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$239+ Cheap flights from Simpson Bay (SXM) to Illinois

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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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Cheap flight deals from Simpson Bay to Illinois

Keep the following information in mind while searching for Simpson Bay to Illinois flight deals. Data was last updated February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$494
(Frontier)

One-way from

$239
(Cheapflightsfares)

Popular in

April

Cheapest in

February

Average price

$338

Good one-way deal

$459 or less
Provider with most accurate pricing for Simpson Bay Princess Juliana-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Chicago (CHI) flights.
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From Simpson Bay Princess Juliana to Illinois
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One-way flight from Simpson Bay Princess Juliana to Illinois
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Highest demand for flights based on searches. 4% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a one-way flight from Simpson Bay Princess Juliana to Illinois.
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Find flight deals from Simpson Bay to Illinois

Cheapest flights from Simpson Bay to Illinois
Explore the most affordable flight options available from Simpson Bay to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2025.

This Frontier deal was found by Cheapflights users on 2/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1212:18 pmSXM - ORD
1 stop12h 20mFrontier
Fri 8/16:01 pmORD - SXM
2 stops15h 57mFrontier
Deal found 2/22$494
This Cheapflightsfares deal was found by Cheapflights users on 2/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/192:34 pmSXM - ORD
1 stop11h 07mSpirit Airlines
Fri 4/257:49 pmORD - SXM
1 stop16h 38mSpirit Airlines
Deal found 2/22$537
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Thu 10/92:40 pmSXM - ORD
1 stop10h 08mAmerican Airlines
Wed 10/156:40 amORD - SXM
1 stop7h 30mAmerican Airlines
Deal found 2/22$708
This United Airlines deal was found by Cheapflights users on 2/22. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/191:25 pmSXM - ORD
Nonstop5h 43mUnited Airlines
Fri 4/259:05 pmORD - SXM
1 stop14h 24mUnited Airlines
Deal found 2/22$790
This Air Canada deal was found by Cheapflights users on 2/22. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/194:45 pmSXM - ORD
2 stops19h 02mAir Canada
Fri 4/256:19 pmORD - SXM
2 stops20h 26mAir Canada
Deal found 2/22$977

Find flights from Simpson Bay to Illinois within your budget

Customize your flight search to find flights from Simpson Bay to Illinois 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 February 22, 2025.

Fly from

Simpson Bay

Fly to

Illinois

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 7/12

12:18 pm-11:38 pm

1 stop12h 20m

Chicago O'Hare Intl

Fri 8/1

6:01 pm-10:58 am

2 stops15h 57m

$494

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

2:34 pm-12:41 am

1 stop11h 07m

Chicago O'Hare Intl

Fri 4/25

7:49 pm-1:27 pm

1 stop16h 38m

$537

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 7/12

3:07 pm-10:34 pm

1 stop8h 27m

Chicago O'Hare Intl

Fri 8/1

7:00 pm-1:25 pm

1 stop17h 25m

$726

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

1:25 pm-6:08 pm

Nonstop5h 43m

Chicago O'Hare Intl

Fri 4/25

9:05 pm-12:29 pm

1 stop14h 24m

$790

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

4:45 pm-10:47 am

2 stops19h 02m

Chicago O'Hare Intl

Fri 4/25

6:19 pm-3:45 pm

2 stops20h 26m

$977

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 4/25

2:34 pm-12:41 am

1 stop11h 07m

$239

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 3/21

1:53 pm-11:09 pm

1 stop10h 16m

$435

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 3/30

5:40 pm-8:29 am

2 stops39h 49m

$446

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 3/11

1:40 pm-11:56 pm

1 stop11h 16m

$475

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 3/30

5:40 pm-1:31 pm

2 stops44h 51m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 13 results
1
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Best time to book a flight from Simpson Bay to Illinois

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

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

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

Find hourly flight availability from Simpson Bay to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 22, 2025.

When flying from Simpson Bay to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated February 22, 2025.
Delta
8.0
Very good
8,203 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,203 reviews
Delta
8.0
Very good
8,203 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,754 reviews
Delta
8.0
Very good
8,203 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,203 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,758 reviews
Delta
8.0
Very good
8,203 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Spirit Airlines
6.3
Okay
8,012 reviews
Delta
8.0
Very good
8,203 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Simpson Bay to Illinois. 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 from for flights from Simpson Bay to Illinois?

    Located just 0.5 mi from the city center, Simpson Bay Princess Juliana (SXM) is the airport most travelers will use when flying to Illinois from Simpson Bay.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $239. Users have also found prices from $435 and $475 on United Airlines and Delta, respectively.

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

    While on average a flight from Simpson Bay to Illinois is generally $809, our data shows the cheapest flight currently is $446. When looking at the most popular route, (Simpson Bay Princess Juliana - Chicago O'Hare Intl), you can expect to pay $468 for that flight.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Simpson Bay to Illinois (average of $245). Flying from Simpson Bay to Illinois in March is currently the most expensive (average of $321). 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 Simpson Bay to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Simpson Bay to Illinois

Discover the top airline that operate flights from Simpson Bay to Illinois. 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$554Average$680FlexibilityNo cancel feeOn-time71%
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