BOS

$55 Find Cheap Flights from Illinois to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Boston departing on 7/29. 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
1 adult, Economy

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Flights Deals

Cheap Flights from Illinois to Boston

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Boston 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to Boston

Fri, Sep 26 - Sat, Oct 4
Frontier Logo
6:16 pm - 7:43 amORD-BOS
12h 27m1 stop
Frontier Logo
8:38 am - 4:49 pmBOS-ORD
9h 11m1 stop
$116Frontier
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Sat, Aug 30 - Sat, Sep 6
Frontier Logo
7:46 pm - 8:35 amORD-BOS
11h 49m1 stop
Frontier Logo
8:38 am - 4:49 pmBOS-ORD
9h 11m1 stop
$120Frontier
Find Deal
Tue, Jul 29 - Tue, Aug 5
Spirit Airlines Logo
5:05 am - 7:34 pmORD-BOS
13h 29m1 stop
Spirit Airlines Logo
8:39 pm - 8:55 amBOS-ORD
13h 16m1 stop
$125Spirit Airlines
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Fri, Aug 22 - Sun, Aug 24
Spirit Airlines Logo
2:30 pm - 10:34 pmSTL-BOS
7h 04m1 stop
Spirit Airlines Logo
6:30 am - 1:32 pmBOS-STL
8h 02m1 stop
$127Spirit Airlines
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Tue, Sep 9 - Sat, Sep 13
 Logo
11:45 am - 11:55 pmORD-BOS
11h 10m1 stop
 Logo
8:38 am - 4:49 pmBOS-ORD
9h 11m1 stop
Sat, Aug 23 - Tue, Aug 26
 Logo
7:46 pm - 8:35 amORD-BOS
11h 49m1 stop
 Logo
3:37 pm - 10:22 pmBOS-ORD
7h 45m1 stop
Tue, Aug 12 - Wed, Aug 13
JetBlue Logo
8:40 am - 12:04 pmORD-BOS
2h 24mnonstop
JetBlue Logo
6:00 am - 7:55 amBOS-ORD
2h 55mnonstop
$137JetBlue
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Tue, Jul 15 - Tue, Jul 22
Southwest Logo
7:35 am - 10:50 amMDW-BOS
2h 15mnonstop
Southwest Logo
7:20 am - 9:00 amBOS-MDW
2h 40mnonstop
$137Southwest
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Thu, Jul 10 - Sun, Jul 13
JetBlue Logo
8:40 am - 12:04 pmORD-BOS
2h 24mnonstop
JetBlue Logo
6:00 am - 7:55 amBOS-ORD
2h 55mnonstop
$138JetBlue
Find Deal
Tue, Jul 15 - Tue, Jul 22
Southwest Logo
7:30 pm - 10:45 pmMDW-BOS
2h 15mnonstop
Southwest Logo
5:00 am - 9:55 amBOS-MDW
5h 55m1 stop
$147Southwest
Find Deal
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Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$55
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chicago O'Hare Airport to Boston

FAQs for booking flights from Illinois to Boston

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

    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 Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston 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 Boston?

    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 Boston 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 Boston?

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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Everett
Burlington
West Warwick
Marblehead
Barnstable
Winthrop

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston

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