Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Illinois to Simpson Bay from $153

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Simpson Bay departing on 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Illinois to Simpson Bay

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois to Simpson Bay that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Illinois to Simpson Bay.

Cheap last minute flights

Planning a quick getaway from Illinois to Simpson Bay? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Simpson Bay, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Illinois to Simpson Bay

Find recent round-trip train or bus tickets from Illinois to Simpson Bay.

All round-trip flight deals to Simpson Bay

The cheapest plane tickets to Simpson Bay found on KAYAK recently.
1:44 pm - 5:19 pmORD-SXM
25h 35m1 stop
6:29 pm - 12:51 amSXM-ORD
8h 22m1 stop
Fri, Jan 24 - Sat, Feb 1
1:44 pm - 11:20 amORD-SXM
19h 36m1 stop
6:29 pm - 12:51 amSXM-ORD
8h 22m1 stop
Mon, Jan 27 - Sat, Feb 1
5:11 am - 2:26 pmORD-SXM
7h 15m1 stop
3:43 pm - 11:32 pmSXM-ORD
9h 49m1 stop
$384Spirit Airlines
Find Deal
Wed, Jan 22 - Wed, Jan 29
5:00 am - 2:30 pmORD-SXM
7h 30m1 stop
3:43 pm - 11:32 pmSXM-ORD
9h 49m1 stop
$387Spirit Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
7:25 pm - 5:09 pmMDW-SXM
19h 44m2 stops
6:31 pm - 7:07 amSXM-MDW
38h 36m2 stops
$459Frontier
Find Deal
Thu, Feb 13 - Mon, Feb 17
2:19 pm - 5:19 pmORD-SXM
25h 00m2 stops
6:29 pm - 9:54 amSXM-ORD
17h 25m2 stops
$544Frontier
Find Deal
Thu, Dec 19 - Fri, Dec 27
7:55 pm - 3:05 pmSTL-SXM
18h 10m2 stops
4:05 pm - 9:46 amSXM-STL
18h 41m2 stops
$573American Airlines
Find Deal
Fri, May 9 - Fri, May 16
6:10 pm - 3:55 pmORD-SXM
19h 45m2 stops
5:45 pm - 7:56 amSXM-ORD
16h 11m2 stops
$593Air Canada
Find Deal
Sat, Dec 7 - Sat, Dec 14
5:36 am - 1:00 pmSTL-SXM
6h 24m1 stop
4:05 pm - 9:20 amSXM-STL
18h 15m2 stops
$598American Airlines
Find Deal
Mon, Apr 21 - Tue, May 27
8:25 pm - 3:55 pmORD-SXM
17h 30m2 stops
5:45 pm - 10:54 amSXM-ORD
19h 09m2 stops
$623Air Canada
Find Deal
Sat, Dec 7 - Sat, Dec 14
4:58 pm - 11:20 amORD-SXM
16h 22m2 stops
Mon, Dec 9
5:00 am - 2:30 pmORD-SXM
7h 30m1 stop
$163Spirit Airlines
Find Deal
Fri, Jan 3
1:00 pm - 11:20 amORD-SXM
20h 20m1 stop
Mon, Dec 9
8:25 pm - 4:15 pmORD-SXM
17h 50m1 stop
$274Air Canada
Find Deal
Sun, Dec 1
6:10 pm - 4:15 pmORD-SXM
20h 05m2 stops
$279Air Canada
Find Deal
Sun, Dec 1
4:53 pm - 2:12 pmSTL-SXM
19h 19m2 stops
$297American Airlines
Find Deal
Sat, Feb 1
5:50 am - 2:00 pmORD-SXM
7h 10m1 stop
$312Delta
Find Deal
Wed, Mar 12
6:00 am - 2:35 pmMDW-SXM
6h 35m1 stop
$447Delta
Find Deal
Sun, Dec 1
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
$468United Airlines
Find Deal
Sat, Dec 7
8:45 am - 2:52 pmORD-SXM
5h 07mnonstop
$613United Airlines
Find Deal
Sat, Mar 15
10:00 am - 11:19 amORD-SXM
23h 19m2 stops
11:55 am - 5:47 pmSXM-ORD
7h 52m1 stop
Thu, Nov 28 - Thu, Dec 5
3:35 pm - 4:15 pmORD-SXM
22h 40m2 stops
1:05 pm - 5:30 amSXM-ORD
42h 25m3 stops
Thu, Nov 28 - Thu, Dec 5
5:00 am - 2:30 pmORD-SXM
7h 30m1 stop
3:25 pm - 8:58 pmSXM-ORD
31h 33m2 stops
$706Spirit Airlines
Find Deal
Wed, Nov 27 - Wed, Dec 4
5:00 am - 2:30 pmORD-SXM
7h 30m1 stop
3:25 pm - 4:06 pmSXM-ORD
26h 41m1 stop
$712Spirit Airlines
Find Deal
Wed, Nov 27 - Wed, Dec 4
9:50 am - 4:15 pmORD-SXM
28h 25m1 stop
1:05 pm - 5:30 amSXM-ORD
42h 25m3 stops
Thu, Nov 28 - Thu, Dec 5
6:00 am - 2:35 pmSTL-SXM
6h 35m1 stop
4:00 pm - 11:41 pmSXM-STL
9h 41m1 stop
$902Delta
Find Deal
Tue, Nov 26 - Tue, Dec 3
6:34 pm - 3:25 pmSTL-SXM
18h 51m2 stops
4:25 pm - 11:57 pmSXM-STL
9h 32m1 stop
$906American Airlines
Find Deal
Tue, Nov 26 - Tue, Dec 3
6:00 am - 2:35 pmSTL-SXM
6h 35m1 stop
4:00 pm - 11:41 pmSXM-STL
9h 41m1 stop
$927Delta
Find Deal
Thu, Nov 28 - Thu, Dec 5
12:55 pm - 2:19 pmSTL-SXM
23h 24m2 stops
3:33 pm - 8:54 amSXM-STL
19h 21m2 stops
$931American Airlines
Find Deal
Thu, Nov 28 - Thu, Dec 5
9:10 pm - 1:51 pmORD-SXM
14h 41m1 stop
4:55 pm - 11:20 pmSXM-ORD
8h 25m1 stop
$1,135United Airlines
Find Deal
Wed, Nov 27 - Tue, Dec 3
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$665United Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 18
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$717Lufthansa
Find Deal
Sun, Jan 5 - Sun, Jan 12
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$730United Airlines
Find Deal
Sun, Jan 5 - Sun, Jan 12
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$755United Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
1:16 pm - 6:10 pmSXM-ORD
5h 54mnonstop
$836United Airlines
Find Deal
Sat, Mar 8 - Sat, Mar 22
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$838United Airlines
Find Deal
Sat, Jan 4 - Sat, Jan 18
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$850United Airlines
Find Deal
Sun, Mar 2 - Sat, Mar 8
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$898United Airlines
Find Deal
Sat, Jan 4 - Sat, Jan 25
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$933United Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 25
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$945United Airlines
Find Deal
Sun, Feb 23 - Sat, Mar 1

Delta flights from Illinois to Simpson Bay

Our best Delta deals on Illinois to Simpson Bay flight tickets
Delta
Dec 31
STL6:00 amLambert-St Louis
7h 11m
1 stop
SXM3:11 pmSimpson Bay Princess Juliana
Jan 9
SXM1:40 pmSimpson Bay Princess Juliana
11h 57m
1 stop
STL11:37 pmLambert-St Louis
Delta
Jan 22
MDW6:00 amChicago Midway
7h 16m
1 stop
SXM3:16 pmSimpson Bay Princess Juliana
Jan 31
SXM1:40 pmSimpson Bay Princess Juliana
10h 40m
1 stop
MDW10:20 pmChicago Midway
Delta
Jan 8
MDW6:00 amChicago Midway
7h 16m
1 stop
SXM3:16 pmSimpson Bay Princess Juliana
Jan 15
SXM1:40 pmSimpson Bay Princess Juliana
10h 40m
1 stop
MDW10:20 pmChicago Midway

Spirit Airlines flights from Illinois to Simpson Bay

Our best Spirit Airlines deals on Illinois to Simpson Bay flight tickets
Spirit Airlines
Jan 22
ORD5:11 amChicago O'Hare Intl
7h 15m
1 stop
SXM2:26 pmSimpson Bay Princess Juliana
Jan 29
SXM3:43 pmSimpson Bay Princess Juliana
9h 49m
1 stop
ORD11:32 pmChicago O'Hare Intl
Spirit Airlines
Jan 8
ORD5:00 amChicago O'Hare Intl
7h 30m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
Jan 15
SXM3:43 pmSimpson Bay Princess Juliana
9h 49m
1 stop
ORD11:32 pmChicago O'Hare Intl
Spirit Airlines
Jan 8
ORD5:00 amChicago O'Hare Intl
7h 30m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
Jan 15
SXM3:43 pmSimpson Bay Princess Juliana
9h 49m
1 stop
ORD11:32 pmChicago O'Hare Intl

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Illinois to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Illinois to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $604. If you aren’t able to travel to Simpson Bay during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $616.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Wednesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $619. Flights from Illinois to Simpson Bay on a Saturday will generally be more expensive and average around $816. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is at noon. momondo users have found flights departing from Illinois to Simpson Bay at noon for as low as $417. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $739.

What is the cheapest Illinois to Simpson Bay Princess Juliana flight route?

Fly from Chicago O'Hare Intl to Simpson Bay Princess Juliana for the best Illinois - Simpson Bay Princess Juliana flight prices

How far in advance should I book a flight to Simpson Bay?

Most flyers found that booking tickets 54 days in advance of their planned departure date is the best time to get cheap flights to Simpson Bay. During this timeframe, flight prices are around $696. However, in the past 72 hours, people saw flights from Illinois for as low as $103.

What cabin class options are available on Illinois to Simpson Bay Princess Juliana flights?

There are 3 cabin classes available to choose from on Illinois to Simpson Bay Princess Juliana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Simpson Bay flights?

You could potentially save up to 67% on your flight if you consider stops on a Illinois to Simpson Bay flight.

Cheap Illinois to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Simpson Bay

Best Price Found

$153

Fastest flight time

5h 07m

Direct flights

Mon and Sun

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Illinois in the past 72 hours is $153. The best round-trip flight deal from Illinois to Simpson Bay found on momondo in the last 72 hours is $271.
The fastest flight from Illinois to Simpson Bay takes 5h 07m
Direct flights go from Illinois to Simpson Bay on Monday and Sunday. Airlines offering direct flights are: United Airlines and Lufthansa.
There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)

  • When did momondo last update prices for flights from Illinois to Simpson Bay Princess Juliana Airport?

    Prices for flights from Illinois to Simpson Bay Princess Juliana Airport are updated daily.

  • How many operators does momondo search for flights from Illinois to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Illinois to Simpson Bay Princess Juliana Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The required travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Illinois to Simpson Bay?


Best airlines flying from Illinois to Simpson Bay

Compare and see reviews for airlines that fly from Illinois to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $263Free CancellationRating
6.3
8,176 reviews
Search Spirit Airlines flights
DeltaPriceFrom $494Free CancellationRating
8.0
8,734 reviews
Search Delta flights
American AirlinesPriceFrom $553Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $617Free CancellationRating
7.4
9,156 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Simpson Bay?

Finding the right flight to Simpson Bay from Illinois is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Simpson Bay quick and easy, saving you time and money.

Can I find flights from Illinois to Simpson Bay with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Illinois to Simpson Bay flights to just show those with flexible booking policies.

How can momondo help me find flights from Illinois to Simpson Bay?

momondo helps you find the best flight between Illinois and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Illinois to Simpson Bay right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Illinois to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.


An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sat 11/30
Sat 12/7
Email me momondo's favorite deals

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo