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$210 Find Cheap Flights from Simpson Bay to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Simpson Bay to Illinois departing on 4/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Illinois, as well as popular online travel agencies
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Best Illinois Flight Deals from Simpson Bay

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Chicago
Chicago1 stop$387

Cheap Flights from Simpson Bay to Illinois

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Simpson Bay to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Simpson Bay to Illinois

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Simpson Bay to Illinois.
Discover the best prices for you by selecting your travel dates on KAYAK.
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Spirit Airlines Logo
3:05 pm - 12:58 amSXM-ORD
10h 53m1 stop
Spirit Airlines Logo
5:36 am - 2:00 pmORD-SXM
7h 24m1 stop
$387Spirit Airlines
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Sat, Apr 19 - Fri, Apr 25
Spirit Airlines Logo
3:05 pm - 12:58 amSXM-ORD
10h 53m1 stop
Spirit Airlines Logo
5:36 am - 2:00 pmORD-SXM
7h 24m1 stop
$416Spirit Airlines
Find Deal
Sat, Apr 19 - Fri, Apr 25
Delta Logo
3:10 pm - 11:55 pmSXM-ORD
9h 45m1 stop
Delta Logo
6:00 am - 1:50 pmORD-SXM
6h 50m1 stop
$622Delta
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Tue, Jul 22 - Mon, Sep 8
Delta Logo
3:10 pm - 11:55 pmSXM-ORD
9h 45m1 stop
Delta Logo
6:00 am - 1:48 pmORD-SXM
6h 48m1 stop
$647Delta
Find Deal
Tue, Jul 22 - Fri, Sep 5
Delta Logo
3:10 pm - 11:55 pmSXM-ORD
9h 45m1 stop
Delta Logo
6:00 am - 1:48 pmORD-SXM
6h 48m1 stop
$685Delta
Find Deal
Mon, Jul 21 - Wed, Sep 3
Delta Logo
3:10 pm - 11:55 pmSXM-ORD
9h 45m1 stop
Delta Logo
6:00 am - 1:48 pmORD-SXM
6h 48m1 stop
$710Delta
Find Deal
Mon, Jul 21 - Fri, Sep 5
American Airlines Logo
2:15 pm - 9:25 pmSXM-ORD
8h 10m1 stop
American Airlines Logo
5:00 am - 1:25 pmORD-SXM
7h 25m1 stop
$712American Airlines
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Thu, Jul 24 - Wed, Sep 3
American Airlines Logo
2:15 pm - 9:25 pmSXM-ORD
8h 10m1 stop
American Airlines Logo
5:00 am - 1:25 pmORD-SXM
7h 25m1 stop
$737American Airlines
Find Deal
Thu, Jul 24 - Fri, Sep 5
Air Canada Logo
4:45 pm - 10:47 amSXM-ORD
19h 02m2 stops
Air Canada Logo
8:25 pm - 3:45 pmORD-SXM
18h 20m1 stop
$918Air Canada
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Sat, Apr 19 - Fri, Apr 25
Logo
4:45 pm - 10:47 amSXM-ORD
19h 02m2 stops
Logo
7:35 pm - 3:45 pmORD-SXM
19h 10m2 stops
$1,189
Find Deal
Sat, Apr 19 - Fri, Apr 25

KAYAK's insights & trends for Simpson Bay to Illinois flights

Get data-powered insights and trends into flights from Simpson Bay to Illinois to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Simpson Bay to Illinois flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Simpson Bay to Illinois.
The cheapest ticket to Illinois from Simpson Bay found in the last 72 hours was to Chicago, at $735 round-trip. The most popular route is from Simpson Bay (SXM) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $735.

What is the cheapest time of day to fly to Illinois?

The average price for all round-trip flights from Simpson Bay to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Illinois is generally in the afternoon, when round-trip flights cost $462 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the evening, which is peak travel time and where the average cost of a ticket is $614.

Can I save money by flying with a layover from Simpson Bay to Illinois?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of $684, prices are generally cheapest when you fly direct.

What’s the cheapest day of the week to fly from Simpson Bay to Illinois?

The average price of all round-trip flights from Simpson Bay to Illinois clicked on KAYAK for each day over the last 12 months.
For Simpson Bay to Illinois, Monday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Illinois back to Simpson Bay, the best deals are generally found on Monday, with Saturday being the most expensive.
Find deals

Good to know

Low season

February

High season

October

Cheapest flight

$210
Best time to beat the crowds with an average 43% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Simpson Bay to Chicago O'Hare Airport

FAQs - booking Illinois flights

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

    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 Simpson Bay to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Simpson Bay to 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 Simpson Bay to Illinois?

    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 from Simpson Bay to Illinois with an airline and back with another airline.

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

    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 from Simpson Bay to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Simpson Bay to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Simpson Bay to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Simpson Bay to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
7.2Comfort
8.0Crew
6.5Food
6.9Entertainment
Airline reviews

The flight was late and we missed this connecting flight. American Airlines refused to put us anywhere for the night for their snafu. We had to find our own accommodations in Miami, and it was expensive for a crappy hotel.

2.0 MediocreBarb, Mar 2025SXM - MIA
Read more American Airlines reviews

The flight was late and we missed this connecting flight. American Airlines refused to put us anywhere for the night for their snafu. We had to find our own accommodations in Miami, and it was expensive for a crappy hotel.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

My seat was horrible. I think it was broken in several places. Other than that, the crew was great and the plane was clean

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

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

Information on your arrival and departure airports

Simpson Bay (SXM)

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