BOS

$63 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 12/24. 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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Everything you should know

Cheapest round-trip
$124
Overall average: $192
Spirit Airlines
Wed 1/28Wed 1/28
ORD - BOS • 1 stop
Cheapest non-stop
$125
Typical prices: $156-$295
JetBlue
Sat 1/17Tue 1/20
ORD - BOS • Non-stop
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Flight Deals
Useful Info
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, Jan 28 - Wed, Jan 28
Spirit Airlines Logo
6:05 am - 2:38 pm
ORD
-
BOS
7h 33m1 stop
Spirit Airlines Logo
5:23 pm - 8:18 am
BOS
-
ORD
15h 55m1 stop
$124Spirit Airlines
Tue, Jan 13 - Wed, Jan 14
Multiple Airlines Logo
5:57 pm - 1:13 am
ORD
-
BOS
6h 16m1 stop
Multiple Airlines Logo
5:23 pm - 8:18 am
BOS
-
ORD
15h 55m1 stop
$125Multiple Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
2:00 pm - 5:24 pm
ORD
-
BOS
2h 24mnonstop
United Airlines Logo
4:49 pm - 6:49 pm
BOS
-
ORD
3h 00mnonstop
$127United Airlines
Sat, Jan 17 - Sun, Jan 18
American Airlines Logo
5:25 pm - 8:45 pm
ORD
-
BOS
2h 20mnonstop
American Airlines Logo
7:00 am - 9:05 am
BOS
-
ORD
3h 05mnonstop
$128American Airlines
Sat, Jan 17 - Sun, Jan 18
American Airlines Logo
5:25 pm - 8:45 pm
ORD
-
BOS
2h 20mnonstop
American Airlines Logo
7:00 am - 9:05 am
BOS
-
ORD
3h 05mnonstop
$129American Airlines
Wed, Jan 7 - Sat, Jan 17
JetBlue Logo
7:45 am - 11:10 am
ORD
-
BOS
2h 25mnonstop
JetBlue Logo
3:35 pm - 5:43 pm
BOS
-
ORD
3h 08mnonstop
$130JetBlue
Sat, Jan 17 - Sun, Jan 18
JetBlue Logo
7:45 am - 11:10 am
ORD
-
BOS
2h 25mnonstop
JetBlue Logo
7:00 am - 9:05 am
BOS
-
ORD
3h 05mnonstop
$131JetBlue
Tue, Jan 20 - Fri, Jan 23
Southwest Logo
5:35 pm - 8:50 pm
MDW
-
BOS
2h 15mnonstop
Southwest Logo
5:30 am - 7:20 am
BOS
-
MDW
2h 50mnonstop
$132Southwest
Thu, Jan 8 - Tue, Jan 13
Southwest Logo
2:00 pm - 5:10 pm
MDW
-
BOS
2h 10mnonstop
Southwest Logo
5:30 am - 7:20 am
BOS
-
MDW
2h 50mnonstop
$137Southwest
Thu, Jan 15 - Thu, Jan 22
United Airlines Logo
10:47 am - 5:19 pm
MLI
-
BOS
5h 32m1 stop
United Airlines Logo
8:15 am - 4:54 pm
BOS
-
MLI
9h 39m2 stops
$263United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$63
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 8% 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
Wells
Warwick
Plymouth
Middletown
Everett
Gloucester
Concord
York Beach
Woburn
Brookline
Revere
West Yarmouth
Burlington
Danvers
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)