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>

$48 CHEAP FLIGHTS from Illinois to Boston

BOS

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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

Thu, Sep 4 - Sun, Sep 7

6:59 pm - 10:32 pmORD-BOS

2h 33mnonstop

7:00 am - 8:56 amBOS-ORD

2h 56mnonstop

$84JetBlue

Find Deal

Thu, Sep 4 - Sun, Sep 7

6:59 pm - 10:32 pmORD-BOS

2h 33mnonstop

7:00 am - 8:56 amBOS-ORD

2h 56mnonstop

$89JetBlue

Find Deal

Fri, Sep 5 - Sun, Sep 7

9:37 pm - 1:09 amORD-BOS

2h 32mnonstop

6:10 am - 8:05 amBOS-ORD

2h 55mnonstop

$99United Airlines

Find Deal

Thu, Sep 4 - Wed, Sep 10

4:45 pm - 8:05 pmMDW-BOS

2h 20mnonstop

5:40 pm - 7:20 pmBOS-MDW

2h 40mnonstop

$99Southwest

Find Deal

Fri, Nov 14 - Mon, Nov 17

7:15 pm - 10:30 pmMDW-BOS

2h 15mnonstop

5:35 pm - 9:05 pmBOS-MDW

4h 30m1 stop

$105Southwest

Find Deal

Fri, Sep 5 - Fri, Sep 12

9:37 pm - 1:09 amORD-BOS

2h 32mnonstop

8:27 pm - 10:15 pmBOS-ORD

2h 48mnonstop

$111United Airlines

Find Deal

Wed, Sep 3 - Wed, Sep 10

11:36 am - 11:49 pmORD-BOS

11h 13m1 stop

6:10 am - 5:39 pmBOS-ORD

12h 29m1 stop

$112Spirit Airlines

Find Deal

Wed, Sep 3 - Fri, Sep 5

6:00 pm - 9:38 pmORD-BOS

2h 38mnonstop

7:55 pm - 9:56 pmBOS-ORD

3h 01mnonstop

$117Delta

Find Deal

Tue, Sep 2 - Wed, Sep 10

8:12 pm - 11:18 amORD-BOS

14h 06m1 stop

3:00 pm - 10:48 pmBOS-ORD

8h 48m1 stop

$125Spirit Airlines

Find Deal

Thu, Sep 11 - Thu, Sep 18

10:15 am - 1:49 pmORD-BOS

2h 34mnonstop

4:05 pm - 5:59 pmBOS-ORD

2h 54mnonstop

$137Delta

Find Deal

Useful Info

Low season	February
High season	October
Cheapest flight	$48

Best time to beat the crowds with an average 8% 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

Wells

Plymouth

Waltham

Middletown

Warwick

Everett

Gloucester

Concord

Woburn

York Beach

Brookline

West Yarmouth

Danvers

Revere

Burlington

South Portland

Braintree

Brockton

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)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

BOS

$48 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