Simpson Bay

$123+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
dic. 23 — dic. 301
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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 diciembre 18, 2024.

Round-trip from

$350
(Kiwi.com)

One-way from

$123
(Trip.com)
From Illinois to Simpson Bay Princess Juliana
One-way flight from Illinois to Simpson Bay Princess Juliana

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 diciembre 18, 2024.

This CheapOair deal was found by Cheapflights users on 12/18. 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.
dom. 12/298:40 pmSTL - SXM
2 stops18h 39mFrontier
lun. 1/66:29 pmSXM - STL
2 stops30h 58mFrontier
Deal found 12/18$688
This American Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/315:00 amORD - SXM
1 stop7h 28mAmerican Airlines
mar. 1/215:19 pmSXM - ORD
1 stop9h 08mAmerican Airlines
Deal found 12/17$755
This Delta deal was found by Cheapflights users on 12/17. 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.
mar. 12/316:00 amSTL - SXM
1 stop7h 11mDelta
jue. 1/93:40 pmSXM - STL
1 stop9h 34mDelta
Deal found 12/17$760
This American Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/316:00 pmSTL - SXM
2 stops20h 09mAmerican Airlines
jue. 1/95:19 pmSXM - STL
2 stops20h 04mAmerican Airlines
Deal found 12/17$764
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
vie. 12/279:35 pmORD - SXM
2 stops35h 45mMultiple Airlines
lun. 12/303:25 pmSXM - ORD
1 stop30h 26mMultiple Airlines
Deal found 12/17$775
This CheapOair deal was found by Cheapflights users on 12/17. 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.
dom. 12/294:27 pmSTL - SXM
1 stop20h 03mSpirit Airlines
lun. 1/63:25 pmSXM - STL
1 stop25h 56mSpirit Airlines
Deal found 12/17$836
This CheapOair deal was found by Cheapflights users on 12/17. 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.
mié. 12/255:00 amORD - SXM
1 stop7h 30mSpirit Airlines
lun. 12/303:25 pmSXM - ORD
1 stop30h 26mSpirit Airlines
Deal found 12/17$872
This CheapOair deal was found by Cheapflights users on 12/17. 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.
mié. 12/2510:50 amMDW - SXM
2 stops52h 29mFrontier
lun. 12/306:29 pmSXM - MDW
2 stops22h 44mFrontier
Deal found 12/17$929
This Delta deal was found by Cheapflights users on 12/17. 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.
jue. 12/196:00 amMDW - SXM
1 stop7h 11mDelta
vie. 12/271:50 pmSXM - MDW
1 stop10h 16mDelta
Deal found 12/17$1,010
This CheapOair deal was found by Cheapflights users on 12/17. 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.
jue. 12/192:19 pmORD - SXM
2 stops25h 00mFrontier
vie. 12/276:29 pmSXM - ORD
2 stops17h 25mFrontier
Deal found 12/17$1,022
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
sáb. 12/283:53 pmSTL - SXM
2 stops18h 27mMultiple Airlines
lun. 1/63:25 pmSXM - STL
1 stop25h 56mMultiple Airlines
Deal found 12/17$1,036
This United deal was found by Cheapflights users on 12/17. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/218:45 amORD - SXM
Nonstop5h 07mUnited Airlines
sáb. 12/282:46 pmSXM - ORD
Nonstop5h 54mUnited Airlines
Deal found 12/17$1,070

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 2,558,603 searches. Data last updated diciembre 18, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 2/1

1:44 pm-11:20 am

1 stop19h 36m

Simpson Bay Princess Juliana

sáb. 2/8

6:29 pm-12:51 am

1 stop8h 22m

$350

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

mié. 1/22

5:11 am-2:26 pm

1 stop7h 15m

Simpson Bay Princess Juliana

mié. 1/29

3:43 pm-11:32 pm

1 stop9h 49m

$384

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

jue. 1/16

4:28 pm-2:26 pm

1 stop19h 58m

Simpson Bay Princess Juliana

mié. 1/22

3:43 pm-2:43 pm

1 stop25h 00m

$461

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

jue. 2/13

4:13 pm-5:09 pm

2 stops22h 56m

Simpson Bay Princess Juliana

lun. 2/17

6:31 pm-3:13 pm

2 stops22h 42m

$472

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 5/31

7:25 pm-11:07 am

1 stop14h 42m

Simpson Bay Princess Juliana

sáb. 6/14

12:15 pm-11:39 pm

1 stop12h 24m

$551

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

dom. 5/25

4:46 pm-11:35 am

2 stops17h 49m

Simpson Bay Princess Juliana

sáb. 5/31

2:40 pm-9:20 am

2 stops19h 40m

$583

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

dom. 2/2

6:30 am-3:52 pm

1 stop7h 22m

Simpson Bay Princess Juliana

jue. 2/6

2:53 pm-12:16 pm

2 stops23h 23m

$595

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

mar. 3/18

6:13 pm-3:15 pm

2 stops20h 02m

Simpson Bay Princess Juliana

dom. 3/23

3:55 pm-2:45 pm

1 stop23h 50m

$601

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

sáb. 2/1

3:50 pm-3:55 pm

2 stops22h 05m

Simpson Bay Princess Juliana

sáb. 2/22

3:35 pm-2:42 pm

1 stop25h 07m

$610

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

dom. 2/2

6:00 am-3:16 pm

1 stop7h 16m

Simpson Bay Princess Juliana

jue. 2/6

1:40 pm-11:36 pm

1 stop11h 56m

$621

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 30 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 $459). 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 diciembre 18, 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 diciembre 18, 2024.
Read reviews from past customers who have flown Spirit Airlines, American Airlines and Air Canada from Illinois to Simpson Bay. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

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

8.0
Very good
8,604 reviews
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

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

7.4
Good
9,059 reviews
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

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

7.3
Good
2,818 reviews
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

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

7.2
Good
10,000 reviews
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

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

7.0
Good
8,382 reviews
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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 Frontier, with whom users have recently found tickets for as low as $123. However, be on the lookout for offers from Spirit Airlines 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?

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

    Looking at all options, your cheapest flight can be booked for $656. While the most popular route (Chicago O'Hare Intl - Simpson Bay Princess Juliana) can be booked for $361 on average our data indicates $1,080 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 $459). 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.

See more FAQs

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Alternative routes for Illinois to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.

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 2,558,603 searches. Data last updated diciembre 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$259Average$452FlexibilityNo cancel feeOn-time65%
DeltaCheapest$494Average$712FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$553Average$801FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$633Average$889FlexibilityNo cancel feeOn-time69%
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