BOS

$93 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 8/14. 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, 0 bags

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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

Sun, Aug 23 - Sat, Aug 29
JetBlue Logo
8:20 pm - 11:51 pm
ORD
-
BOS
2h 31mnonstop
JetBlue Logo
11:05 am - 12:59 pm
BOS
-
ORD
2h 54mnonstop
$178JetBlue
Sat, Aug 8 - Sat, Aug 15
United Airlines Logo
3:55 pm - 7:30 pm
ORD
-
BOS
2h 35mnonstop
United Airlines Logo
8:31 pm - 10:30 pm
BOS
-
ORD
2h 59mnonstop
$179United Airlines
Wed, Sep 30 - Sat, Oct 3
American Airlines Logo
10:30 am - 2:08 pm
ORD
-
BOS
2h 38mnonstop
American Airlines Logo
6:00 am - 8:10 am
BOS
-
ORD
3h 10mnonstop
$181American Airlines
Sat, Jul 18 - Tue, Jul 21
Delta Logo
6:59 am - 10:30 am
ORD
-
BOS
2h 31mnonstop
Delta Logo
8:45 pm - 10:39 pm
BOS
-
ORD
2h 54mnonstop
$187Delta
Wed, Aug 26 - Sat, Aug 29
Southwest Logo
6:40 am - 9:55 am
MDW
-
BOS
2h 15mnonstop
Southwest Logo
7:05 am - 8:40 am
BOS
-
MDW
2h 35mnonstop
$187Southwest
Sun, Jun 14 - Sat, Jun 20
Southwest Logo
5:15 am - 8:25 am
MDW
-
BOS
2h 10mnonstop
Southwest Logo
5:20 am - 6:55 am
BOS
-
MDW
2h 35mnonstop
$188Southwest
Sat, Oct 3 - Wed, Oct 7
Delta Logo
5:10 pm - 1:17 am
MLI
-
BOS
7h 07m
1 stop
Delta Logo
9:05 am - 4:22 pm
BOS
-
MLI
8h 17m
1 stop
$319Delta
Fri, Jul 3 - Sat, Jul 11
American Airlines Logo
11:43 am - 9:10 pm
MLI
-
BOS
8h 27m
2 stops
American Airlines Logo
5:10 am - 10:58 am
BOS
-
MLI
6h 48m
1 stop
$324American Airlines
Thu, Jun 25 - Wed, Aug 12
Frontier Logo
6:31 pm - 7:52 am
STL
-
BOS
12h 21m
1 stop
Frontier Logo
10:04 am - 11:59 pm
BOS
-
STL
14h 55m
1 stop
$324Frontier
Mon, Jun 22 - Wed, Aug 12
Frontier Logo
5:06 pm - 7:52 am
STL
-
BOS
13h 46m
1 stop
Frontier Logo
10:04 am - 11:59 pm
BOS
-
STL
14h 55m
1 stop
$325Frontier
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Good to know

Low seasonJanuary
Cheapest flight$93
Best time to beat the crowds with an average 14% drop 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
Warwick
Waltham
Wells
Everett
Middletown
Plymouth
Gloucester
Concord
Woburn
Brookline
Revere
York Beach
Burlington
South Portland
Braintree
West Yarmouth
Danvers
Somerville

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston

Boston (BOS)