BOS

$62 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 11/12. 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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Flight 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

Wed, Nov 12 - Sat, Nov 15
Frontier Logo
2:06 pm - 9:00 amMDW-BOS
17h 54m1 stop
Frontier Logo
11:43 am - 6:39 pmBOS-MDW
7h 56m1 stop
$124Frontier
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Thu, Nov 20 - Fri, Dec 5
Delta Logo
7:10 am - 10:35 amORD-BOS
2h 25mnonstop
Delta Logo
7:52 pm - 9:47 pmBOS-ORD
2h 55mnonstop
$127Delta
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Fri, Nov 7 - Tue, Nov 11
Southwest Logo
2:55 pm - 11:15 pmMDW-BOS
7h 20m1 stop
Southwest Logo
5:30 am - 7:15 amBOS-MDW
2h 45mnonstop
$127Southwest
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Mon, Oct 27 - Sat, Nov 1
Southwest Logo
5:50 pm - 9:05 pmMDW-BOS
2h 15mnonstop
Southwest Logo
6:30 am - 4:25 pmBOS-MDW
10h 55m2 stops
$132Southwest
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Thu, Oct 30 - Thu, Nov 6
United Airlines Logo
1:55 pm - 5:15 pmORD-BOS
2h 20mnonstop
United Airlines Logo
8:30 pm - 10:30 pmBOS-ORD
3h 00mnonstop
$133United Airlines
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Wed, Nov 26 - Tue, Dec 2
United Airlines Logo
6:21 pm - 9:49 pmORD-BOS
2h 28mnonstop
United Airlines Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$134United Airlines
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Wed, Nov 12 - Sat, Nov 15
Spirit Airlines Logo
10:52 am - 11:59 pmORD-BOS
12h 07m1 stop
Spirit Airlines Logo
1:36 pm - 11:06 pmBOS-ORD
10h 30m1 stop
$138Spirit Airlines
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Wed, Nov 12 - Sat, Nov 15
Spirit Airlines Logo
3:26 pm - 11:59 pmORD-BOS
7h 33m1 stop
Spirit Airlines Logo
1:36 pm - 11:06 pmBOS-ORD
10h 30m1 stop
$139Spirit Airlines
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Wed, Nov 19 - Sun, Nov 23
American Airlines Logo
3:08 pm - 6:29 pmORD-BOS
2h 21mnonstop
American Airlines Logo
7:44 am - 9:54 amBOS-ORD
3h 10mnonstop
$141American Airlines
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Tue, Dec 2 - Wed, Dec 3
American Airlines Logo
8:28 pm - 11:52 pmORD-BOS
2h 24mnonstop
American Airlines Logo
7:01 pm - 9:14 pmBOS-ORD
3h 13mnonstop
$142American Airlines
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Everything you should know

Cheapest round-trip
$124
Overall average: $283
Frontier
Wed 11/12Sat 11/15
MDW - BOS • 1 stop
Cheapest non-stop
$127
Typical prices: $153-$364
Delta
Thu 11/20Fri 12/5
ORD - BOS • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$62
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 1% 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
Hampton Beach
Hampton
Waltham
Plymouth
Wells
Warwick
Middletown
Everett
Gloucester
Concord
York Beach
Woburn
Brookline
Revere
West Yarmouth
Danvers
Burlington
South Portland
Braintree
Quincy

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston

Boston (BOS)

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