HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$220+ 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
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Simpson Bay to Illinois with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$387
(Cheapflightsfares)

One-way from

$220
(Cheapflightsfares)

Popular in

September

Cheapest in

February

Average price

$405
Provider with most accurate pricing for Simpson Bay Princess Juliana-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Chicago (CHI) flights.
Search Deals
From Simpson Bay Princess Juliana to Illinois
Search Deals
One-way flight from Simpson Bay Princess Juliana to Illinois
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

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 March 31, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 4/193:05 pmSXM - ORD
1 stop10h 53mSpirit Airlines
Fri 4/257:47 pmORD - SXM
1 stop17h 13mSpirit Airlines
Deal found 3/31$387
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Thu 10/911:55 amSXM - ORD
1 stop12h 16mMultiple Airlines
Wed 10/155:05 amORD - SXM
1 stop8h 19mMultiple Airlines
Deal found 3/31$517
This American Airlines deal was found by Cheapflights users on 3/30. 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 10/94:10 pmSXM - ORD
1 stop8h 38mAmerican Airlines
Wed 10/157:05 pmORD - SXM
1 stop19h 05mAmerican Airlines
Deal found 3/30$689
This Air Canada deal was found by Cheapflights users on 3/31. 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 4/256:01 pmORD - SXM
1 stop20h 44mAir Canada
Deal found 3/31$918
This United Airlines deal was found by Cheapflights users on 3/30. 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 4/121:25 pmSXM - ORD
Nonstop5h 43mUnited Airlines
Sat 4/1910:37 amORD - SXM
Nonstop5h 12mUnited Airlines
Deal found 3/30$973

Cheapflights Fare Finder

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 March 31, 2025.
Use the filters below to find and compare flights from Simpson Bay to Illinois that are best for you.

Fly from

Simpson Bay

Fly to

Illinois

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

3:05 pm-12:58 am

1 stop10h 53m

Chicago O'Hare Intl

Fri 4/25

7:47 pm-2:00 pm

1 stop17h 13m

$387

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/12

3:05 pm-2:15 pm

3 stops24h 10m

Chicago O'Hare Intl

Sat 4/19

5:36 am-2:00 pm

1 stop7h 24m

$568

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

6:01 pm-3:45 pm

1 stop20h 44m

$918

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/12

1:25 pm-6:08 pm

Nonstop5h 43m

Chicago O'Hare Intl

Sat 4/19

10:37 am-4:49 pm

Nonstop5h 12m

$973

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 4/25

3:05 pm-12:58 am

1 stop10h 53m

$220

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 5/1

1:46 pm-11:59 pm

1 stop11h 13m

$385

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/5

4:45 pm-8:55 am

1 stop17h 10m

$386

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 5/1

2:14 pm-11:49 pm

2 stops10h 35m

$394

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 5/1

10:20 am-7:40 am

3 stops22h 20m

$562

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/5

1:25 pm-6:08 pm

Nonstop5h 43m

$590

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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.

Cheapflights Insights

Everything you need to know about your flight from Simpson Bay to Illinois

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 March 31, 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 March 31, 2025.
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
8,614 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
7,899 reviews

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
9,004 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
7,884 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

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 $220. Users have also found prices from $385 and $386 on Delta and Air Canada, respectively.

  • 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 $323). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Simpson Bay to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Simpson Bay to Atlanta flights
Simpson Bay to John F Kennedy Intl flights
Simpson Bay to Newark flights
Simpson Bay to Miami flights
Simpson Bay to LaGuardia flights
Simpson Bay to Orlando flights
Simpson Bay to Los Angeles flights
Simpson Bay to Tampa flights
Simpson Bay to Fort Lauderdale flights
Simpson Bay to Dulles Intl flights
Simpson Bay to Reagan-National flights
Simpson Bay to Boston flights
Simpson Bay to Baltimore flights
Simpson Bay to Charlotte flights
Simpson Bay to West Palm Beach flights
Simpson Bay to Las Vegas flights
Simpson Bay to New Orleans flights
Simpson Bay to Philadelphia flights
Simpson Bay to San Francisco flights
Simpson Bay to O'Hare Intl flights
Simpson Bay to Dallas/Fort Worth flights
Simpson Bay to Midway flights
Simpson Bay to Fort Wayne flights
Simpson Bay to Detroit flights
Simpson Bay to Madison flights
Simpson Bay to San Diego flights
Simpson Bay to Salt Lake City flights
Simpson Bay to Rochester flights
Simpson Bay to Raleigh flights
Simpson Bay to Sacramento flights
Simpson Bay to Austin flights
Simpson Bay to Sky Harbor Intl flights
Simpson Bay to Asheville flights
Simpson Bay to Baton Rouge flights
Simpson Bay to Denver flights

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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$554Average$755FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.