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>

$89 CHEAP FLIGHTS from Illinois to Boston

BOS

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

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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

Sun, Aug 23 - Sat, Aug 29

8:20 pm - 11:51 pm

ORD

BOS

2h 31mnonstop

11:05 am - 12:59 pm

BOS

ORD

2h 54mnonstop

$178JetBlue

Sat, Aug 8 - Sat, Aug 15

9:41 pm - 1:14 am

ORD

BOS

2h 33mnonstop

8:31 pm - 10:30 pm

BOS

ORD

2h 59mnonstop

$179United Airlines

Sat, Sep 5 - Mon, Sep 14

3:10 pm - 6:30 pm

MDW

BOS

2h 20mnonstop

8:20 pm - 10:00 pm

BOS

MDW

2h 40mnonstop

$180Southwest

Tue, Sep 29 - Sun, Oct 4

10:30 am - 2:08 pm

ORD

BOS

2h 38mnonstop

7:00 am - 9:06 am

BOS

ORD

3h 06mnonstop

$181American Airlines

Sat, Sep 26 - Thu, Oct 1

4:30 pm - 8:15 pm

ORD

BOS

2h 45mnonstop

7:30 am - 9:24 am

BOS

ORD

2h 54mnonstop

$183Delta

Sat, Jun 20 - Sat, Jul 4

5:25 am - 8:40 am

MDW

BOS

2h 15mnonstop

5:40 pm - 7:30 pm

BOS

MDW

2h 50mnonstop

$184Southwest

Sat, Jul 4 - Sat, Jul 11

6:04 am - 2:38 pm

CMI

BOS

7h 34m

1 stop

5:10 am - 11:07 am

BOS

CMI

6h 57m

1 stop

$306American Airlines

Wed, Sep 23 - Sat, Oct 3

5:10 pm - 1:17 am

MLI

BOS

7h 07m

1 stop

3:10 pm - 10:24 pm

BOS

MLI

8h 14m

1 stop

$319Delta

Thu, Sep 24 - Mon, Sep 28

8:34 pm - 10:09 am

STL

BOS

12h 35m

1 stop

11:05 am - 7:39 pm

BOS

STL

9h 34m

1 stop

$334Frontier

Thu, Oct 1 - Mon, Oct 5

8:34 pm - 10:09 am

STL

BOS

12h 35m

1 stop

11:05 am - 7:39 pm

BOS

STL

9h 34m

1 stop

$340Frontier

Useful Info

Low season	January
High season	July
Cheapest flight	$89

Best time to beat the crowds with an average 14% drop 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

Warwick

Waltham

Wells

Everett

Middletown

Plymouth

Gloucester

Concord

Woburn

Brookline

Revere

York Beach

Burlington

Braintree

South Portland

Danvers

West Yarmouth

Somerville

Everything you need to know for your flight to Boston

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Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

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Return flight deals

Information on the airport you'll fly into in Boston

Boston (BOS)

BOS

$89 Find Cheap Flights from Illinois to Boston

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

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