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Chicago to St Maarten Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to St Maarten

Departure Arrival Travel dates Round-trip
CHI SXM Tue, Nov 11 - Wed, Nov 12 $516
CHI SXM Tue, Nov 11 - Wed, Nov 12 $530
CHI SXM Wed, Dec 3 - Thu, Dec 11 $541
CHI SXM Sun, Nov 9 - Sat, Nov 15 $547
CHI SXM Thu, Jan 8 - Tue, Jan 13 $609
CHI SXM Mon, Dec 8 - Thu, Dec 11 $610
CHI SXM Wed, Feb 25 - Sat, Mar 7 $637
CHI SXM Fri, Jan 23 - Sat, Jan 31 $896
CHI SXM Thu, Jan 8 - Tue, Jan 13 $935
CHI SXM Sun, Nov 23 - Thu, Dec 4 $2,190

Chicago and St Maarten airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ORD to SXM

    Terminal Carriers
    Terminal 1 United Airlines
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Airports in St Maarten , SX
map of airports in St Marteen
  • 1

    Princess Juliana International Airport (SXM)

    Distance from City Center: 1.6 miles

    Carriers for flights from CHI to SXM

    Carriers
    United Airlines
  • 2

    Wallblake (AXA)

    Distance from City Center: 11.7 miles

  • 3

    Gustaf III Airport (SBH)

    Distance from City Center: 19.4 miles

  • 4

    Esperance (SFG)

    Distance from City Center: 5.1 miles

  • 5

    F D Roosevelt (EUX)

    Distance from City Center: 38.3 miles

  • 6

    J. Yrausquin (SAB)

    Distance from City Center: 28 miles

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Cheap flights from Chicago to St Maarten

Sun Mon Tue Wed Thu Fri Sat
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$530
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured St Maarten Airport Hotels

Hotel only $180

Grand Case Beach Club

3 stars
4.5 / 5 137 reviews

Grand Case Map

EVERY 5TH NIGHT FREE

...Princess Juliana International Airport (10 mi/16.1 km) Nearby attractions.... More

Hotel only $259

All Inclusive - Sonesta Maho Beach Resort and Casino St. Maarten

4 stars
3.5 / 5 44 reviews

Maho Bay, Rhine Road 1 Map

3RD NIGHT FREE

...The 10-acre, 520-room beachfront property is conveniently located on the island's southwest shore just minutes from the airport and features a large signature pool area with swim-up pool bar,... More

Hotel only $120

Flamboyant Le Village

3 stars
2.9 / 5 19 reviews

Route Des Terres Basses-Baie Nettle Map

...Princess Juliana International Airport (4.5 mi/7.2 km) Nearby attractions.... More

Hotel only $206

Marquis Boutique Hotel

3 stars
4.1 / 5 7 reviews

01 Pigeon Pea Hill Map

45% off SUMMER SALE

Boutique hotel with stunning, sandy surroundings and relaxing servicesHidden away beside the pristine waters of Anse Marcel beach, the Hotel Marquis Resort & Spa is ideal for travelers looking... More

Hotel only $108

Sapphire Beach Club and Resort

3 stars
3.1 / 5 24 reviews

147 Lowlands - Cupecoy Beach Map

Advance Purchase - Save 30% Off 2 Nights

180-room resort on the pearly white sands of Dutch Sint Maarten Conveniently located near the international airport and overlooking the shores of Cupecoy Bay, this resort in Sint Maarten, the... More

Le Domaine Resort and Spa

4 stars
3.9 / 5 16 reviews

Anse Marcel Map

...Princess Juliana International Airport (10 mi/16 km) Nearby attractions.... More

October

Lowest roundtrip airfare in October from Chicago to St Maarten

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Oct 25 Chicago (ORD) St Maarten (SXM) Spirit Airlines $530
Earn $5.30
Return Sat, Nov 1 St Maarten (SXM) Chicago (ORD) Spirit Airlines

Best one-week trip in October from Chicago to St Maarten

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Oct 25 Chicago (ORD) St Maarten (SXM) Spirit Airlines $530
Earn $5.30
Return Sat, Nov 1 St Maarten (SXM) Chicago (ORD) Spirit Airlines
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November

Cheapest weekend flights in November from Chicago to St Maarten

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Nov 6 Chicago (ORD) St Maarten (SXM) US Airways $548
Earn $5.48
Return Sat, Nov 8 St Maarten (SXM) Chicago (ORD) US Airways

Lowest roundtrip airfare in November from Chicago to St Maarten

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 11 Chicago (ORD) St Maarten (SXM) American Airlines $516
Earn $5.16
Return Wed, Nov 12 St Maarten (SXM) Chicago (ORD) American Airlines

Best one-week trip in November from Chicago to St Maarten

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Nov 15 Chicago (ORD) St Maarten (SXM) Spirit Airlines $530
Earn $5.30
Return Sat, Nov 22 St Maarten (SXM) Chicago (ORD) Spirit Airlines
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December

Lowest roundtrip airfare in December from Chicago to St Maarten

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Dec 3 Chicago (ORD) St Maarten (SXM) jetBlue $541
Earn $5.41
Return Thu, Dec 11 St Maarten (SXM) Chicago (ORD) jetBlue

Best one-week trip in December from Chicago to St Maarten

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Dec 6 Chicago (ORD) St Maarten (SXM) US Airways $601
Earn $6.01
Return Sat, Dec 13 St Maarten (SXM) Chicago (ORD) US Airways
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Flights to St Marteen

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Princess Juliana International Airport

The Caribbean island of St. Marteen is a haven for anyone who loves the outdoors. Also known as St. Martin, the island gets millions of visitors every year. Finding cheap flights to St. Marteen might sound impossible, but the task is easy when you look for flights through Orbitz.com. Orbitz can help you get a seat on a flight arriving almost any time that you want. These flights arrive in St. Martin through the Princess Juliana International Airport. Air Canada, American Airlines, and other seasonal and charter companies handle flights at this airport, which is just 20 minutes from many of the top attractions and hotels.

Transportation to Hotels

Many local hotels and hotel chains offer free shuttle buses. The buses depart from the airport at regular intervals, dropping passengers off at the hotel. Local cab companies also make pickups at the airport, and you might pay $20 for a ride to your hotel. Many travelers get around by renting a car, but keep in mind that traffic jams are common.

Weather in St. Marteen

The tropical climate in St. Marteen brings warm weather to the island. Temperatures in the high 80s and low 90s are common in the summer, while the winter temperatures usually remain in the 60s. You should plan your trip around the rainy season, which can result in hurricanes or other harsh weather conditions.

Highlights on the Island

Outdoor attractions and activities abound on St. Marteen. You can try your hand at snorkeling, parasailing, scuba diving, or just spend some time on the beach. With so many things to do on the island, you might have problems finding low-fare tickets. Orbitz.com offers dozens of cheap flights to St. Marteen every day, which makes it easy to plan your trip.

Aircraft options between Chicago and St Maarten

Equipment Carrier
Boeing 737-700 Passenger United Airlines