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$244+ Cheap flights from St. Maarten 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — CHI
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from St. Maarten to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from St. Maarten (SX0) 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 November 21, 2024.

Find flight deals from St. Maarten to Chicago

Cheapest flights from St. Maarten to Chicago
Explore the most affordable flight options available from St. Maarten to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This Delta deal was found by Cheapflights users on 11/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/274:00 pmSXM - MDW
1 stop7h 46mDelta
Sun 12/16:00 amMDW - SXM
1 stop6h 35mDelta
Deal found 11/21$976
This Delta deal was found by Cheapflights users on 11/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/274:00 pmSXM - ORD
1 stop9h 59mDelta
Sun 12/16:00 amORD - SXM
1 stop6h 35mDelta
Deal found 11/21$976
This American Airlines deal was found by Cheapflights users on 11/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/273:20 pmSXM - ORD
2 stops10h 56mAmerican Airlines
Sun 12/15:00 amORD - SXM
1 stop7h 19mAmerican Airlines
Deal found 11/21$988

Find flights from St. Maarten to Chicago within your budget

Customize your flight search to find flights from St. Maarten 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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

4:45 pm-9:01 am

1 stop17h 16m

Chicago O'Hare Intl

Fri 4/25

8:25 pm-3:45 pm

1 stop18h 20m

$786

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

1:25 pm-6:09 pm

Nonstop5h 44m

Chicago O'Hare Intl

Fri 4/25

9:13 pm-12:29 pm

1 stop14h 16m

$1,589

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 1/10

3:25 pm-11:02 pm

1 stop9h 37m

$244

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 1/12

11:55 am-10:02 am

2 stops24h 07m

$289

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Thu 11/28

4:10 pm-4:40 pm

1 stop26h 30m

$364

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 3/30

3:55 pm-10:54 am

1 stop19h 59m

$380

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 3/11

1:40 pm-11:57 pm

1 stop11h 17m

$388

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 3/11

12:27 pm-11:58 pm

2 stops12h 31m

$397

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 1/12

2:46 pm-6:40 pm

Nonstop5h 54m

$408

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 4/25

12:21 pm-12:21 am

1 stop13h 00m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 12 results
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Best time to book a flight from St. Maarten to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from St. Maarten 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 St. Maarten to Chicago

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

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

Find hourly flight availability from St. Maarten 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 November 21, 2024.

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

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 November 21, 2024.
Delta
8.0
Very good
8,755 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
8,755 reviews
Delta
8.0
Very good
8,755 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 10

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

Copa Airlines
7.8
Good
1,779 reviews
Delta
8.0
Very good
8,755 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
9,172 reviews
Delta
8.0
Very good
8,755 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 10

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

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,755 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
8,755 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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 St. Maarten 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 St. Maarten to Chicago one-way?

    $244 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 $380 and $388, respectively.

  • What are the cheapest flights from St. Maarten to Chicago?

    Looking for the cheapest flight from St. Maarten to Chicago? While on average our users pay $618, our data indicates the cheapest price to be $413. The most popular route (Simpson Bay Princess Juliana - Chicago O'Hare Intl), is priced around $490.

  • Can I find deals for flights from St. Maarten to Chicago that include hotel bookings?

    Yes. In addition to deals on St. Maarten to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from St. Maarten to Chicago?

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

  • Can I find deals for business class flights from St. Maarten to Chicago?

    Yes. Cheapflights offers flight deals from St. Maarten 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 St. Maarten to Chicago?

    Currently, September is the cheapest month in which you can book a flight from St. Maarten to Chicago (average of $232). Flying from St. Maarten to Chicago in June is currently the most expensive (average of $308). 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

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