What is the cheapest airline that flies from Connecticut to Chicago?

Avelo Airlines, Southwest, and United Airlines are the most popular carriers operating from Connecticut to Chicago

How many flights depart from Connecticut to Chicago on average per day?

As of November 2026, 14 flights take off from Connecticut and land in Chicago each day. The most common flight departure time for this route is 12:00PM, with 49% of daily flights taking off at noon.

How long does it take to fly to Chicago?

Average flight duration from Connecticut to Chicago depends on which airport you fly into and out of. Flying from Hartford to Chicago O'Hare Intl Airport is 2h 33m on average, while flying from New Haven to Chicago O'Hare Intl Airport is 2h 43m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What airlines fly to Chicago?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Connecticut according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Connecticut to Chicago on average per week?

103 flights are operational weekly from Connecticut to Chicago as of November 2026. The most popular departure day for this route is Wed, with 22% of flights per week taking off on this day.

When did momondo last update prices for flights from Connecticut to Chicago?

Prices for flights from Connecticut to Chicago are updated daily.

How many operators does momondo search for flights from Connecticut to Chicago?

As of November 2026, there are 5 operators available to choose from for flights from Connecticut to Chicago.

How old do you have to be to fly from Connecticut to Chicago?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$62 Cheap Flights from Connecticut to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Connecticut to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

4:35 pm - 6:28 pmHVN Tweed-New Haven-ORD Chicago O'Hare Intl

2h 53mnonstop

7:28 pm - 10:46 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 18mnonstop

$123Avelo Airlines

Thu, Jan 28 - Sun, Jan 31

4:35 pm - 6:28 pmHVN Tweed-New Haven-ORD Chicago O'Hare Intl

2h 53mnonstop

7:28 pm - 10:46 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 18mnonstop

$193Avelo Airlines

Thu, Feb 4 - Sun, Feb 7

9:37 am - 12:53 amHVN Tweed-New Haven-ORD Chicago O'Hare Intl

16h 16m2 stops Raleigh-Durham Denver Intl

7:07 pm - 10:30 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 23mnonstop

$293Multiple Airlines

Fri, Dec 4 - Sun, Dec 6

12:00 pm - 11:33 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

12h 33m1 stop Fort Lauderdale

5:35 am - 1:34 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

6h 59m1 stop Orlando

$302Multiple Airlines

Tue, Dec 1 - Thu, Dec 3

6:00 am - 11:32 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

6h 32m1 stop Washington, D.C. Dulles Intl

10:51 am - 2:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 23mnonstop

$303United Airlines

Thu, Jan 28 - Mon, Feb 1

6:00 am - 11:33 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

6h 33m1 stop Washington, D.C. Dulles Intl

6:20 pm - 9:40 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 20mnonstop

$303United Airlines

Thu, Dec 3 - Thu, Dec 10

6:19 pm - 8:20 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

3h 01mnonstop

12:49 pm - 7:22 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

5h 33m1 stop Washington, D.C. Reagan-National

$307American Airlines

Mon, Nov 23 - Fri, Nov 27

12:10 pm - 6:29 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

7h 19m1 stop Washington, D.C. Reagan-National

8:50 am - 12:03 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 13mnonstop

$307American Airlines

Thu, Jan 28 - Mon, Feb 1

5:40 am - 9:00 amBDL Hartford Bradley Intl-MDW Chicago Midway

4h 20m1 stop Baltimore/Washington

7:10 pm - 10:20 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$307Southwest

Tue, Dec 15 - Fri, Dec 18

7:30 am - 9:00 amBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

8:45 am - 2:55 pmMDW Chicago Midway-BDL Hartford Bradley Intl

5h 10m1 stop Baltimore/Washington

$307Southwest

Mon, Feb 8 - Wed, Feb 10

Cheap last minute flights

Enter your travel dates to find the best prices.

4:45 pm - 6:24 pmHVN Tweed-New Haven-ORD Chicago O'Hare Intl

2h 39mnonstop

7:09 pm - 10:29 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 20mnonstop

$214Avelo Airlines

Sun, Nov 8 - Thu, Nov 12

4:45 pm - 6:28 pmHVN Tweed-New Haven-ORD Chicago O'Hare Intl

2h 43mnonstop

7:17 pm - 10:39 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 22mnonstop

$302Avelo Airlines

Fri, Nov 6 - Mon, Nov 9

3:15 pm - 5:07 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

26h 52m1 stop Orlando

9:51 am - 2:20 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

27h 29m1 stop Orlando

$330Frontier

Mon, Nov 9 - Wed, Nov 11

11:15 am - 8:46 amHVN Tweed-New Haven-ORD Chicago O'Hare Intl

22h 31m2 stops Raleigh-Durham Orlando

7:17 pm - 10:39 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 22mnonstop

$333Multiple Airlines

Wed, Nov 11 - Mon, Nov 16

12:55 pm - 2:25 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

8:00 am - 11:10 amMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$384Southwest

Mon, Nov 9 - Mon, Nov 23

2:30 pm - 8:10 pmBDL Hartford Bradley Intl-MDW Chicago Midway

6h 40m1 stop Baltimore/Washington

8:00 am - 11:10 amMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$394Southwest

Mon, Nov 9 - Mon, Nov 23

12:04 pm - 11:50 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

12h 46m1 stop Fort Lauderdale

2:59 pm - 11:59 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

8h 00m1 stop Fort Lauderdale

$415JetBlue

Sun, Nov 8 - Thu, Nov 12

12:04 pm - 11:50 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

12h 46m1 stop Fort Lauderdale

7:00 am - 7:57 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

11h 57m1 stop Fort Lauderdale

$415JetBlue

Sun, Nov 8 - Thu, Nov 12

12:37 pm - 2:29 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 52mnonstop

6:25 pm - 9:47 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 22mnonstop

$466United Airlines

Mon, Nov 9 - Mon, Nov 9

12:37 pm - 2:29 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 52mnonstop

2:36 pm - 5:54 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 18mnonstop

$471United Airlines

Sun, Nov 8 - Thu, Nov 12

Cheap direct flights

Enter your travel dates to find the best prices.

4:35 pm - 6:28 pmHVN Tweed-New Haven-ORD Chicago O'Hare Intl

2h 53mnonstop

7:28 pm - 10:46 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 18mnonstop

$123Avelo Airlines

Thu, Jan 28 - Sun, Jan 31

4:35 pm - 6:28 pmHVN Tweed-New Haven-ORD Chicago O'Hare Intl

2h 53mnonstop

7:28 pm - 10:46 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 18mnonstop

$193Avelo Airlines

Thu, Feb 4 - Sun, Feb 7

4:35 pm - 6:28 pmHVN Tweed-New Haven-ORD Chicago O'Hare Intl

2h 53mnonstop

7:28 pm - 10:46 pmORD Chicago O'Hare Intl-HVN Tweed-New Haven

2h 18mnonstop

$193Avelo Airlines

Thu, Feb 4 - Sun, Feb 7

6:25 pm - 7:55 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

1:25 pm - 4:30 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 05mnonstop

$323Southwest

Fri, Jan 1 - Fri, Jan 8

9:16 am - 11:15 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

6:14 pm - 9:36 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 22mnonstop

$334United Airlines

Fri, Dec 18 - Tue, Dec 22

9:35 am - 11:26 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 51mnonstop

6:14 pm - 9:36 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 22mnonstop

$336United Airlines

Tue, Dec 15 - Tue, Dec 22

6:25 pm - 7:55 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

12:45 pm - 3:45 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 00mnonstop

$357Southwest

Fri, Dec 4 - Sun, Dec 6

6:17 pm - 8:24 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

3h 07mnonstop

8:30 pm - 11:52 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 22mnonstop

$357American Airlines

Fri, Dec 4 - Sun, Dec 6

7:00 am - 9:00 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

3h 00mnonstop

8:50 am - 12:03 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 13mnonstop

$357American Airlines

Thu, Jan 28 - Sun, Jan 31

5:10 pm - 6:40 pmBDL Hartford Bradley Intl-MDW Chicago Midway

2h 30mnonstop

9:00 am - 12:10 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$357Southwest

Fri, Jan 8 - Sun, Jan 10

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United Airlines flights from Connecticut to Chicago

Our best United Airlines deals on Connecticut to Chicago flight tickets

United Airlines

Dec 1

BDL6:00 amHartford Bradley Intl

6h 31m

1 stop

ORD11:31 amChicago O'Hare Intl

Dec 7

ORD6:20 pmChicago O'Hare Intl

2h 20m

BDL9:40 pmHartford Bradley Intl

$303

United Airlines

Dec 3

BDL6:00 amHartford Bradley Intl

6h 33m

1 stop

ORD11:33 amChicago O'Hare Intl

Dec 10

ORD6:15 pmChicago O'Hare Intl

4h 29m

1 stop

BDL11:44 pmHartford Bradley Intl

$312

United Airlines

Dec 25

BDL10:39 amHartford Bradley Intl

7h 15m

1 stop

ORD4:54 pmChicago O'Hare Intl

Dec 30

ORD6:10 pmChicago O'Hare Intl

4h 36m

1 stop

BDL11:46 pmHartford Bradley Intl

$323

Frontier flights from Connecticut to Chicago

Our best Frontier deals on Connecticut to Chicago flight tickets

Frontier

Nov 15

BDL3:15 pmHartford Bradley Intl

18h 31m

1 stop

ORD8:46 amChicago O'Hare Intl

Nov 18

ORD9:51 amChicago O'Hare Intl

27h 29m

1 stop

BDL2:20 pmHartford Bradley Intl

$307

Frontier

Nov 19

BDL3:15 pmHartford Bradley Intl

25h 37m

1 stop

ORD3:52 pmChicago O'Hare Intl

Nov 23

ORD5:40 amChicago O'Hare Intl

28h 51m

1 stop

BDL11:31 amHartford Bradley Intl

$308

Frontier

Dec 4

BDL12:56 pmHartford Bradley Intl

13h 03m

1 stop

ORD12:59 amChicago O'Hare Intl

Dec 6

ORD5:35 amChicago O'Hare Intl

7h 14m

1 stop

BDL1:49 pmHartford Bradley Intl

$309

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Thu 1/28

4:35 pm-6:28 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sun 1/31

7:28 pm-10:46 pm

Nonstop2h 18m

$123

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Thu 2/4

4:35 pm-6:28 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sun 2/7

7:28 pm-10:46 pm

Nonstop2h 18m

$193

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Fri 12/4

9:37 am-12:53 am

2 stops16h 16m

Chicago O'Hare Intl

Sun 12/6

7:07 pm-10:30 pm

Nonstop2h 23m

$293

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Tue 12/1

12:00 pm-11:33 pm

1 stop12h 33m

Chicago O'Hare Intl

Thu 12/3

5:35 am-1:34 pm

1 stop6h 59m

$302

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 1/28

6:00 am-11:32 am

1 stop6h 32m

Chicago O'Hare Intl

Mon 2/1

10:51 am-2:14 pm

Nonstop2h 23m

$303

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 12/3

6:00 am-11:33 am

1 stop6h 33m

Chicago O'Hare Intl

Thu 12/10

6:20 pm-9:40 pm

Nonstop2h 20m

$303

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Mon 11/23

6:19 pm-8:20 pm

Nonstop3h 01m

Chicago O'Hare Intl

Fri 11/27

12:49 pm-7:22 pm

1 stop5h 33m

$307

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 1/28

12:10 pm-6:29 pm

1 stop7h 19m

Chicago O'Hare Intl

Mon 2/1

8:50 am-12:03 pm

Nonstop2h 13m

$307

HartfordChicago

BDL Hartford Bradley Intl - MDW Chicago Midway

BDLMDW

Hartford Bradley Intl

Tue 12/15

5:40 am-9:00 am

1 stop4h 20m

Chicago Midway

Fri 12/18

7:10 pm-10:20 pm

Nonstop2h 10m

$307

HartfordChicago

BDL Hartford Bradley Intl - MDW Chicago Midway

BDLMDW

Hartford Bradley Intl

Mon 2/8

7:30 am-9:00 am

Nonstop2h 30m

Chicago Midway

Wed 2/10

8:45 am-2:55 pm

1 stop5h 10m

$307

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Connecticut to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Connecticut, with most prices found around $371. If you’re not able to fly to Chicago in December, then February is your next best option. Flight prices from Connecticut to Chicago during February average around $375.

What is the cheapest Connecticut to Chicago flight route?

Fly from Tweed-New Haven to Chicago O'Hare Intl for the best Connecticut - Chicago flight prices

What cabin class options are available on Connecticut to Chicago flights?

There are 4 cabin classes available to choose from on Connecticut to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Connecticut to Chicago flights?

No. A direct flight is the cheapest option for a flight between Connecticut to Chicago.

Cheap Connecticut to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Chicago

Best Price Found	$62
Fastest flight time	2h 24m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Connecticut in the past 72 hours is $62. The best round-trip flight deal from Connecticut to Chicago found on momondo in the last 72 hours is $123.

The fastest flight from Connecticut to Chicago takes 2h 24m

Direct flights go from Connecticut to Chicago every day.

There are 3 airports in Chicago. From Connecticut there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Connecticut to Chicago

When did momondo last update prices for flights from Connecticut to Chicago?
Prices for flights from Connecticut to Chicago are updated daily.
How many operators does momondo search for flights from Connecticut to Chicago?
As of November 2026, there are 5 operators available to choose from for flights from Connecticut to Chicago.
How old do you have to be to fly from Connecticut to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Connecticut to Chicago?
Based on momondo bookings for flights between Connecticut and Chicago, the leading plane model is Boeing 737-800, making up 25.57% of the total bookings. Other popular models include Airbus A319 with 11.93%, Boeing 737-900 with 11.09%, and Boeing 737 MAX 8 with 9.80%.

Best airlines flying from Connecticut to Chicago

Compare and see reviews for airlines that fly from Connecticut to Chicago with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $84	Free Cancellation	Rating 7.1 3,064 reviews	Search JetBlue flights
Avelo Airlines	PriceFrom $117	Free Cancellation	Rating 7.6 87 reviews	Search Avelo Airlines flights
American Airlines	PriceFrom $275	Free Cancellation	Rating 7.0 12,233 reviews	Search American Airlines flights
United Airlines	PriceFrom $287	Free Cancellation	Rating 7.3 10,463 reviews	Search United Airlines flights
Southwest	PriceFrom $303	Free Cancellation	Rating 8.0 4,212 reviews	Search Southwest flights

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New Buffalo

Hammond

Portage

Lansing

Saint Joseph

Benton Harbor

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Connecticut to Chicago?

Finding the right flight to Chicago from Connecticut is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Connecticut to Chicago with flexible booking policies on momondo?

All flight searches from Connecticut to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Connecticut to Chicago?

Once all potential Connecticut to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Connecticut to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Connecticut to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago trip

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Other United States destinations

Other flights from Connecticut

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Connecticut to Chicago from $62

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Connecticut to Chicago departing on 1/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Connecticut to Chicago

Cheap round-trip flights

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Cheap last minute flights

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Big names and deals

Big names and deals

Filter for what you want

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United Airlines flights from Connecticut to Chicago

Our best United Airlines deals on Connecticut to Chicago flight tickets

Frontier flights from Connecticut to Chicago

Our best Frontier deals on Connecticut to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Connecticut to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Connecticut to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest Connecticut to Chicago flight route?

What cabin class options are available on Connecticut to Chicago flights?

Can stopping save me money on Connecticut to Chicago flights?

What is the cheapest airline that flies from Connecticut to Chicago?

What airlines fly to Chicago?

How many flights depart from Connecticut to Chicago on average per day?

How many flights depart from Connecticut to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Connecticut to Chicago flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Connecticut to Chicago

Best airlines flying from Connecticut to Chicago

Compare and see reviews for airlines that fly from Connecticut to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Connecticut

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year