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>

$82 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

Wed, May 27 - Wed, Jun 3

8:30 pm - 11:59 pm

ORD

BOS

2h 29mnonstop

6:00 am - 8:00 am

BOS

ORD

3h 00mnonstop

$161JetBlue

Wed, May 27 - Wed, Jun 3

8:30 pm - 11:59 pm

ORD

BOS

2h 29mnonstop

6:00 am - 8:00 am

BOS

ORD

3h 00mnonstop

$162JetBlue

Wed, May 20 - Tue, May 26

1:59 pm - 1:24 am

ORD

BOS

10h 25m

1 stop

9:12 am - 7:41 pm

BOS

ORD

11h 29m

1 stop

$165Frontier

Sat, May 30 - Sat, Jun 6

7:45 pm - 11:21 pm

ORD

BOS

2h 36mnonstop

6:00 am - 7:58 am

BOS

ORD

2h 58mnonstop

$167United Airlines

Tue, Jun 16 - Tue, Jun 23

6:05 pm - 9:20 pm

MDW

BOS

2h 15mnonstop

5:35 am - 7:10 am

BOS

MDW

2h 35mnonstop

$167Southwest

Sat, May 30 - Sat, Jun 6

6:00 am - 9:27 am

ORD

BOS

2h 27mnonstop

7:46 pm - 10:00 pm

BOS

ORD

3h 14mnonstop

$168American Airlines

Wed, Jun 3 - Sun, Jun 7

9:26 pm - 12:59 am

ORD

BOS

2h 33mnonstop

7:19 am - 9:17 am

BOS

ORD

2h 58mnonstop

$172United Airlines

Mon, Jun 29 - Tue, Jun 30

7:35 pm - 10:50 pm

MDW

BOS

2h 15mnonstop

5:35 am - 7:10 am

BOS

MDW

2h 35mnonstop

$172Southwest

Thu, May 28 - Mon, Jun 1

12:27 pm - 1:24 am

MDW

BOS

11h 57m

1 stop

6:00 am - 11:09 am

BOS

MDW

6h 09m

1 stop

$180Frontier

Tue, Jun 16 - Tue, Jun 23

4:24 pm - 12:40 am

MLI

BOS

7h 16m

1 stop

5:00 am - 10:41 am

BOS

MLI

6h 41m

1 stop

$326American Airlines

Useful Info

Low season	January
High season	July
Cheapest flight	$82

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

Most popular time to fly and prices are also 2% lower on average.

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

Plymouth

Middletown

Gloucester

Concord

Woburn

Brookline

Revere

York Beach

Burlington

Danvers

West Yarmouth

Braintree

South Portland

Somerville

Everything you need to know for your flight to Boston

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Direct Flights

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Information on the airport you'll fly into in Boston

Boston (BOS)

BOS

$82 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