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>

$68 CHEAP FLIGHTS from Illinois to Boston

BOS

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

...and more

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Cheapest round-trip

$131

Overall average: $215

United Airlines

Fri 5/8Sun 5/10

ORD - BOS • Non-stop

Cheapest one-way

$68

Typical prices: $103-$233

United Airlines

Mon 2/16

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

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

Fri, May 8 - Sun, May 10

9:30 pm - 12:59 am

ORD

BOS

2h 29mnonstop

6:00 am - 8:00 am

BOS

ORD

3h 00mnonstop

$131United Airlines

Fri, Apr 3 - Sat, Apr 4

3:30 pm - 6:45 pm

MDW

BOS

2h 15mnonstop

6:30 am - 8:20 am

BOS

MDW

2h 50mnonstop

$132Southwest

Thu, Mar 5 - Sun, Mar 8

12:41 pm - 7:58 pm

ORD

BOS

6h 17m

1 stop

7:00 am - 9:10 am

BOS

ORD

3h 10mnonstop

$133JetBlue

Wed, Mar 4 - Sun, Mar 8

5:15 am - 5:15 pm

ORD

BOS

11h 00m

1 stop

7:00 am - 9:10 am

BOS

ORD

3h 10mnonstop

$134Multiple Airlines

Tue, Feb 24 - Sat, Feb 28

8:45 pm - 11:59 pm

ORD

BOS

2h 14mnonstop

6:52 am - 9:03 am

BOS

ORD

3h 11mnonstop

$135American Airlines

Tue, Feb 24 - Wed, Mar 11

10:00 am - 1:20 pm

ORD

BOS

2h 20mnonstop

7:00 am - 9:10 am

BOS

ORD

3h 10mnonstop

$136JetBlue

Mon, Apr 13 - Sat, Apr 18

6:50 am - 10:11 am

ORD

BOS

2h 21mnonstop

8:59 pm - 10:50 pm

BOS

ORD

2h 51mnonstop

$137Delta

Sat, May 2 - Mon, May 4

6:00 am - 9:27 am

ORD

BOS

2h 27mnonstop

7:40 pm - 9:50 pm

BOS

ORD

3h 10mnonstop

$138American Airlines

Fri, May 8 - Sun, May 10

4:28 pm - 12:51 am

ORD

BOS

7h 23m

1 stop

6:52 am - 8:51 am

BOS

ORD

2h 59mnonstop

$139Multiple Airlines

Wed, Jul 22 - Wed, Jul 29

5:00 pm - 1:03 am

MLI

BOS

7h 03m

1 stop

5:45 am - 10:26 am

BOS

MLI

5h 41m

1 stop

$289Delta

Useful Info

Low season	January
High season	July
Cheapest flight	$68

Best time to beat the crowds with an average 13% drop in price.

Most popular time to fly with an average 4% 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

Warwick

Wells

Plymouth

Everett

Middletown

Gloucester

Concord

Woburn

York Beach

Revere

Brookline

Burlington

West Yarmouth

Danvers

South Portland

Braintree

Quincy

Everything you need to know for your flight to Boston

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Direct Flights

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Origins

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Information on the airport you'll fly into in Boston

Boston (BOS)

BOS

$68 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