BOS

$95 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 6/27. 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

Mon, Aug 10 - Sun, Aug 16
United Airlines Logo
7:33 am - 11:05 am
ORD
-
BOS
2h 32mnonstop
United Airlines Logo
7:05 am - 9:03 am
BOS
-
ORD
2h 58mnonstop
$181United Airlines
Fri, Jul 3 - Wed, Sep 30
Southwest Logo
7:35 pm - 10:50 pm
MDW
-
BOS
2h 15mnonstop
Southwest Logo
1:20 pm - 7:05 pm
BOS
-
MDW
6h 45m
2 stops
$181Southwest
Wed, Jul 1 - Tue, Jul 7
JetBlue Logo
8:20 pm - 11:51 pm
ORD
-
BOS
2h 31mnonstop
JetBlue Logo
2:45 pm - 9:03 pm
BOS
-
ORD
7h 18m
1 stop
$183JetBlue
Fri, Jul 3 - Tue, Jul 7
JetBlue Logo
5:22 pm - 12:10 am
ORD
-
BOS
5h 48m
1 stop
JetBlue Logo
5:25 pm - 7:31 pm
BOS
-
ORD
3h 06mnonstop
$184JetBlue
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
11:37 am - 6:47 pm
CMI
-
BOS
6h 10m
1 stop
American Airlines Logo
5:10 am - 11:07 am
BOS
-
CMI
6h 57m
1 stop
$270American Airlines
Sat, Jul 4 - Tue, Jul 7
American Airlines Logo
11:37 am - 5:36 pm
CMI
-
BOS
4h 59m
1 stop
American Airlines Logo
5:10 am - 11:07 am
BOS
-
CMI
6h 57m
1 stop
$306American Airlines
Fri, Jul 3 - Sat, Jul 4
Delta Logo
12:09 pm - 9:05 pm
BMI
-
BOS
7h 56m
1 stop
Delta Logo
5:30 am - 11:59 am
BOS
-
BMI
7h 29m
1 stop
$319Delta
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
$325Delta
Wed, Jul 15 - Fri, Jul 24
Frontier Logo
4:57 pm - 10:57 am
STL
-
BOS
17h 00m
1 stop
Frontier Logo
11:59 am - 8:57 am
BOS
-
STL
21h 58m
1 stop
$328Frontier
Mon, Jun 22 - Tue, Jul 7
Frontier Logo
5:06 pm - 1:27 am
STL
-
BOS
7h 21m
1 stop
Frontier Logo
11:52 am - 5:37 pm
BOS
-
STL
6h 45m
1 stop
$329Frontier
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$95
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 8% lower on average.
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)