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$324+ Cheap flights from Saint Martin Island to Chicago (CHI)

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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — CHI
Jan 28 — Feb 41
Tue 1/28
Tue 2/4
1 adult, Economy
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Cheap flight deals from Saint Martin Island to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Saint Martin Island (zzSCH) to Chicago (CHI). 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

$539
(Kiwi.com)

One-way from

$324
(FlightHub)
From Saint Martin Island to Chicago (CHI)
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One-way flight from Saint Martin Island to Chicago (CHI)
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Find flight deals from Saint Martin Island to Chicago

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

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1911:55 amSXM - ORD
1 stop14h 03mMultiple Airlines
Fri 4/256:17 pmORD - SXM
2 stops16h 03mMultiple Airlines
Deal found 1/23$539
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/286:35 pmSXM - MDW
2 stops28h 21mFrontier
Thu 4/34:30 pmMDW - SXM
2 stops23h 35mFrontier
Deal found 1/22$554
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.
Tue 3/251:40 pmSXM - MDW
1 stop9h 43mDelta
Mon 3/316:00 amMDW - SXM
1 stop7h 01mDelta
Deal found 1/22$642
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.
Sat 7/1212:18 pmSXM - ORD
1 stop12h 20mFrontier
Fri 8/16:01 pmORD - SXM
2 stops15h 57mFrontier
Deal found 1/22$663
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/194:45 pmSXM - ORD
1 stop18h 16mAir Canada
Fri 4/258:25 pmORD - SXM
1 stop18h 20mAir Canada
Deal found 1/23$671
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/191:05 pmSXM - MDW
2 stops25h 05mMultiple Airlines
Wed 2/2610:19 amMDW - SXM
2 stops26h 57mMultiple Airlines
Deal found 1/22$753
This Flysmarter 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/232:46 pmSXM - ORD
Nonstop5h 54mLufthansa
Sun 3/29:40 pmORD - SXM
1 stop14h 11mLufthansa
Deal found 1/23$756
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/123:55 pmSXM - ORD
1 stop17h 08mUnited Airlines
Fri 8/19:13 pmORD - SXM
1 stop14h 16mUnited Airlines
Deal found 1/23$775
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/235:20 pmSXM - ORD
1 stop8h 57mAmerican Airlines
Sun 3/25:00 amORD - SXM
1 stop8h 10mAmerican Airlines
Deal found 1/23$783

Find flights from Saint Martin Island to Chicago within your budget

Customize your flight search to find flights from Saint Martin Island to Chicago 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.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

11:55 am-12:58 am

1 stop14h 03m

Chicago O'Hare Intl

Fri 4/25

6:17 pm-11:20 am

2 stops16h 03m

$539

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Fri 3/28

6:35 pm-9:56 pm

2 stops28h 21m

Chicago Midway

Thu 4/3

4:30 pm-5:05 pm

2 stops23h 35m

$554

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Tue 3/25

1:40 pm-10:23 pm

1 stop9h 43m

Chicago Midway

Mon 3/31

6:00 am-2:01 pm

1 stop7h 01m

$642

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 7/12

12:18 pm-11:38 pm

1 stop12h 20m

Chicago O'Hare Intl

Fri 8/1

6:01 pm-10:58 am

2 stops15h 57m

$663

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

4:45 pm-10:01 am

1 stop18h 16m

Chicago O'Hare Intl

Fri 4/25

8:25 pm-3:45 pm

1 stop18h 20m

$671

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Wed 2/19

1:05 pm-12:10 pm

2 stops25h 05m

Chicago Midway

Wed 2/26

10:19 am-3:16 pm

2 stops26h 57m

$753

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 2/23

2:46 pm-6:40 pm

Nonstop5h 54m

Chicago O'Hare Intl

Sun 3/2

9:40 pm-1:51 pm

1 stop14h 11m

$756

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 7/12

3:55 pm-8:03 am

1 stop17h 08m

Chicago O'Hare Intl

Fri 8/1

9:13 pm-12:29 pm

1 stop14h 16m

$775

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 2/23

5:20 pm-12:17 am

1 stop8h 57m

Chicago O'Hare Intl

Sun 3/2

5:00 am-3:10 pm

1 stop8h 10m

$783

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 4/25

3:07 pm-4:52 pm

2 stops26h 45m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 18 results
1
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Best time to book a flight from Saint Martin Island to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Saint Martin Island 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 Saint Martin Island to Chicago

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

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

Find hourly flight availability from Saint Martin Island to Chicago. 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.

When flying from Saint Martin Island to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated January 23, 2025.
Delta
8.0
Very good
8,508 reviews

Crew

8.6

Food

7.3

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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

Crew

8.6

Food

7.3

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,971 reviews
Delta
8.0
Very good
8,508 reviews

Crew

8.6

Food

7.3

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,508 reviews

Crew

8.6

Food

7.3

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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

Crew

8.6

Food

7.3

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,635 reviews
Delta
8.0
Very good
8,508 reviews

Crew

8.6

Food

7.3

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Saint Martin Island to Chicago. 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 Saint Martin Island to Chicago one-way?

    $324 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Air Canada and Delta, with prices starting from $371 and $395, respectively.

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

    The cheapest flight price from Saint Martin Island to Chicago is $638. On average you can expect to pay $1,615. The most popular route, (Simpson Bay Princess Juliana - Chicago O'Hare Intl), can usually be booked for $600.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Saint Martin Island to Chicago 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 Saint Martin Island to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Saint Martin Island to Chicago (average of $245). Flying from Saint Martin Island to Chicago in March is currently the most expensive (average of $322). 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.

See more FAQs

Traveling to a place near Saint Martin Island?

Book flights to Saint Martin Island if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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