How does KAYAK find such low prices on flights from Connecticut to Chicago?

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 Connecticut to Chicago. 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 Connecticut to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Connecticut 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 Connecticut to Chicago?

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 Chicago with an airline and back to Connecticut 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 Connecticut to Chicago?

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 Chicago from Connecticut 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>

$35 CHEAP FLIGHTS from Connecticut to Chicago

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

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Flights Deals

Cheap Flights from Connecticut to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Connecticut to Chicago 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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Connecticut to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Connecticut to Chicago.

Discover the best prices for you by selecting your travel dates on KAYAK.

5:55 am - 7:27 amEWR-ORD

2h 32mnonstop

9:08 pm - 12:29 amORD-EWR

2h 21mnonstop

$72Spirit Airlines

Find Deal

Wed, May 28 - Wed, Jun 4

6:30 pm - 8:07 pmLGA-ORD

2h 37mnonstop

5:51 am - 9:00 amORD-LGA

2h 09mnonstop

$74Spirit Airlines

Find Deal

Wed, May 28 - Wed, Jun 4

11:00 am - 12:48 pmJFK-ORD

2h 48mnonstop

6:18 pm - 10:00 pmORD-JFK

2h 42mnonstop

$137Delta

Find Deal

Tue, May 13 - Tue, May 13

7:15 am - 8:56 amLGA-ORD

2h 41mnonstop

8:15 pm - 11:40 pmORD-LGA

2h 25mnonstop

$137Delta

Find Deal

Tue, May 20 - Wed, May 21

6:10 am - 7:30 amLGA-MDW

2h 20mnonstop

8:20 pm - 11:25 pmMDW-LGA

2h 05mnonstop

$137Southwest

Find Deal

Tue, May 13 - Wed, May 14

9:00 am - 11:09 amJFK-ORD

3h 09mnonstop

4:44 pm - 8:00 pmORD-JFK

2h 16mnonstop

$138American Airlines

Find Deal

Tue, May 13 - Wed, May 14

8:30 pm - 10:12 pmEWR-ORD

2h 42mnonstop

6:00 am - 9:13 amORD-EWR

2h 13mnonstop

$147United Airlines

Find Deal

Sat, May 24 - Sun, May 25

3:55 pm - 5:34 pmJFK-ORD

2h 39mnonstop

4:44 pm - 8:00 pmORD-JFK

2h 16mnonstop

$153American Airlines

Find Deal

Tue, May 20 - Thu, May 22

6:10 am - 7:30 amLGA-MDW

2h 20mnonstop

1:05 pm - 4:10 pmMDW-LGA

2h 05mnonstop

$157Southwest

Find Deal

Wed, May 14 - Wed, May 21

6:25 am - 8:00 amLGA-ORD

2h 35mnonstop

4:25 pm - 11:30 pmORD-LGA

6h 05m1 stop

$157United Airlines

Find Deal

Wed, May 14 - Wed, May 14

Useful Info

Low season	January
High season	May
Cheapest flight	$35

Best time to beat the crowds with an average 8% drop in price.

Most popular time to fly and prices are also 0% lower on average.

Flight from Newark Liberty Airport to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Connecticut to Chicago?
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 Connecticut to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Connecticut to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Connecticut 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 Connecticut to Chicago?
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 Chicago with an airline and back to Connecticut with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Connecticut to Chicago?
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 Chicago from Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Connecticut

First Class flights to Chicagofrom $550

Business Class flights to Chicagofrom $577

Prem Econ Class flights to Chicagofrom $632

Economy Class flights to Chicagofrom $136

$35 Find Cheap Flights from Connecticut to Chicago

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

Cheap Flights from Connecticut to Chicago

Recent round-trip flight deals from Connecticut to Chicago

Recent one-way flight deals from Connecticut to Chicago

Recent last minute flight deals from Connecticut to Chicago

Recent direct flight deals from Connecticut to Chicago

Good to know

FAQs for booking flights from Connecticut to Chicago

How does KAYAK find such low prices on flights from Connecticut to Chicago?

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 Connecticut to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Connecticut to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Connecticut 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 Connecticut to Chicago?

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 Chicago with an airline and back to Connecticut with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Connecticut to Chicago?

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 Chicago from Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Connecticut

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

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight