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Cheap flights from Illinois to Simpson Bay from $128

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 2/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
5:00 am - 2:30 pmORD-SXM
7h 30m1 stop
3:25 pm - 10:03 pmSXM-ORD
8h 38m1 stop
$336Spirit Airlines
Find Deal
Sat, Feb 22 - Sat, Mar 1
3:48 pm - 2:30 pmSTL-SXM
20h 42m1 stop
3:25 pm - 2:43 pmSXM-STL
25h 18m1 stop
$354Spirit Airlines
Find Deal
Tue, Feb 4 - Mon, Feb 10
10:02 pm - 5:19 pmORD-SXM
17h 17m2 stops
6:29 pm - 12:51 amSXM-ORD
8h 22m1 stop
Fri, Jan 31 - Sat, Feb 8
4:04 pm - 5:09 pmMDW-SXM
23h 05m2 stops
6:31 pm - 3:13 pmSXM-MDW
22h 42m2 stops
$378Frontier
Find Deal
Thu, Feb 20 - Mon, Feb 24
12:21 pm - 5:09 pmORD-SXM
26h 48m1 stop
11:55 am - 10:36 amSXM-ORD
23h 41m1 stop
Sun, Mar 2 - Sun, Mar 9
7:25 am - 5:20 pmMDW-SXM
32h 55m2 stops
6:15 pm - 9:52 pmSXM-MDW
28h 37m2 stops
$512Frontier
Find Deal
Sun, Mar 30 - Fri, Apr 4
7:25 pm - 11:07 amORD-SXM
14h 42m1 stop
12:15 pm - 11:39 pmSXM-ORD
12h 24m1 stop
$535JetBlue
Find Deal
Sat, Jun 7 - Sat, Jun 14
7:25 pm - 11:07 amORD-SXM
14h 42m1 stop
3:40 pm - 11:39 pmSXM-ORD
8h 59m1 stop
$539JetBlue
Find Deal
Sat, May 31 - Sat, Jun 14
5:01 am - 2:20 pmSTL-SXM
8h 19m1 stop
3:20 pm - 11:56 pmSXM-STL
9h 36m1 stop
$562American Airlines
Find Deal
Sun, Mar 9 - Tue, Mar 18
6:42 pm - 1:10 pmSTL-SXM
17h 28m2 stops
4:15 pm - 8:48 amSXM-STL
17h 33m2 stops
$566American Airlines
Find Deal
Sun, Mar 9 - Tue, Mar 18
5:00 am - 2:30 pmORD-SXM
7h 30m1 stop
$128Spirit Airlines
Find Deal
Fri, Feb 21
7:13 pm - 2:30 pmORD-SXM
17h 17m2 stops
$170Spirit Airlines
Find Deal
Fri, Feb 21
5:05 am - 2:09 pmORD-SXM
8h 04m1 stop
$182Spirit Airlines
Find Deal
Wed, May 14
7:18 pm - 11:13 amORD-SXM
37h 55m3 stops
Fri, Feb 21
5:38 pm - 1:28 pmSTL-SXM
18h 50m1 stop
$271Spirit Airlines
Find Deal
Thu, Mar 13
1:00 pm - 1:28 pmSTL-SXM
23h 28m3 stops
Thu, Mar 13
5:27 am - 3:05 pmORD-SXM
8h 38m2 stops
$313American Airlines
Find Deal
Wed, May 14
6:32 pm - 1:10 pmSTL-SXM
17h 38m2 stops
$324American Airlines
Find Deal
Thu, Mar 13
6:00 am - 1:42 pmMDW-SXM
6h 42m1 stop
$503Delta
Find Deal
Wed, May 14
1:05 pm - 1:15 pmMDW-SXM
23h 10m2 stops
$1,624WestJet
Find Deal
Wed, May 14
9:50 am - 4:45 pmORD-SXM
28h 55m1 stop
3:25 pm - 11:32 pmSXM-ORD
10h 07m1 stop
Fri, Jan 17 - Wed, Jan 22
7:20 am - 3:55 pmORD-SXM
30h 35m1 stop
3:25 pm - 11:32 pmSXM-ORD
10h 07m1 stop
Sat, Jan 18 - Sat, Jan 25
3:50 pm - 4:15 pmSTL-SXM
22h 25m1 stop
3:25 pm - 2:43 pmSXM-STL
25h 18m1 stop
Thu, Jan 16 - Wed, Jan 22
8:25 pm - 4:45 pmORD-SXM
18h 20m1 stop
5:15 pm - 8:05 amSXM-ORD
16h 50m2 stops
$699Air Canada
Find Deal
Fri, Jan 17 - Wed, Jan 22
11:35 am - 3:55 pmORD-SXM
26h 20m1 stop
5:45 pm - 6:38 pmSXM-ORD
26h 53m2 stops
$723Air Canada
Find Deal
Sat, Jan 18 - Sat, Jan 25
12:25 pm - 2:30 pmORD-SXM
24h 05m2 stops
3:25 pm - 11:20 amSXM-ORD
21h 55m2 stops
$783Spirit Airlines
Find Deal
Fri, Jan 17 - Wed, Jan 22
5:03 pm - 2:00 pmSTL-SXM
18h 57m2 stops
5:19 pm - 10:48 amSXM-STL
19h 29m2 stops
$998American Airlines
Find Deal
Thu, Jan 16 - Wed, Jan 22
6:00 am - 3:16 pmSTL-SXM
7h 16m1 stop
3:40 pm - 11:14 pmSXM-STL
9h 34m1 stop
$1,042Delta
Find Deal
Fri, Jan 17 - Sat, Jan 18
5:10 am - 3:05 pmSTL-SXM
7h 55m1 stop
2:55 pm - 11:46 pmSXM-STL
10h 51m1 stop
$1,043American Airlines
Find Deal
Thu, Jan 16 - Sun, Jan 19
6:00 am - 4:20 pmMDW-SXM
8h 20m1 stop
1:40 pm - 10:20 pmSXM-MDW
10h 40m1 stop
$1,226Delta
Find Deal
Sat, Jan 18 - Sat, Jan 25
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
1:16 pm - 6:10 pmSXM-ORD
5h 54mnonstop
$732United Airlines
Find Deal
Sun, Mar 2 - Sun, Mar 9
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
1:16 pm - 6:10 pmSXM-ORD
5h 54mnonstop
$740United Airlines
Find Deal
Sun, Mar 2 - Sun, Mar 9
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
1:16 pm - 6:10 pmSXM-ORD
5h 54mnonstop
$742United Airlines
Find Deal
Sun, Mar 2 - Sun, Mar 9
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
1:16 pm - 6:10 pmSXM-ORD
5h 54mnonstop
$746United Airlines
Find Deal
Sun, Mar 2 - Sun, Mar 9
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$862United 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
$869United Airlines
Find Deal
Sat, Mar 1 - Sat, Mar 8
8:45 am - 2:52 pmORD-SXM
5h 07mnonstop
1:16 pm - 6:10 pmSXM-ORD
5h 54mnonstop
$907United Airlines
Find Deal
Sun, Mar 16 - Sun, Mar 23
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$957United Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$1,027Lufthansa
Find Deal
Sat, Mar 1 - Sat, Mar 8
8:45 am - 3:52 pmORD-SXM
5h 07mnonstop
2:46 pm - 6:40 pmSXM-ORD
5h 54mnonstop
$1,031Lufthansa
Find Deal
Sat, Mar 1 - Sat, Mar 8

Spirit Airlines flights from Illinois to Simpson Bay

Our best Spirit Airlines deals on Illinois to Simpson Bay flight tickets
Spirit Airlines
Feb 22
ORD5:00 amChicago O'Hare Intl
7h 30m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
Mar 1
SXM3:25 pmSimpson Bay Princess Juliana
8h 38m
1 stop
ORD10:03 pmChicago O'Hare Intl
Spirit Airlines
Feb 4
STL3:48 pmLambert-St Louis
20h 42m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
Feb 10
SXM3:25 pmSimpson Bay Princess Juliana
25h 18m
1 stop
STL2:43 pmLambert-St Louis
Spirit Airlines
Feb 10
ORD5:11 amChicago O'Hare Intl
7h 19m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
Feb 14
SXM3:25 pmSimpson Bay Princess Juliana
21h 15m
1 stop
ORD10:40 amChicago O'Hare Intl

Frontier flights from Illinois to Simpson Bay

Our best Frontier deals on Illinois to Simpson Bay flight tickets
Frontier
Feb 20
MDW4:04 pmChicago Midway
23h 05m
2 stops
SXM5:09 pmSimpson Bay Princess Juliana
Feb 24
SXM6:31 pmSimpson Bay Princess Juliana
22h 42m
2 stops
MDW3:13 pmChicago Midway
Frontier
Mar 30
MDW7:25 amChicago Midway
32h 55m
2 stops
SXM5:20 pmSimpson Bay Princess Juliana
Apr 4
SXM6:15 pmSimpson Bay Princess Juliana
28h 37m
2 stops
MDW9:52 pmChicago Midway
Frontier
May 30
MDW2:44 pmChicago Midway
19h 14m
2 stops
SXM10:58 amSimpson Bay Princess Juliana
Jun 14
SXM12:18 pmSimpson Bay Princess Juliana
12h 37m
2 stops
MDW11:55 pmChicago Midway

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 $615.

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 $827. 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 $753.

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?

You are more likely to see cheaper flights to Simpson Bay from Illinois when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $756 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Illinois for as low as $537 on momondo.

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.

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

$128

Fastest flight time

6h 37m

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 $128. The best round-trip flight deal from Illinois to Simpson Bay found on momondo in the last 72 hours is $336.
The fastest flight from Illinois to Simpson Bay takes 6h 37m
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 $282Free CancellationRating
6.3
8,095 reviews
Search Spirit Airlines flights
DeltaPriceFrom $425Free CancellationRating
8.0
8,511 reviews
Search Delta flights
American AirlinesPriceFrom $579Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $644Free CancellationRating
7.4
8,963 reviews
Search United Airlines flights

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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.


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