BOS

$65 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 5/6. 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

Tue, May 5 - Tue, May 12
Frontier Logo
1:59 pm - 1:24 am
ORD
-
BOS
10h 25m
1 stop
Frontier Logo
9:31 am - 7:51 pm
BOS
-
ORD
11h 20m
1 stop
$140Frontier
Wed, Apr 29 - Tue, May 5
Frontier Logo
2:15 pm - 1:31 am
MDW
-
BOS
10h 16m
1 stop
Frontier Logo
6:00 am - 11:09 am
BOS
-
MDW
6h 09m
1 stop
$140Frontier
Wed, Apr 29 - Tue, May 5
Multiple Airlines Logo
11:28 am - 1:31 am
ORD
-
BOS
13h 03m
1 stop
Multiple Airlines Logo
9:31 am - 7:55 am
BOS
-
ORD
23h 24m
1 stop
$146Multiple Airlines
Sat, May 2 - Sun, May 3
JetBlue Logo
6:00 am - 9:15 am
ORD
-
BOS
2h 15mnonstop
JetBlue Logo
7:02 am - 8:59 am
BOS
-
ORD
2h 57mnonstop
$150JetBlue
Sat, May 2 - Sun, May 3
JetBlue Logo
6:00 am - 9:15 am
ORD
-
BOS
2h 15mnonstop
JetBlue Logo
7:02 am - 8:59 am
BOS
-
ORD
2h 57mnonstop
$151JetBlue
Tue, Apr 28 - Sat, May 2
Multiple Airlines Logo
7:15 pm - 1:31 am
ORD
-
BOS
29h 16m
2 stops
Multiple Airlines Logo
10:25 am - 9:12 pm
BOS
-
ORD
11h 47m
1 stop
$152Multiple Airlines
Tue, May 5 - Tue, May 12
Southwest Logo
3:15 pm - 6:35 pm
MDW
-
BOS
2h 20mnonstop
Southwest Logo
6:20 pm - 8:10 pm
BOS
-
MDW
2h 50mnonstop
$167Southwest
Wed, May 6 - Wed, May 13
American Airlines Logo
6:58 pm - 12:25 am
CMI
-
BOS
4h 27m
1 stop
American Airlines Logo
12:22 pm - 6:24 pm
BOS
-
CMI
7h 02m
1 stop
$270American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
2:38 pm - 10:28 pm
CMI
-
BOS
6h 50m
1 stop
American Airlines Logo
6:30 am - 1:47 pm
BOS
-
CMI
8h 17m
1 stop
$299American Airlines
Fri, May 8 - Mon, May 11
Southwest Logo
2:30 pm - 6:05 pm
STL
-
BOS
2h 35mnonstop
Southwest Logo
4:45 pm - 11:25 pm
BOS
-
STL
7h 40m
1 stop
$347Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$65
Best time to beat the crowds with an average 14% drop in price.
Flight from St. Louis 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
Everett
Wells
Plymouth
Middletown
Gloucester
Concord
Woburn
Brookline
Revere
York Beach
Burlington
Danvers
West Yarmouth
South Portland
Braintree
Quincy

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston