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.

$94 CHEAP FLIGHTS from Illinois 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

Sat, Jul 25 - Tue, Jul 28

7:45 pm - 11:21 pm

ORD

BOS

2h 36mnonstop

7:27 pm - 11:31 pm

BOS

ORD

5h 04m

1 stop

$172United Airlines

Sat, Sep 5 - Wed, Sep 9

4:30 pm - 8:11 pm

ORD

BOS

2h 41mnonstop

8:50 pm - 10:32 pm

BOS

ORD

2h 42mnonstop

$173Delta

Thu, Aug 6 - Tue, Aug 11

9:35 am - 5:07 pm

ORD

BOS

6h 32m

1 stop

2:45 pm - 9:58 pm

BOS

ORD

8h 13m

1 stop

$174JetBlue

Sat, Sep 5 - Wed, Sep 9

1:49 pm - 5:59 pm

ORD

BOS

3h 10mnonstop

6:55 am - 11:47 am

BOS

ORD

5h 52m

1 stop

$175JetBlue

Fri, Jul 31 - Thu, Aug 13

7:35 pm - 10:55 pm

MDW

BOS

2h 20mnonstop

8:20 pm - 10:00 pm

BOS

MDW

2h 40mnonstop

$175Southwest

Sat, Jul 25 - Mon, Jul 27

5:45 pm - 9:10 pm

MDW

BOS

2h 25mnonstop

5:25 am - 7:00 am

BOS

MDW

2h 35mnonstop

$178Southwest

Sat, Jul 18 - Thu, Jul 23

8:29 pm - 12:05 am

ORD

BOS

2h 36mnonstop

5:10 am - 7:04 am

BOS

ORD

2h 54mnonstop

$178American Airlines

Thu, Oct 29 - Sun, Nov 1

5:30 pm - 11:36 pm

PIA

BOS

5h 06m

1 stop

6:00 am - 10:56 am

BOS

PIA

5h 56m

1 stop

$319American Airlines

Thu, Jul 30 - Thu, Aug 6

7:10 pm - 9:09 am

STL

BOS

36h 59m

2 stops

11:59 am - 5:37 pm

BOS

STL

6h 38m

1 stop

$349Frontier

Sat, Sep 5 - Mon, Sep 7

5:02 pm - 9:09 am

STL

BOS

15h 07m

1 stop

9:36 am - 5:22 pm

BOS

STL

8h 46m

1 stop

$351Frontier

Useful Info

Low season	January
High season	October
Cheapest flight	$94

Best time to beat the crowds with an average 18% drop in price.

Most popular time to fly and prices are also 7% 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

Wells

Waltham

Middletown

Everett

Plymouth

Concord

Gloucester

Woburn

Revere

Brookline

South Portland

York Beach

Burlington

West Yarmouth

Braintree

Danvers

Somerville

Everything you need to know for your flight to Boston

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Boston (BOS)

BOS

$94 Find Cheap Flights from Illinois to Boston - Compare and Save

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

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Everything you need to know for your flight to Boston

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

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