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Cheap flights from St. Maarten to Chicago (CHI) from $303

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 5/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SXM — CHI
May 11 — May 181
From?
To?
Sat 5/11
Sat 5/18
1 adult, Economy
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What is the cheapest month to fly from St. Maarten to Chicago?

Flights from St. Maarten to Chicago lean towards being more expensive in January. Prices are generally better when you fly from St. Maarten to Chicago in November, with the cheapest ticket starting at $214.

When is the cheapest time to fly from St. Maarten to Chicago (SX - CHI)?

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.

Cheap Spirit Airlines flights from St. Maarten to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between St. Maarten and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Sat 5/182:44 pmSXM - ORD
2 stops32h 28mSpirit Airlines
Sat 8/175:00 amORD - SXM
1 stop7h 44mSpirit Airlines
Deal found 5/5$463
Sat 5/182:44 pmSXM - ORD
3 stops32h 28mSpirit Airlines
Sat 8/175:00 amORD - SXM
1 stop7h 44mSpirit Airlines
Deal found 5/5$493

Cheap St. Maarten to Chicago flights in May & June 2024

Find cheap flight options from St. Maarten to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Prices were last updated on May 6, 2024.
Sat 5/184:14 pmSXM - ORD
1 stop9h 44mMultiple Airlines
Sat 8/175:00 amORD - SXM
1 stop7h 44mMultiple Airlines
Deal found 5/5$336
Sat 5/182:44 pmSXM - ORD
2 stops32h 28mSpirit Airlines
Sat 8/175:00 amORD - SXM
1 stop7h 44mSpirit Airlines
Deal found 5/5$463
Sat 5/182:44 pmSXM - ORD
3 stops32h 28mSpirit Airlines
Sat 8/175:00 amORD - SXM
1 stop7h 44mSpirit Airlines
Deal found 5/5$493
Sat 5/182:44 pmSXM - ORD
3 stops32h 28mMultiple Airlines
Sat 8/175:00 amORD - SXM
2 stops29h 28mMultiple Airlines
Deal found 5/5$562
Sat 5/182:44 pmSXM - ORD
3 stops32h 28mMultiple Airlines
Sat 8/177:26 amORD - SXM
3 stops27h 02mMultiple Airlines
Deal found 5/5$631
Sat 5/183:55 pmSXM - ORD
1 stop8h 35mUnited Airlines
Sat 8/1710:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Deal found 5/5$735
Thu 5/93:10 pmSXM - MDW
1 stop17h 45mDelta
Mon 5/136:00 amMDW - SXM
1 stop6h 40mDelta
Deal found 5/5$915
Thu 5/93:10 pmSXM - MDW
2 stops18h 56mDelta
Mon 5/135:47 pmMDW - SXM
2 stops18h 53mDelta
Deal found 5/5$919

St. Maarten to Chicago 2024 flight deals

Discover exclusive flight deals for travel between St. Maarten and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Sat 5/184:14 pmSXM - ORD
1 stop9h 44mMultiple Airlines
Sat 8/175:00 amORD - SXM
1 stop7h 44mMultiple Airlines
Deal found 5/5$336
Sat 5/182:44 pmSXM - ORD
2 stops32h 28mSpirit Airlines
Sat 8/175:00 amORD - SXM
1 stop7h 44mSpirit Airlines
Deal found 5/5$463
Sat 5/182:44 pmSXM - ORD
3 stops32h 28mSpirit Airlines
Sat 8/175:00 amORD - SXM
1 stop7h 44mSpirit Airlines
Deal found 5/5$493
Sat 5/182:44 pmSXM - ORD
3 stops32h 28mMultiple Airlines
Sat 8/175:00 amORD - SXM
2 stops29h 28mMultiple Airlines
Deal found 5/5$562
Sat 5/182:44 pmSXM - ORD
3 stops32h 28mMultiple Airlines
Sat 8/177:26 amORD - SXM
3 stops27h 02mMultiple Airlines
Deal found 5/5$631
Sat 5/183:55 pmSXM - ORD
1 stop8h 35mUnited Airlines
Sat 8/1710:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Deal found 5/5$735
Thu 5/93:10 pmSXM - MDW
1 stop17h 45mDelta
Mon 5/136:00 amMDW - SXM
1 stop6h 40mDelta
Deal found 5/5$915
Thu 5/93:10 pmSXM - MDW
2 stops26h 56mDelta
Mon 5/136:48 pmMDW - SXM
1 stop17h 52mDelta
Deal found 5/5$919

One-way flights to Chicago from St. Maarten

Search for one-way flight options from St. Maarten to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Wed 5/152:44 pmSXM - MDW
2 stops17h 10mMultiple Airlines
Deal found 5/5$303
Thu 5/309:45 amSXM - ORD
2 stops14h 44mMultiple Airlines
Deal found 5/5$337
Sat 7/203:05 pmSXM - ORD
1 stop19h 18mSpirit Airlines
Deal found 5/4$367
Sat 7/203:05 pmSXM - ORD
2 stops26h 04mSpirit Airlines
Deal found 5/4$370
Sat 7/201:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 5/4$373
Wed 5/158:10 amSXM - MDW
3 stops34h 07mMultiple Airlines
Deal found 5/5$396
Thu 5/302:12 pmSXM - ORD
1 stop10h 47mAmerican Airlines
Deal found 5/5$401
Thu 5/302:10 pmSXM - ORD
3 stops29h 13mMultiple Airlines
Deal found 5/5$438
Thu 5/303:10 pmSXM - MDW
2 stops18h 56mDelta
Deal found 5/5$443

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 2,719,943 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$336 - $735

Route

Depart

Return

Price

Simpson Bay Princess JulianaChicago O'Hare Intl

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 5/18

1 stop9h 44m

Chicago O'Hare Intl

Sat 8/17

1 stop7h 44m

$336

Simpson Bay Princess JulianaChicago O'Hare Intl

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 5/18

2 stops32h 28m

Chicago O'Hare Intl

Sat 8/17

1 stop7h 44m

$463

Simpson Bay Princess JulianaChicago O'Hare Intl

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 5/18

3 stops32h 28m

Chicago O'Hare Intl

Sat 8/17

1 stop7h 44m

$493

Simpson Bay Princess JulianaChicago O'Hare Intl

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 5/18

3 stops32h 28m

Chicago O'Hare Intl

Sat 8/17

2 stops29h 28m

$562

Simpson Bay Princess JulianaChicago O'Hare Intl

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 5/18

3 stops32h 28m

Chicago O'Hare Intl

Sat 8/17

3 stops27h 02m

$631

Simpson Bay Princess JulianaChicago O'Hare Intl

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 5/18

1 stop8h 35m

Chicago O'Hare Intl

Sat 8/17

Nonstop5h 06m

$735

Flights are sorted by cheapest first

Deals found on 5/5

No data available for this route at this time. Please check back soon.

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 May 6, 2024.
Delta
8.1
Very good
10,826 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,826 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
11,118 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,713 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Spirit Airlines
6.4
Okay
8,721 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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.

  • Can I find flights from St. Maarten to Chicago for under $400 on Cheapflights?

    Yes, there are multiple flights from St. Maarten to Chicago for under $400. The cheapest flight booked recently is on Multiple Airlines for just $336, but on average you can expect to pay $536.

  • What are the cheapest airlines to fly from St. Maarten to Chicago one-way?

    $367 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 United Airlines and American Airlines, with prices starting from $373 and $401, 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 $416, our data indicates the cheapest price to be $357. The most popular route (Simpson Bay Princess Juliana - Chicago Midway), is priced around $915.

  • What does SXM to ORD mean?

    SXM stands for Simpson Bay Princess Juliana Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from St. Maarten to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your St. Maarten to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from St. Maarten to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter St. Maarten to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from St. Maarten to Chicago that allow pets onboard?

    Many airlines flying from St. Maarten to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from St. Maarten to Chicago?

    Yes, you can often find last-minute deals on St. Maarten to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the St. Maarten to Chicago flight deals updated?

    The St. Maarten to Chicago flight deals you see on this page were last updated on 5/5.

See more FAQs

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Alternative routes for St. Maarten to Chicago
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Top airline flying from St. Maarten to Chicago

Discover the top airline that operate flights from St. Maarten to Chicago. 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 2,719,943 searches. Data last updated May 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$372Average$773FlexibilityNo cancel feeOn-time71%
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Search flights from St. Maarten to Chicago by cabin class

Find flights from St. Maarten to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Classfrom $357/person

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from St. Maarten to Chicago?

Cheapflights helps you search for flights from St. Maarten to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from St. Maarten to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from St. Maarten to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from St. Maarten to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from St. Maarten to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from St. Maarten to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from St. Maarten to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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