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Simpson Bay

$134+ Cheap flights from Illinois to Simpson Bay (SXM)

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Illinois to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Simpson Bay (SXM). 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 20, 2024.

Find flight deals from Illinois to Simpson Bay

Cheapest flights from Illinois to Simpson Bay
Explore the most affordable flight options available from Illinois to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/137:45 pmORD - SXM
2 stops19h 34mMultiple Airlines
Fri 12/206:29 pmSXM - ORD
1 stop27h 44mMultiple Airlines
Deal found 11/19$367
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/165:00 amORD - SXM
1 stop7h 30mSpirit Airlines
Fri 12/203:25 pmSXM - ORD
1 stop30h 26mSpirit Airlines
Deal found 11/20$448
This Delta deal was found by Cheapflights users on 11/20. 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.
Tue 12/316:00 amSTL - SXM
1 stop7h 11mDelta
Thu 1/91:40 pmSXM - STL
1 stop11h 57mDelta
Deal found 11/20$595
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/315:15 amSTL - SXM
1 stop7h 13mAmerican Airlines
Thu 1/94:18 pmSXM - STL
2 stops20h 30mAmerican Airlines
Deal found 11/19$599
This Justfly.com deal was found by Cheapflights users on 11/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/68:25 pmORD - SXM
2 stops41h 30mAir Canada
Mon 12/95:15 pmSXM - ORD
2 stops43h 39mAir Canada
Deal found 11/18$624
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/315:02 amORD - SXM
1 stop7h 40mAmerican Airlines
Tue 1/215:19 pmSXM - ORD
1 stop9h 08mAmerican Airlines
Deal found 11/19$630
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/612:05 pmMDW - SXM
2 stops21h 50mMultiple Airlines
Sun 12/84:10 pmSXM - MDW
1 stop21h 00mMultiple Airlines
Deal found 11/20$698
This Delta deal was found by Cheapflights users on 11/20. 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.
Mon 12/166:00 amMDW - SXM
1 stop6h 35mDelta
Fri 12/201:50 pmSXM - MDW
1 stop10h 16mDelta
Deal found 11/20$795
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/46:30 amSTL - SXM
3 stops27h 25mMultiple Airlines
Fri 12/1310:00 amSXM - STL
3 stops31h 21mMultiple Airlines
Deal found 11/19$1,017
This CheapOair deal was found by Cheapflights users on 11/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/273:50 pmSTL - SXM
2 stops46h 05mAir Canada
Sun 1/54:55 pmSXM - STL
2 stops24h 11mAir Canada
Deal found 11/18$2,008
This WestJet deal was found by Cheapflights users on 11/19. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/137:14 pmMDW - SXM
2 stops42h 03mWestJet
Fri 12/204:10 pmSXM - MDW
2 stops27h 34mWestJet
Deal found 11/19$3,248

Find flights from Illinois to Simpson Bay within your budget

Customize your flight search to find flights from Illinois to Simpson Bay 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 2,629,791 searches. Data last updated November 20, 2024.

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Route

Depart

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Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 1/24

10:01 pm-5:19 pm

2 stops17h 18m

Simpson Bay Princess Juliana

Sat 2/1

6:29 pm-12:51 am

1 stop8h 22m

$349

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/4

5:00 am-2:30 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Sat 1/18

3:25 pm-11:02 pm

1 stop9h 37m

$404

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

Fri 1/17

5:05 pm-2:16 pm

2 stops19h 11m

Simpson Bay Princess Juliana

Mon 1/20

3:25 pm-2:43 pm

1 stop25h 18m

$545

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

Wed 1/15

6:29 pm-4:11 pm

2 stops19h 42m

Simpson Bay Princess Juliana

Wed 1/22

2:55 pm-10:24 am

2 stops21h 29m

$580

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

Tue 12/31

6:00 am-3:11 pm

1 stop7h 11m

Simpson Bay Princess Juliana

Thu 1/9

1:40 pm-11:37 pm

1 stop11h 57m

$595

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 12/6

8:25 pm-3:55 pm

2 stops41h 30m

Simpson Bay Princess Juliana

Mon 12/9

5:15 pm-10:54 am

2 stops43h 39m

$624

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Wed 1/22

6:00 am-3:16 pm

1 stop7h 16m

Simpson Bay Princess Juliana

Wed 1/29

1:40 pm-10:20 pm

1 stop10h 40m

$630

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 12/31

5:02 am-2:42 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Tue 1/21

5:19 pm-12:27 am

1 stop9h 08m

$630

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Fri 12/6

12:05 pm-11:55 am

2 stops21h 50m

Simpson Bay Princess Juliana

Sun 12/8

4:10 pm-11:10 am

1 stop21h 00m

$698

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

Fri 12/27

3:50 pm-3:55 pm

2 stops46h 05m

Simpson Bay Princess Juliana

Sun 1/5

4:55 pm-3:06 pm

2 stops24h 11m

$2,008

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 24 results
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Best time to book a flight from Illinois to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Illinois 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 Illinois to Simpson Bay

Get recent, data-driven insights about flights from Illinois to Simpson Bay including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Illinois to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Illinois to Simpson Bay (average of $462). Flying from Illinois to Simpson Bay in July is currently the most expensive (average of $684). 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.

What is the cheapest time of day to fly from IL to SXM?

Find hourly flight availability from Illinois to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Simpson Bay as you normally would.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. 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 Simpson Bay. Reviews last updated November 20, 2024.
Read reviews from past customers who have flown Spirit Airlines, American Airlines and Delta from Illinois to Simpson Bay. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
9,171 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Canada
7.0
Good
8,237 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Illinois?

    If you book a flight to Simpson Bay from Illinois, you will be flying to Princess Juliana, which is the city’s only airport. Simpson Bay Princess Juliana (SXM) is located 0.5 mi from the center of Simpson Bay.

  • What are the cheapest airlines to fly from Illinois to Simpson Bay one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $173. However, be on the lookout for offers from Delta and Air Canada, as they are both options that can get you from Illinois to Simpson Bay for a low price.

  • What are the most popular routes from Illinois to Simpson Bay?

    Most travelers choose Chicago O'Hare Intl - Simpson Bay Princess Juliana, Chicago Midway - Simpson Bay Princess Juliana or Lambert-St Louis - Simpson Bay Princess Juliana when deciding on the best route from Illinois to Simpson Bay.

  • What are the cheapest flights from Illinois to Simpson Bay?

    Looking at all options, your cheapest flight can be booked for $327. While the most popular route (Chicago O'Hare Intl - Simpson Bay Princess Juliana) can be booked for $341 on average our data indicates $631 when flying from Illinois to Simpson Bay.

  • Can I find deals for flights from Illinois to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Illinois to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Simpson Bay.

  • Can I find deals for business class flights from Illinois to Simpson Bay?

    Yes. Cheapflights offers flight deals from Illinois to Simpson Bay 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 Illinois to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Illinois to Simpson Bay (average of $462). Flying from Illinois to Simpson Bay in July is currently the most expensive (average of $684). 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.

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Alternative routes for Illinois to Simpson Bay

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Top 4 airlines flying from Illinois to Simpson Bay

Discover the top 4 airlines that operate flights from Illinois to Simpson Bay. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$263Average$452FlexibilityNo cancel feeOn-time65%
DeltaCheapest$494Average$711FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$553Average$793FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$617Average$867FlexibilityNo cancel feeOn-time69%
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