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

1,338 flights are operational weekly from Connecticut to Illinois as of April 2026. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.

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

United Airlines, Delta, and Southwest are the most popular carriers operating from Connecticut to Illinois

How long is the flight from Connecticut to Illinois?

The flight from Connecticut to Illinois depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Hartford (a popular airport in Connecticut) to Chicago O'Hare Intl Airport (the most popular airport in Illinois), then the flight time is 2h 33m on average. If you fly from New Haven (another popular airport in Connecticut) to Chicago O'Hare Intl Airport, then the average flight time is 2h 53m.

What airlines fly to Illinois?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Illinois from Connecticut according to our data. American Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 5 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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

191 flights are operational daily from Connecticut to Illinois as of April 2026. The most popular departure time for this route is 6:00AM, with 44% of flights per day taking off at noon.

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

Prices for flights from Connecticut to Illinois were last updated today.

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

As of April 2026, there are 7 operators available to choose from for flights from Connecticut to Illinois.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Illinois.

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

The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$61 Cheap Flights from Connecticut to Illinois in 2026

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Find the cheapest flights from Connecticut to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:29 pm - 8:11 pm

LGA

ORD

2h 42mnonstop

1:49 pm - 5:00 pm

ORD

LGA

2h 11mnonstop

$120Spirit Airlines

Wed, May 6 - Tue, May 12

6:29 pm - 8:11 pm

LGA

ORD

2h 42mnonstop

1:49 pm - 5:00 pm

ORD

LGA

2h 11mnonstop

$122Spirit Airlines

Fri, May 8 - Thu, May 14

7:35 am - 9:00 am

LGA

MDW

2h 25mnonstop

6:10 pm - 9:15 pm

MDW

LGA

2h 05mnonstop

$168Southwest

Sat, Apr 25 - Sat, May 2

7:35 pm - 9:48 pm

JFK

ORD

3h 13mnonstop

6:05 am - 9:26 am

ORD

JFK

2h 21mnonstop

$177Delta

Sat, Jun 20 - Wed, Jun 24

10:07 pm - 11:35 pm

EWR

STL

2h 28mnonstop

6:01 am - 9:30 am

STL

EWR

2h 29mnonstop

$296United Airlines

Wed, Jun 24 - Tue, Jul 7

7:38 am - 9:27 am

LGA

STL

2h 49mnonstop

12:28 pm - 4:06 pm

STL

LGA

2h 38mnonstop

$296Delta

Wed, May 6 - Wed, Jul 8

9:55 am - 5:55 pm

LGA

STL

9h 00m

2 stops

8:30 am - 2:50 pm

STL

LGA

5h 20m

1 stop

$298Southwest

Tue, May 12 - Tue, May 19

12:16 pm - 10:19 pm

JFK

STL

11h 03m

1 stop

7:00 am - 8:04 pm

STL

JFK

12h 04m

1 stop

$303American Airlines

Tue, May 12 - Tue, May 26

9:03 am - 4:41 pm

JFK

STL

8h 38m

1 stop

10:31 am - 4:29 pm

STL

JFK

4h 58m

1 stop

$307American Airlines

Wed, May 6 - Wed, Jul 8

6:05 am - 11:26 am

BDL

ORD

6h 21m

1 stop

6:45 am - 9:55 am

ORD

BDL

2h 10mnonstop

$343United Airlines

Wed, May 13 - Sat, May 16

Delta flights from Connecticut to Illinois

Our best Delta deals on Connecticut to Illinois flight tickets

Delta

Jun 20

JFK7:35 pmNew York John F Kennedy Intl

3h 13m

ORD9:48 pmChicago O'Hare Intl

Jun 24

ORD6:05 amChicago O'Hare Intl

2h 21m

JFK9:26 amNew York John F Kennedy Intl

$177

Delta

Jun 10

JFK10:30 amNew York John F Kennedy Intl

2h 50m

ORD12:20 pmChicago O'Hare Intl

Jun 18

ORD6:29 pmChicago O'Hare Intl

2h 40m

JFK10:09 pmNew York John F Kennedy Intl

$182

Delta

May 5

JFK7:36 pmNew York John F Kennedy Intl

3h 21m

ORD9:57 pmChicago O'Hare Intl

May 8

ORD6:07 amChicago O'Hare Intl

2h 23m

JFK9:30 amNew York John F Kennedy Intl

$187

American Airlines flights from Connecticut to Illinois

Our best American Airlines deals on Connecticut to Illinois flight tickets

American Airlines

Jun 25

EWR5:30 amNewark

2h 48m

ORD7:18 amChicago O'Hare Intl

Jun 28

ORD6:51 amChicago O'Hare Intl

2h 11m

EWR10:02 amNewark

$177

American Airlines

Jul 1

JFK2:25 pmNew York John F Kennedy Intl

7h 59m

1 stop

ORD9:24 pmChicago O'Hare Intl

Jul 7

ORD4:26 pmChicago O'Hare Intl

2h 34m

JFK8:00 pmNew York John F Kennedy Intl

$200

American Airlines

Apr 30

JFK9:03 amNew York John F Kennedy Intl

2h 55m

ORD10:58 amChicago O'Hare Intl

May 4

ORD4:36 pmChicago O'Hare Intl

2h 27m

JFK8:03 pmNew York John F Kennedy Intl

$203

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 5/6

6:29 pm-8:11 pm

Nonstop2h 42m

Chicago O'Hare Intl

Tue 5/12

1:49 pm-5:00 pm

Nonstop2h 11m

$120

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 5/8

6:29 pm-8:11 pm

Nonstop2h 42m

Chicago O'Hare Intl

Thu 5/14

1:49 pm-5:00 pm

Nonstop2h 11m

$122

Quickest round-trip

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 4/25

7:35 am-9:00 am

Nonstop2h 25m

Chicago Midway

Sat 5/2

6:10 pm-9:15 pm

Nonstop2h 05m

$168

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 6/20

7:35 pm-9:48 pm

Nonstop3h 13m

Chicago O'Hare Intl

Wed 6/24

6:05 am-9:26 am

Nonstop2h 21m

$177

NewarkSt. Louis

EWR - STL

EWRSTL

Newark

Wed 6/24

10:07 pm-11:35 pm

Nonstop2h 28m

Lambert-St Louis

Tue 7/7

6:01 am-9:30 am

Nonstop2h 29m

$296

New YorkSt. Louis

LGA - STL

LGASTL

New York LaGuardia

Wed 5/6

7:38 am-9:27 am

Nonstop2h 49m

Lambert-St Louis

Wed 7/8

12:28 pm-4:06 pm

Nonstop2h 38m

$296

New YorkSt. Louis

LGA - STL

LGASTL

New York LaGuardia

Tue 5/12

9:55 am-5:55 pm

2 stops9h 00m

Lambert-St Louis

Tue 5/19

8:30 am-2:50 pm

1 stop5h 20m

$298

New YorkSt. Louis

JFK - STL

JFKSTL

New York John F Kennedy Intl

Tue 5/12

12:16 pm-10:19 pm

1 stop11h 03m

Lambert-St Louis

Tue 5/26

7:00 am-8:04 pm

1 stop12h 04m

$303

New YorkSt. Louis

JFK - STL

JFKSTL

New York John F Kennedy Intl

Wed 5/6

9:03 am-4:41 pm

1 stop8h 38m

Lambert-St Louis

Wed 7/8

10:31 am-4:29 pm

1 stop4h 58m

$307

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Wed 5/13

6:05 am-11:26 am

1 stop6h 21m

Chicago O'Hare Intl

Sat 5/16

6:45 am-9:55 am

Nonstop2h 10m

$343

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 Illinois

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 Illinois?

The cheapest month to fly to Illinois from Connecticut is in January. Flight prices, which tend to average around $288, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of January, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $300.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Connecticut to Illinois is on a Wednesday when prices can be found for as low as $426. Flights from Connecticut to Illinois on a Sunday will generally be more expensive and average around $550. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Connecticut to Illinois during this time can be as low as $411. Flights at noon are often more expensive with an average ticket price of $507.

What is the cheapest Connecticut to Illinois flight route?

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

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

There are 4 cabin classes available to choose from on Connecticut to Illinois 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 Illinois flights?

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

Cheap Connecticut to Illinois flight deals and tips

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

Best Price Found	$191
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from Connecticut in the past 72 hours is $191. The best round-trip flight deal from Connecticut to Illinois found on momondo in the last 72 hours is $130.

The fastest flight from Connecticut to Illinois takes 2h 15m

Direct flights go from Connecticut to Illinois every day.

There are 98 airports in Illinois. 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 Illinois

When did momondo last update prices for flights from Connecticut to Illinois?
Prices for flights from Connecticut to Illinois were last updated today.
How many operators does momondo search for flights from Connecticut to Illinois?
As of April 2026, there are 7 operators available to choose from for flights from Connecticut to Illinois.
How old do you have to be to fly from Connecticut to Illinois?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Illinois.
What documentation or ID do you need to fly to Illinois?
The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Connecticut to Illinois?
momondo data reveals that the most frequently booked plane model on the route from Connecticut to Illinois is Boeing 737-800, representing 34.30% of all bookings. The subsequent popular models are Embraer 175 at 16.17%, Embraer 175 (Enhanced Winglets) at 11.11%, and Boeing 737-900 at 9.80%.

Best airlines flying from Connecticut to Illinois

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

Airline	Rating	Free Cancellation	Price
Avelo Airlines	PriceFrom $77	Free Cancellation	Rating 7.6 88 reviews	Search Avelo Airlines flights
American Airlines	PriceFrom $159	Free Cancellation	Rating 7.1 11,577 reviews	Search American Airlines flights
Delta	PriceFrom $176	Free Cancellation	Rating 7.9 8,404 reviews	Search Delta flights
Southwest	PriceFrom $177	Free Cancellation	Rating 8.0 4,328 reviews	Search Southwest flights
United Airlines	PriceFrom $217	Free Cancellation	Rating 7.4 9,585 reviews	Search United Airlines flights

Why use momondo?

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

It is quick and easy to find Connecticut to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

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

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

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

Once all potential Connecticut to Illinois 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 Illinois right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Illinois, momondo offers a useful price alert feature which will track prices for flights to Illinois from Connecticut and alert you when they change.

An easier way to manage your Illinois trip

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Popular cities in Illinois

Flights to New Yorkfrom $56

Flights to Los Angelesfrom $49

Flights to Orlandofrom $51

Flights to Miamifrom $56

Flights to Chicagofrom $64

Flights to San Franciscofrom $59

Flights to Las Vegasfrom $46

Flights to Washington, D.C.from $56

Flights to Bostonfrom $66

Flights to Atlantafrom $56

Flights to Dallasfrom $56

Flights to Fort Lauderdalefrom $53

Cheap flights from Connecticut to Illinois from $61

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 Illinois departing on 6/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Connecticut to Illinois

Our best Delta deals on Connecticut to Illinois flight tickets

American Airlines flights from Connecticut to Illinois

Our best American Airlines deals on Connecticut to Illinois flight tickets

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See travel insights to Illinois from

How to get the cheapest flight ticket from Connecticut to Illinois

What is the cheapest month to fly to Illinois?

What is the cheapest day to depart on your flight to Illinois?

What is the cheapest time of day to depart on your flight to Illinois?

What is the cheapest Connecticut to Illinois flight route?

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

Can stopping save me money on Connecticut to Illinois flights?

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

What airlines fly to Illinois?

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

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

How long is the flight from Connecticut to Illinois?

Cheap Connecticut to Illinois flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Illinois

Frequently asked questions about flying from Connecticut to Illinois

Best airlines flying from Connecticut to Illinois

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

Why use momondo?

An easier way to manage your Illinois 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 Illinois

Popular cities in Illinois

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

Connecticut flight routes

According to popular flight searches on momondo this year

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According to popular flight searches on momondo this year

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