$208 Find Cheap Flights from St. Maarten to Illinois

1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Illinois, as well as popular online travel agencies
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KAYAK's insights & trends for flights to Illinois

Get data-powered insights and trends for flights to Illinois to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Illinois?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to Illinois from St. Maarten found in the last 72 hours was to Chicago O'Hare Intl Airport, at $389 round-trip. The most popular route is Simpson Bay (SXM) to Chicago O'Hare Intl Airport (ORD) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $389.


Good to know

Cheapest flight$208
Flight from Simpson Bay to Chicago O'Hare Airport

FAQs for booking flights from St. Maarten to Illinois

  • How does KAYAK find such low prices on flights from St. Maarten to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from St. Maarten to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from St. Maarten to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from St. Maarten to Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from St. Maarten to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from St. Maarten to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from St. Maarten to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from St. Maarten to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Monday where round-trip tickets can be as cheap as $372. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $773 on average.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally in the evening, when round-trip flights cost $614 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $735.

Top airline flying from St. Maarten to Illinois

 
See real verified KAYAK customer reviews for airlines flying to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from St. Maarten to Illinois. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from St. Maarten to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
6.5Food
7.5Boarding
6.9Entertainment
7.2Comfort
8.0Crew
Airline reviews

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

2.0 MediocreAnna Maria, Jun 2025PHL - ORD
Read more American Airlines reviews

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Book cheap flights from St. Maarten to Illinois

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Illinois found on KAYAK in the last 72 hours.
10/9Thu
1 stopAmerican Airlines
8h 47mSXM-ORD
10/15Wed
1 stopAmerican Airlines
7h 13mORD-SXM
$588
10/9Thu
1 stopAmerican Airlines
8h 47mSXM-ORD
10/15Wed
2 stopsAmerican Airlines
8h 55mORD-SXM
$592
10/9Thu
1 stopAmerican Airlines
17h 52mSXM-ORD
10/15Wed
1 stopAmerican Airlines
21h 22mORD-SXM
$613
10/9Thu
1 stopAmerican Airlines
8h 47mSXM-ORD
10/15Wed
2 stopsAmerican Airlines
15h 30mORD-SXM
$617
10/9Thu
2 stopsAmerican Airlines
18h 19mSXM-ORD
10/15Wed
2 stopsAmerican Airlines
18h 29mORD-SXM
$694

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Illinois found on KAYAK in the last 72 hours.
7/12Sat
1 stopSpirit Airlines
9h 48mSXM-ORD
$208
7/11Fri
1 stopSpirit Airlines
9h 48mSXM-ORD
$238
7/7Mon
1 stopSpirit Airlines
18h 45mSXM-ORD
$239
7/7Mon
1 stopSpirit Airlines
18h 45mSXM-ORD
$245
6/21Sat
1 stopFrontier
8h 41mSXM-MDW
$284
6/21Sat
1 stopFrontier
19h 33mSXM-ORD
$289
6/22Sun
2 stops
35h 02mSXM-ORD
$331
6/22Sun
1 stop
19h 35mSXM-MDW
$357
6/26Thu
1 stopAmerican Airlines
8h 55mSXM-ORD
$465
6/22Sun
2 stopsWestJet
44h 31mSXM-MDW
$526

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Last minute flights to Illinois

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Illinois that are departing in the next 10 days.
6/14Sat
multi-stop
19h 33mSXM-ORD
6/21Sat
multi-stop
7h 55mORD-SXM
$604
6/14Sat
multi-stop
17h 40mSXM-ORD
6/21Sat
multi-stop
21h 02mORD-SXM
$656
6/14Sat
multi-stop
27h 03mSXM-ORD
6/21Sat
multi-stop
21h 02mORD-SXM
$792
6/14Sat
multi-stop
27h 03mSXM-ORD
6/21Sat
multi-stop
15h 50mORD-SXM
$809
6/14Sat
multi-stop
27h 03mSXM-ORD
6/21Sat
multi-stop
34h 34mORD-SXM
$813

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Everything you need to know for your flight to Illinois

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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