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Saint Martin Island

$113+ Cheap flights from Chicago (CHI) to Saint Martin Island

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SXM
Jan 28 — Feb 41
Tue 1/28
Tue 2/4
1 adult, Economy
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Cheap flight deals from Chicago to Saint Martin Island

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Saint Martin Island (zzSCH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 23, 2025.

Round-trip from

$408
(CheapOair)

One-way from

$113
(Kiwi.com)
From Chicago (CHI) to Saint Martin Island
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One-way flight from Chicago (CHI) to Saint Martin Island
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Find flight deals from Chicago to Saint Martin Island

Cheapest flights from Chicago to Saint Martin Island
Explore the most affordable flight options available from Chicago to Saint Martin Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 23, 2025.

This CheapOair deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/217:13 pmORD - SXM
2 stops17h 17mSpirit Airlines
Fri 2/283:25 pmSXM - ORD
1 stop10h 33mSpirit Airlines
Deal found 1/23$402
This Kiwi.com deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/27:13 pmORD - SXM
2 stops19h 56mMultiple Airlines
Thu 3/611:55 amSXM - ORD
1 stop9h 56mMultiple Airlines
Deal found 1/22$409
This Orbitz deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/216:39 pmORD - SXM
2 stops43h 16mAir Canada
Mon 3/244:15 pmSXM - ORD
1 stop16h 46mAir Canada
Deal found 1/22$525
This Frontier deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/302:44 pmMDW - SXM
2 stops19h 14mFrontier
Sat 6/1412:18 pmSXM - MDW
2 stops12h 37mFrontier
Deal found 1/22$576
This Mytrip deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/265:35 pmMDW - SXM
2 stops16h 20mMultiple Airlines
Thu 4/312:05 pmSXM - MDW
2 stops29h 35mMultiple Airlines
Deal found 1/21$613
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/196:00 amMDW - SXM
1 stop7h 16mDelta
Fri 2/281:40 pmSXM - MDW
1 stop10h 40mDelta
Deal found 1/22$642
This Mytrip deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2610:25 amMDW - SXM
3 stops26h 51mWestJet
Thu 4/33:10 pmSXM - MDW
2 stops24h 07mWestJet
Deal found 1/21$791

Find flights from Chicago to Saint Martin Island within your budget

Customize your flight search to find flights from Chicago to Saint Martin Island 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, Cheapflights users made 2,558,603 searches. Data last updated January 23, 2025.

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ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 2/21

7:13 pm-2:30 pm

2 stops17h 17m

Simpson Bay Princess Juliana

Fri 2/28

3:25 pm-11:58 pm

1 stop10h 33m

$402

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 2/20

2:29 pm-2:30 pm

1 stop22h 01m

Simpson Bay Princess Juliana

Mon 2/24

6:31 pm-4:49 pm

2 stops24h 18m

$428

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 3/21

6:39 pm-2:55 pm

2 stops43h 16m

Simpson Bay Princess Juliana

Mon 3/24

4:15 pm-8:01 am

1 stop16h 46m

$525

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Fri 5/30

2:44 pm-10:58 am

2 stops19h 14m

Simpson Bay Princess Juliana

Sat 6/14

12:18 pm-11:55 pm

2 stops12h 37m

$580

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Fri 2/14

12:26 pm-2:30 pm

2 stops24h 04m

Simpson Bay Princess Juliana

Tue 2/18

4:10 pm-12:10 pm

1 stop22h 00m

$634

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Wed 2/19

6:00 am-3:16 pm

1 stop7h 16m

Simpson Bay Princess Juliana

Fri 2/28

1:40 pm-10:20 pm

1 stop10h 40m

$642

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 3/19

5:45 am-2:01 pm

1 stop7h 16m

Simpson Bay Princess Juliana

Wed 3/26

1:40 pm-8:58 pm

1 stop8h 18m

$642

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 3/23

6:58 pm-1:10 pm

1 stop17h 12m

Simpson Bay Princess Juliana

Thu 4/3

4:15 pm-6:24 am

2 stops15h 09m

$647

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Sun 3/23

7:09 pm-2:16 pm

2 stops42h 07m

Simpson Bay Princess Juliana

Thu 4/3

3:10 pm-6:18 pm

2 stops28h 08m

$3,089

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 2/17

5:00 am-2:30 pm

1 stop7h 30m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 15 results
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Best time to book a flight from Chicago to Saint Martin Island

Have a flexible travel schedule? Discover the best time to fly to Saint Martin Island from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Saint Martin Island

Get recent, data-driven insights about flights from Chicago to Saint Martin Island including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Saint Martin Island?

Currently, September is the cheapest month in which you can book a flight from Chicago to Saint Martin Island (average of $459). Flying from Chicago to Saint Martin Island in July is currently the most expensive (average of $684). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SCH?

Find hourly flight availability from Chicago to Saint Martin Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 23, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Saint Martin Island as you normally would.

Reviews of airlines servicing Saint Martin Island

Get insights into the airlines that provide service to Saint Martin Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Saint Martin Island. Reviews last updated January 23, 2025.
See what other customers who have flown with Spirit Airlines, Air Canada and Delta from Chicago to Saint Martin Island have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,508 reviews

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,508 reviews
Delta
8.0
Very good
8,508 reviews

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Copa Airlines
7.7
Good
1,654 reviews
Delta
8.0
Very good
8,508 reviews

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,970 reviews
Delta
8.0
Very good
8,508 reviews

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,828 reviews
Delta
8.0
Very good
8,508 reviews

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Canada
7.0
Good
8,633 reviews
Delta
8.0
Very good
8,508 reviews

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Saint Martin Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Saint Martin Island one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $113. However, be on the lookout for offers from Spirit Airlines and Air Canada, as they are both options that can get you from Chicago to Saint Martin Island for a low price.

  • What are the cheapest flights from Chicago to Saint Martin Island?

    On average you can expect to pay $703 for a flight from Chicago to Saint Martin Island. The cheapest flight overall is $308 while the most popular route, (Chicago O'Hare Intl - Simpson Bay Princess Juliana) is currently priced at $341.

  • Can I find deals for flights from Chicago to Saint Martin Island that include hotel bookings?

    Yes. In addition to deals on Chicago to Saint Martin Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Saint Martin Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Saint Martin Island.

  • Can I find deals for business class flights from Chicago to Saint Martin Island?

    Yes. Cheapflights offers flight deals from Chicago to Saint Martin Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Saint Martin Island?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Saint Martin Island (average of $459). Flying from Chicago to Saint Martin Island in July is currently the most expensive (average of $684). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Saint Martin Island

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Saint Martin Island

Discover the top 4 airlines that operate flights from Chicago to Saint Martin Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$271Average$450FlexibilityNo cancel feeOn-time65%
DeltaCheapest$554Average$770FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$579Average$728FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$644Average$875FlexibilityNo cancel feeOn-time69%
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