How does KAYAK find such low prices on flights from Illinois to Simpson Bay?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Simpson Bay.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Simpson Bay?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Illinois to Simpson Bay?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Illinois with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Simpson Bay?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$128 CHEAP FLIGHTS from Illinois to Simpson Bay

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Flight Deals

Cheap Flights from Illinois to Simpson Bay

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to Simpson Bay

Sat, Oct 24 - Sat, Oct 31

5:35 pm - 2:45 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

20h 10m1 stop Toronto Pearson Intl

2:40 pm - 3:52 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

26h 12m1 stop Montreal Pierre Elliott Trudeau Intl

$334Air Canada

Sat, Oct 24 - Sat, Oct 31

3:40 pm - 2:45 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

22h 05m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

2:40 pm - 3:52 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

26h 12m1 stop Montreal Pierre Elliott Trudeau Intl

$337Air Canada

Sat, Oct 24 - Wed, Oct 28

5:35 pm - 2:45 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

20h 10m1 stop Toronto Pearson Intl

1:10 pm - 11:44 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

11h 34m1 stop Fort Lauderdale

$401Multiple Airlines

Sat, Oct 24 - Wed, Oct 28

8:45 am - 2:45 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

29h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:10 pm - 11:44 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

11h 34m1 stop Fort Lauderdale

$404Multiple Airlines

Sat, Jan 2 - Fri, Jan 8

6:35 pm - 1:59 pmSTL Lambert-St Louis-SXM Simpson Bay Princess Juliana

17h 24m1 stop Charlotte Douglas

5:33 pm - 11:59 pmSXM Simpson Bay Princess Juliana-STL Lambert-St Louis

8h 26m1 stop Miami

$472American Airlines

Sat, Jan 2 - Fri, Jan 8

6:35 pm - 2:17 pmSTL Lambert-St Louis-SXM Simpson Bay Princess Juliana

17h 42m2 stops Charlotte Douglas Miami

5:33 pm - 11:05 amSXM Simpson Bay Princess Juliana-STL Lambert-St Louis

19h 32m2 stops Miami Dallas/Fort Worth

$477American Airlines

Fri, Sep 4 - Thu, Sep 10

8:20 pm - 11:33 amORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

14h 13m1 stop Boston Logan Intl

3:05 pm - 11:08 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

9h 03m1 stop Fort Lauderdale

$484JetBlue

Fri, Sep 4 - Fri, Sep 11

8:20 pm - 11:33 amORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

14h 13m1 stop Boston Logan Intl

3:05 pm - 11:08 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

9h 03m1 stop Fort Lauderdale

$484JetBlue

Sat, Oct 24 - Sat, Oct 31

6:00 pm - 12:50 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

17h 50m1 stop Newark

1:10 pm - 6:11 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

6h 01mnonstop

$655United Airlines

Sat, Jan 9 - Sat, Jan 16

8:45 am - 3:57 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

5h 12mnonstop

2:40 pm - 6:40 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

6h 00mnonstop

$658United Airlines

Recent last minute flight deals from Illinois to Simpson Bay

Wed, Aug 12 - Sun, Aug 16

6:59 am - 3:39 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

7h 40m1 stop Miami

2:42 pm - 11:56 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

10h 14m1 stop Charlotte Douglas

$940American Airlines

Wed, Aug 12 - Sun, Aug 16

8:53 pm - 1:22 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

15h 29m2 stops Charlotte Douglas Miami

2:42 pm - 11:56 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

10h 14m1 stop Charlotte Douglas

$945American Airlines

Sat, Aug 8 - Mon, Aug 10

8:40 pm - 2:20 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

16h 40m1 stop Toronto Pearson Intl

3:20 pm - 8:05 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

29h 45m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$1,114Multiple Airlines

Sat, Aug 8 - Mon, Aug 10

8:07 pm - 2:43 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

17h 36m1 stop Newark

3:50 pm - 11:31 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

8h 41m1 stop Washington, D.C. Dulles Intl

$1,140United Airlines

Sat, Aug 8 - Tue, Aug 11

12:44 am - 12:50 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

11h 06m1 stop San Juan Luis Munoz Marin Intl

4:15 pm - 11:27 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

32h 12m3 stops St. John's V.C. Bird Intl Road Town Beef Island San Juan Luis Munoz Marin Intl

$1,152Multiple Airlines

Wed, Aug 12 - Sun, Aug 16

5:05 am - 3:39 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

9h 34m2 stops Charlotte Douglas Miami

2:22 pm - 11:56 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

10h 34m2 stops Miami Charlotte Douglas

$1,343American Airlines

Wed, Aug 12 - Sun, Aug 16

6:05 am - 1:53 pmMDW Chicago Midway-SXM Simpson Bay Princess Juliana

6h 48m1 stop Atlanta Hartsfield-Jackson

3:18 pm - 10:36 pmSXM Simpson Bay Princess Juliana-MDW Chicago Midway

8h 18m1 stop Atlanta Hartsfield-Jackson

$1,527Delta

Mon, Aug 10 - Wed, Aug 12

6:05 am - 1:53 pmMDW Chicago Midway-SXM Simpson Bay Princess Juliana

6h 48m1 stop Atlanta Hartsfield-Jackson

3:18 pm - 10:36 pmSXM Simpson Bay Princess Juliana-MDW Chicago Midway

8h 18m1 stop Atlanta Hartsfield-Jackson

$1,622Delta

Mon, Aug 10 - Wed, Aug 12

7:00 am - 12:37 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

28h 37m1 stop Fort Lauderdale

3:14 pm - 8:43 amSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

18h 29m1 stop New York John F Kennedy Intl

$12,069JetBlue

Mon, Aug 10 - Wed, Aug 12

5:27 pm - 10:04 amORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

15h 37m1 stop New York John F Kennedy Intl

11:20 am - 9:58 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

11h 38m1 stop New York John F Kennedy Intl

$12,600JetBlue

Recent direct flight deals from Illinois to Simpson Bay

Sat, Dec 12 - Sat, Dec 19

8:10 am - 2:55 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

4h 45mnonstop

3:55 pm - 8:18 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

6h 23mnonstop

$650American Airlines

Sat, Jan 2 - Sat, Jan 9

8:10 am - 2:55 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

4h 45mnonstop

2:30 pm - 6:24 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

5h 54mnonstop

$658American Airlines

Sat, Jan 9 - Sat, Jan 16

8:45 am - 3:57 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

5h 12mnonstop

2:40 pm - 6:40 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

6h 00mnonstop

$658United Airlines

Sat, Jan 9 - Sat, Jan 16

8:45 am - 3:57 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

5h 12mnonstop

2:40 pm - 6:40 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

6h 00mnonstop

$658United Airlines

Sat, Nov 28 - Sat, Dec 5

8:40 am - 3:57 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

5h 17mnonstop

2:40 pm - 6:40 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

6h 00mnonstop

$690United Airlines

Sat, Dec 5 - Sat, Dec 12

8:10 am - 2:55 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

4h 45mnonstop

2:30 pm - 6:24 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

5h 54mnonstop

$695American Airlines

Sat, Dec 5 - Sat, Dec 12

8:10 am - 2:55 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

4h 45mnonstop

2:30 pm - 6:24 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

5h 54mnonstop

$730American Airlines

Sat, Dec 5 - Sat, Dec 12

8:10 am - 2:55 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

4h 45mnonstop

2:30 pm - 6:24 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

5h 54mnonstop

$740American Airlines

Sat, Dec 12 - Sun, Dec 20

8:45 am - 3:57 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

5h 12mnonstop

2:10 pm - 6:11 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

6h 01mnonstop

$770United Airlines

Sat, Nov 14 - Sat, Nov 21

8:40 am - 3:57 pmORD Chicago O'Hare Intl-SXM Simpson Bay Princess Juliana

5h 17mnonstop

2:10 pm - 6:11 pmSXM Simpson Bay Princess Juliana-ORD Chicago O'Hare Intl

6h 01mnonstop

$773United Airlines

Useful Info

Low season	September
High season	February
Cheapest flight	$128

Best time to beat the crowds with an average 14% drop in price.

Most popular time to fly and prices are also 5% lower on average.

Flight from Chicago O'Hare Airport to Simpson Bay

How does KAYAK find such low prices on flights from Illinois to Simpson Bay?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Simpson Bay.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Simpson Bay?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Illinois to Simpson Bay?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Illinois with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Simpson Bay?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Simpson Bay

Airports

Cabin class

Complete your trip

Flights to other cities

Origins

Other airports

Return flight deals

Information on the airport you'll fly into in Simpson Bay

Simpson Bay (SXM)

SXM

$128 Find Cheap Flights from Illinois to Simpson Bay - Compare and Save

Cheap Flights from Illinois to Simpson Bay

Recent round-trip flight deals from Illinois to Simpson Bay

Recent one-way flight deals from Illinois to Simpson Bay

Recent last minute flight deals from Illinois to Simpson Bay

Recent direct flight deals from Illinois to Simpson Bay

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Illinois to Simpson Bay

Everything you need to know for your flight to Simpson Bay

Information on the airport you'll fly into in Simpson Bay

Cabin class types available on flights to Illinois

Complete your trip to Simpson Bay with a hotel stay or car rental

Flights to other popular destinations

Flights from domestic origins to Simpson Bay

Choose which airport to fly into in Simpson Bay

Find deals for your return flight