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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$61 CHEAP FLIGHTS from Illinois to Boston

BOS

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

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Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$120

Overall average: $192

JetBlue

Sun 1/11Sun 1/18

ORD - BOS • Non-stop

Cheapest one-way

$61

Typical prices: $113-$258

JetBlue

Wed 2/18

ORD - BOS • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Boston!

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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to Boston

Sun, Jan 11 - Sun, Jan 18

7:45 am - 11:10 am

ORD

BOS

2h 25mnonstop

3:35 pm - 5:43 pm

BOS

ORD

3h 08mnonstop

$120JetBlue

Sat, Jan 17 - Sun, Jan 18

7:45 am - 11:10 am

ORD

BOS

2h 25mnonstop

3:35 pm - 5:43 pm

BOS

ORD

3h 08mnonstop

$122JetBlue

Sun, Jan 11 - Sun, Jan 18

7:45 am - 11:10 am

ORD

BOS

2h 25mnonstop

3:35 pm - 5:43 pm

BOS

ORD

3h 08mnonstop

$125JetBlue

Fri, Feb 6 - Sat, Feb 7

12:44 pm - 11:19 pm

ORD

BOS

9h 35m1 stop

7:00 am - 7:41 pm

BOS

ORD

13h 41m1 stop

$126Spirit Airlines

Sat, Jan 17 - Sun, Jan 18

7:05 am - 10:40 am

ORD

BOS

2h 35mnonstop

7:30 am - 9:41 am

BOS

ORD

3h 11mnonstop

$128Delta

Wed, Jan 28 - Wed, Feb 4

1:20 pm - 1:03 am

MDW

BOS

10h 43m1 stop

6:00 am - 12:05 pm

BOS

MDW

7h 05m1 stop

$128Frontier

Wed, Jan 28 - Wed, Feb 4

1:20 pm - 1:03 am

MDW

BOS

10h 43m1 stop

6:00 am - 12:05 pm

BOS

MDW

7h 05m1 stop

$129Frontier

Wed, Jan 28 - Wed, Feb 4

8:10 am - 1:03 am

ORD

BOS

15h 53m1 stop

5:23 pm - 8:18 am

BOS

ORD

15h 55m1 stop

$130Multiple Airlines

Tue, Jan 20 - Sat, Jan 24

9:23 am - 4:19 pm

ORD

BOS

29h 56m1 stop

6:00 am - 10:44 pm

BOS

ORD

17h 44m1 stop

$131Multiple Airlines

Sat, Mar 14 - Sun, Mar 22

3:59 pm - 10:29 pm

BMI

BOS

5h 30m1 stop

5:35 am - 11:19 am

BOS

BMI

6h 44m1 stop

$427Delta

Useful Info

Low season	January
High season	July
Cheapest flight	$61

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

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.

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

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Information on the airport you'll fly into in Boston

Boston (BOS)

BOS

$61 Find Cheap Flights from Illinois to Boston

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

Everything you should know

Cheap Flights from Illinois to Boston

Recent round-trip flight deals from Illinois to Boston

Recent one-way flight deals from Illinois to Boston

Recent last minute flight deals from Illinois to Boston

Recent direct flight deals from Illinois to Boston

Good to know

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?

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston

Cabin class types available on flights to Illinois

Complete your trip to Boston with a hotel stay or car rental

Find direct flights for Boston

Flights to other popular destinations

Flights from domestic origins to Boston

Choose which airport to fly into in Boston

Find deals for your return flight