Fri, May 9 - Mon, May 12
 Logo
5:05 am - 2:01 pmORD-SXM
7h 56m1 stop
 Logo
12:36 pm - 7:08 amSXM-ORD
19h 32m1 stop
Wed, Jul 16 - Sat, Jul 26
 Logo
5:05 am - 2:00 pmORD-SXM
7h 55m1 stop
 Logo
12:33 pm - 12:06 amSXM-ORD
12h 33m1 stop
Sat, May 31 - Sat, Jun 7
American Airlines Logo
5:00 am - 2:24 pmORD-SXM
8h 24m1 stop
American Airlines Logo
2:05 pm - 9:43 pmSXM-ORD
8h 38m1 stop
$622American Airlines
Find Deal
Sun, May 25 - Tue, Jun 3
American Airlines Logo
5:00 am - 2:24 pmORD-SXM
8h 24m1 stop
American Airlines Logo
2:24 pm - 12:11 amSXM-ORD
10h 47m2 stops
$627American Airlines
Find Deal
Sun, May 25 - Tue, Jun 3
Delta Logo
6:00 am - 1:50 pmMDW-SXM
6h 50m1 stop
Delta Logo
3:15 pm - 9:44 pmSXM-MDW
7h 29m1 stop
$710Delta
Find Deal
Sat, Sep 13 - Sat, Sep 20
Delta Logo
6:00 am - 1:48 pmORD-SXM
6h 48m1 stop
Delta Logo
3:10 pm - 11:55 pmSXM-ORD
9h 45m1 stop
$722Delta
Find Deal
Tue, Jul 29 - Sat, Aug 2
United Airlines Logo
6:00 am - 2:43 pmORD-SXM
7h 43m1 stop
United Airlines Logo
1:35 pm - 10:12 pmSXM-ORD
9h 37m1 stop
$1,162United Airlines
Find Deal
Sat, May 24 - Sat, May 31
United Airlines Logo
8:52 am - 11:20 amORD-SXM
25h 28m1 stop
United Airlines Logo
1:16 pm - 6:10 pmSXM-ORD
5h 54mnonstop
$2,716United Airlines
Find Deal
Sat, Oct 18 - Sat, Nov 1

Frontier flights from Chicago to St. Maarten

Our best Frontier deals on Chicago to St. Maarten flight tickets
Frontier
May 30
MDW9:12 pmChicago Midway
13h 12m
1 stop
SXM11:24 amSimpson Bay Princess Juliana
Jun 14
SXM12:36 pmSimpson Bay Princess Juliana
8h 41m
1 stop
MDW8:17 pmChicago Midway
Frontier
Jun 6
MDW9:12 pmChicago Midway
13h 11m
1 stop
SXM11:23 amSimpson Bay Princess Juliana
Jun 14
SXM12:36 pmSimpson Bay Princess Juliana
8h 41m
1 stop
MDW8:17 pmChicago Midway
Frontier
May 31
MDW6:10 amChicago Midway
9h 52m
2 stops
SXM5:02 pmSimpson Bay Princess Juliana
Jun 14
SXM12:36 pmSimpson Bay Princess Juliana
8h 41m
1 stop
MDW8:17 pmChicago Midway

Spirit Airlines flights from Chicago to St. Maarten

Our best Spirit Airlines deals on Chicago to St. Maarten flight tickets
Spirit Airlines
Jun 2
ORD5:05 amChicago O'Hare Intl
7h 55m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Jun 9
SXM3:05 pmSimpson Bay Princess Juliana
18h 45m
1 stop
ORD8:50 amChicago O'Hare Intl
Spirit Airlines
May 9
ORD7:35 pmChicago O'Hare Intl
17h 25m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
May 12
SXM3:05 pmSimpson Bay Princess Juliana
18h 45m
1 stop
ORD8:50 amChicago O'Hare Intl
Spirit Airlines
May 17
ORD5:05 amChicago O'Hare Intl
7h 55m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
May 31
SXM3:05 pmSimpson Bay Princess Juliana
10h 00m
1 stop
ORD12:05 amChicago O'Hare Intl

See travel insights to St. Maarten from

How to get the cheapest flight ticket from Chicago to St. Maarten

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 month to fly to St. Maarten?

The cheapest month to fly to St. Maarten from Chicago is in September. Flight prices, which tend to average around $644, are often lower during this time because this is during the off-season. If you’re not able to fly to St. Maarten in September, then October is your next best option. Flight prices from Chicago to St. Maarten during October average around $656.

What is the cheapest day to depart on your flight to St. Maarten?

According to our data, Monday is the cheapest day to fly to St. Maarten from Chicago. The lowest ticket price found for a Monday departure recently was $636. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to St. Maarten is Saturday, with ticket prices averaging around $931.

What is the cheapest time of day to depart on your flight to St. Maarten?

At noon is the cheapest time of day to fly from Chicago to St. Maarten when you can find flight prices for as low as $417. Flying to St. Maarten at noon is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to St. Maarten is in the morning when prices are around $913.

What is the cheapest Chicago to St. Maarten flight route?

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

How far in advance should I book a flight to St. Maarten?

You are more likely to see cheaper flights to St. Maarten from Chicago when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to St. Maarten for around $746 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to St. Maarten from Chicago for as low as $606 on momondo.

What cabin class options are available on Chicago to St. Maarten flights?

There are 3 cabin classes available to choose from on Chicago to St. Maarten flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Chicago to St. Maarten flight deals and tips

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

Best Price Found

$154

Fastest flight time

6h 48m

Direct flights

None

Airports in St. Maarten

1 airport
The best one-way flight to St. Maarten from Chicago in the past 72 hours is $154. The best round-trip flight deal from Chicago to St. Maarten found on momondo in the last 72 hours is $382.
The fastest flight from Chicago to St. Maarten takes 6h 48m
There are no direct flights from Chicago to St. Maarten. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Simpson Bay Princess Juliana Airport and Chicago Midway Airport - Simpson Bay Princess Juliana Airport.
There is 1 airport near St. Maarten: Simpson Bay Princess Juliana (SXM)

  • When did momondo last update prices for flights from Chicago to St. Maarten?

    Prices for flights from Chicago to St. Maarten were last updated today.

  • How many operators does momondo search for flights from Chicago to St. Maarten?

  • How old do you have to be to fly from Chicago to St. Maarten?

    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 Chicago to St. Maarten.

  • What documentation or ID do you need to fly to St. Maarten?

    The travel and health documents required for your trip to St. Maarten can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at St. Maarten. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to St. Maarten?


Best airlines flying from Chicago to St. Maarten

Compare and see reviews for airlines that fly from Chicago to St. Maarten with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $325Free CancellationRating
6.3
7,940 reviews
Search Spirit Airlines flights
DeltaPriceFrom $554Free CancellationRating
8.0
7,920 reviews
Search Delta flights
American AirlinesPriceFrom $604Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $647Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights

Why use momondo?

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

Finding the right flight to St. Maarten from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to St. Maarten quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to St. Maarten from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Chicago and St. Maarten 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 Chicago to St. Maarten right now. Can momondo alert me if prices change?

If you are simply researching potential flights to St. Maarten, momondo offers a useful price alert feature which will track prices for flights to St. Maarten from Chicago and alert you when they change.


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