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$183 Find cheap flights from St. Maarten to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 5/19. 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.
1 adult
0 bags
Sun 6/9
Sun 6/16

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, 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 Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,156,178 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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Flights to O'Hare Intl - Travel Insights & Trends

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

What is the cheapest day to fly to Chicago?

The average price of all flights to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where tickets can be as cheap as $586. On the other hand, the most expensive day to fly is Saturday, where prices are $821 on average.

What is the cheapest time of day to fly to Chicago O'Hare Intl Airport?

The average price for all flights to Chicago O'Hare Intl Airport depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the evening, when flights cost $729 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $1,076.

What is a good deal for flights to Chicago O'Hare Intl Airport?

If you’re looking for cheap airfare to Chicago O'Hare Intl Airport, 25% of our users found tickets to Chicago O'Hare Intl Airport for the following prices or less: From Simpson Bay $580 one-way - $357 round-trip.

Which airline offers the most flights to Chicago O'Hare Intl Airport?

Of the 12 airlines that fly to Chicago O'Hare Intl Airport, United Airlines offers the most flights, with around 5,149 per week, followed by American Airlines with 4,284 flights per week.

How long is the flight to Chicago O'Hare Intl Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular route to Chicago on KAYAK is from Simpson Bay, which takes 9h 45m.

How many direct flights to Chicago O'Hare Intl Airport are there each day?

There are around 1,539 direct flights from within St. Maarten to Chicago O'Hare Intl Airport every day. Most flights depart in the morning, with 6:00 am the most common departure time and 52% of flights departing in the morning.

How many direct flights to Chicago O'Hare Intl Airport are there each week?

Each week there are around 10,773 direct flights from within St. Maarten to Chicago O'Hare Intl Airport. The most common day for departures is Monday, with 15% of flights taking off on this day.

How many long-haul flights are there to Chicago O'Hare Intl Airport each week?

There are not any long-haul (6-12 hour flight duration) or short-haul (up to 3 hour flight duration) flights to Chicago O'Hare Intl Airport. Instead, there are 1 medium-haul flights (3-6 hour flight duration), with the most arriving from Simpson Bay.

How many cities have direct flights to Chicago O'Hare Intl Airport?

From St. Maarten, there are direct flights to Chicago O'Hare Intl Airport from 1 city. This city is Simpson Bay and there are 1 direct flights each week.

Good to know

High season

March

Cheapest flight

$183
Most popular time to fly and prices are also 3% lower on average.
Flight from Simpson Bay to Chicago O'Hare Airport

FAQs - booking Chicago O'Hare Airport flights

  • How far is Chicago O'Hare Airport from central Chicago?

    There are 16 miles between Chicago city center and Chicago O'Hare Airport.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $506. The cheapest price found on KAYAK in the last 2 weeks cost $357 and departed from Simpson Bay Princess Juliana Airport.

  • How does KAYAK find such low prices on flights to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport 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 to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Chicago O'Hare Airport

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago O'Hare Airport flight deals.

Prefer to fly non-stop to Chicago O'Hare Intl?

Find which airlines fly direct to O'Hare Intl, which days they fly and book direct flights.

Nonstop departures

St. Maarten to Chicago O'Hare Intl

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to St. Maarten

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights
See more direct flights

Top airline flying from St. Maarten to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from St. Maarten to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to O'Hare Intl? 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.
7.3
American AirlinesOverall score based on 14641 reviews
7.1Entertainment
7.6Boarding
6.6Food
8.0Crew
7.2Comfort
Airline reviews

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

10.0 ExcellentAnonymous, May 2024CDG - ORD
Read more about American Airlines reviews

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

The CX617 from HK to BKK was delayed more than 1.5 hours.

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

Book cheap flights from St. Maarten to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
5/19Sun
1 stopFrontier
9h 51mSXM-ORD
$183
5/15Wed
1 stopSpirit Airlines
27h 56mSXM-ORD
$281
5/15Wed
2 stopsSpirit Airlines
21h 24mSXM-ORD
$321
5/19Sun
2 stops
54h 23mSXM-ORD
$372
5/19Sun
3 stops
35h 53mSXM-ORD
$420
5/15Wed
3 stops
25h 45mSXM-ORD
$439

Search by stops

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Last minute flights to O'Hare Intl

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 Chicago that are departing in the next 10 days.
5/15Wed
multi-stop
9h 45mSXM-ORD
5/18Sat
multi-stop
20h 11mORD-SXM
$334
5/15Wed
multi-stopSpirit Airlines
20h 11mSXM-ORD
5/21Tue
multi-stopSpirit Airlines
18h 04mORD-SXM
$407
5/15Wed
multi-stopSpirit Airlines
20h 11mSXM-ORD
5/19Sun
multi-stopSpirit Airlines
18h 04mORD-SXM
$464
5/13Mon
multi-stop
9h 45mSXM-ORD
5/18Sat
multi-stop
20h 11mORD-SXM
$474
5/15Wed
multi-stopSpirit Airlines
26h 44mSXM-ORD
5/21Tue
multi-stopSpirit Airlines
18h 04mORD-SXM
$488
5/15Wed
multi-stopSpirit Airlines
9h 45mSXM-ORD
5/18Sat
multi-stopSpirit Airlines
7h 44mORD-SXM
$491
5/15Wed
multi-stopDelta
22h 32mSXM-ORD
5/18Sat
multi-stopDelta
7h 00mORD-SXM
$944
5/15Wed
multi-stopDelta
17h 30mSXM-ORD
5/18Sat
multi-stopDelta
7h 00mORD-SXM
$984
5/15Wed
multi-stopAmerican Airlines
12h 24mSXM-ORD
5/18Sat
multi-stopAmerican Airlines
14h 15mORD-SXM
$1,003
5/15Wed
multi-stopAmerican Airlines
12h 24mSXM-ORD
5/18Sat
multi-stopAmerican Airlines
16h 03mORD-SXM
$1,008

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Flights to Chicago O'Hare Airport

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - St. Maarten

Cabin classes:

$965
$357

Popular routes

The most searched flights to Chicago O'Hare Airport by KAYAK users.