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

1,386 flights are operational weekly from Connecticut to Illinois as of November 2025. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.

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 54% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 4 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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 New Haven (a popular airport in Connecticut) to Chicago O'Hare Intl Airport (the most popular airport in Illinois), then the flight time is 2h 17m on average. If you fly from Hartford (another popular airport in Connecticut) to Chicago O'Hare Intl Airport, then the average flight time is 2h 33m.

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

Frontier, Spirit Airlines, and JetBlue are the most popular carriers operating from Connecticut to Illinois

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

198 flights are operational daily from Connecticut to Illinois as of November 2025. The most popular departure time for this route is 12:00PM, with 49% of flights per day taking off in the afternoon.

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 November 2025, 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.

$55 Cheap Flights from Connecticut to Illinois in 2025/26

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Find the cheapest flights from Connecticut to Illinois

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

11:00 am - 12:57 pmJFK-ORD

2h 57mnonstop

6:40 am - 10:04 amORD-JFK

2h 24mnonstop

$100Frontier

Find Deal

Thu, Jan 29 - Sun, Feb 1

8:41 pm - 10:11 pmLGA-ORD

2h 30mnonstop

11:01 am - 9:13 pmORD-LGA

9h 12m1 stop

$100Multiple Airlines

Find Deal

Fri, Dec 5 - Mon, Dec 8

8:00 pm - 9:52 pmJFK-ORD

2h 52mnonstop

7:00 am - 10:17 amORD-JFK

2h 17mnonstop

$127JetBlue

Find Deal

Sat, Dec 6 - Mon, Dec 8

8:00 pm - 9:52 pmJFK-ORD

2h 52mnonstop

7:00 am - 10:17 amORD-JFK

2h 17mnonstop

$136JetBlue

Find Deal

Sat, Dec 13 - Mon, Dec 15

8:35 am - 10:00 amLGA-MDW

2h 25mnonstop

7:15 pm - 10:20 pmMDW-LGA

2h 05mnonstop

$137Southwest

Find Deal

Sat, Nov 15 - Mon, Nov 17

7:30 pm - 9:28 pmEWR-ORD

2h 58mnonstop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$138American Airlines

Find Deal

Sat, Dec 6 - Mon, Dec 8

9:05 am - 10:45 amLGA-MDW

2h 40mnonstop

6:35 am - 9:45 amMDW-LGA

2h 10mnonstop

$138Southwest

Find Deal

Fri, Feb 20 - Sat, Feb 28

9:57 pm - 11:32 pmEWR-ORD

2h 35mnonstop

6:00 am - 9:07 amORD-EWR

2h 07mnonstop

$143United Airlines

Find Deal

Fri, Dec 12 - Mon, Dec 15

4:15 pm - 5:57 pmLGA-ORD

2h 42mnonstop

6:00 am - 9:07 amORD-LGA

2h 07mnonstop

$143United Airlines

Find Deal

Fri, Dec 5 - Mon, Dec 8

7:00 am - 8:53 amEWR-ORD

2h 53mnonstop

7:14 pm - 10:30 pmORD-EWR

2h 16mnonstop

$144American Airlines

Find Deal

Sat, Nov 15 - Mon, Nov 17

Spirit Airlines flights from Connecticut to Illinois

Our best Spirit Airlines deals on Connecticut to Illinois flight tickets

Spirit Airlines

Nov 19

LGA6:00 pmNew York LaGuardia

7h 27m

1 stop

ORD12:27 amChicago O'Hare Intl

Nov 20

ORD3:53 pmChicago O'Hare Intl

2h 07m

LGA7:00 pmNew York LaGuardia

$101

Find similar

Spirit Airlines

Nov 22

LGA1:19 pmNew York LaGuardia

10h 47m

1 stop

ORD11:06 pmChicago O'Hare Intl

Nov 24

ORD3:53 pmChicago O'Hare Intl

2h 07m

LGA7:00 pmNew York LaGuardia

$102

Find similar

Spirit Airlines

Jan 9

LGA5:45 amNew York LaGuardia

2h 28m

ORD7:13 amChicago O'Hare Intl

Jan 13

ORD8:41 amChicago O'Hare Intl

10h 21m

1 stop

LGA8:02 pmNew York LaGuardia

$105

Find similar

Frontier flights from Connecticut to Illinois

Our best Frontier deals on Connecticut to Illinois flight tickets

Frontier

Jan 29

JFK11:00 amNew York John F Kennedy Intl

2h 57m

ORD12:57 pmChicago O'Hare Intl

Feb 1

ORD6:40 amChicago O'Hare Intl

2h 24m

JFK10:04 amNew York John F Kennedy Intl

$100

Find similar

Frontier

Dec 6

JFK1:00 pmNew York John F Kennedy Intl

2h 57m

ORD2:57 pmChicago O'Hare Intl

Dec 7

ORD2:36 pmChicago O'Hare Intl

18h 24m

1 stop

JFK10:00 amNew York John F Kennedy Intl

$101

Find similar

Frontier

Dec 3

JFK1:00 pmNew York John F Kennedy Intl

2h 57m

ORD2:57 pmChicago O'Hare Intl

Dec 7

ORD2:36 pmChicago O'Hare Intl

18h 24m

1 stop

JFK10:00 amNew York John F Kennedy Intl

$102

Find similar

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 1/29

11:00 am-12:57 pm

Nonstop2h 57m

Chicago O'Hare Intl

Sun 2/1

6:40 am-10:04 am

Nonstop2h 24m

$100

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 12/5

8:41 pm-10:11 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 12/8

11:01 am-9:13 pm

1 stop9h 12m

$100

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 12/6

8:00 pm-9:52 pm

Nonstop2h 52m

Chicago O'Hare Intl

Mon 12/8

7:00 am-10:17 am

Nonstop2h 17m

$127

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 12/13

8:00 pm-9:52 pm

Nonstop2h 52m

Chicago O'Hare Intl

Mon 12/15

7:00 am-10:17 am

Nonstop2h 17m

$136

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 11/15

8:35 am-10:00 am

Nonstop2h 25m

Chicago Midway

Mon 11/17

7:15 pm-10:20 pm

Nonstop2h 05m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 12/6

7:30 pm-9:28 pm

Nonstop2h 58m

Chicago O'Hare Intl

Mon 12/8

7:27 pm-10:41 pm

Nonstop2h 14m

$138

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 2/20

9:05 am-10:45 am

Nonstop2h 40m

Chicago Midway

Sat 2/28

6:35 am-9:45 am

Nonstop2h 10m

$138

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 12/12

9:57 pm-11:32 pm

Nonstop2h 35m

Chicago O'Hare Intl

Mon 12/15

6:00 am-9:07 am

Nonstop2h 07m

$143

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 12/5

4:15 pm-5:57 pm

Nonstop2h 42m

Chicago O'Hare Intl

Mon 12/8

6:00 am-9:07 am

Nonstop2h 07m

$143

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 11/15

7:00 am-8:53 am

Nonstop2h 53m

Chicago O'Hare Intl

Mon 11/17

7:14 pm-10:30 pm

Nonstop2h 16m

$144

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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 September. Flight prices, which tend to average around $301, 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 September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $307.

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 $436. Flights from Connecticut to Illinois on a Sunday will generally be more expensive and average around $531. 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 $432. Flights at noon are often more expensive with an average ticket price of $477.

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	$49
Fastest flight time	2h 21m
Direct flights	Every day
Airports in Illinois	2 airports

The best one-way flight to Illinois from Connecticut in the past 72 hours is $49. The best round-trip flight deal from Connecticut to Illinois found on momondo in the last 72 hours is $347.

The fastest flight from Connecticut to Illinois takes 2h 21m

Direct flights go from Connecticut to Illinois every day.

There are 2 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

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 November 2025, 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 29.84% of all bookings. The subsequent popular models are Embraer 175 at 14.99%, Airbus A320-100/200 at 11.94%, and Embraer 175 (Enhanced Winglets) at 8.69%.

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
Frontier	PriceFrom $97	Free Cancellation	Rating 5.8 3,117 reviews	Search Frontier flights
Southwest	PriceFrom $177	Free Cancellation	Rating 8.0 4,238 reviews	Search Southwest flights
American Airlines	PriceFrom $185	Free Cancellation	Rating 7.2 11,036 reviews	Search American Airlines flights
United Airlines	PriceFrom $224	Free Cancellation	Rating 7.4 8,997 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

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.

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Find better results for your trip to Illinois

Popular cities in Illinois

Flights to New Yorkfrom $49

Flights to Los Angelesfrom $49

Flights to Miamifrom $49

Flights to Chicagofrom $54

Flights to Orlandofrom $47

Flights to Las Vegasfrom $49

Flights to San Franciscofrom $54

Flights to Washington, D.C.from $54

Flights to Bostonfrom $40

Flights to Atlantafrom $40

Flights to Dallasfrom $49

Flights to Seattlefrom $68

Cheap flights from Connecticut to Illinois from $55

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 12/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Price Alerts

Find the cheapest flights from Connecticut to Illinois

Cheap round-trip flights

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Spirit Airlines flights from Connecticut to Illinois

Our best Spirit Airlines deals on Connecticut to Illinois flight tickets

Frontier flights from Connecticut to Illinois

Our best Frontier deals on Connecticut to Illinois flight tickets

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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

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?

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 $432. Flights at noon are often more expensive with an average ticket price of $477.

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.

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

Frontier, Spirit Airlines, and JetBlue are the most popular carriers operating from Connecticut to Illinois

What airlines fly to Illinois?

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

198 flights are operational daily from Connecticut to Illinois as of November 2025. The most popular departure time for this route is 12:00PM, with 49% of flights per day taking off in the afternoon.

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

1,386 flights are operational weekly from Connecticut to Illinois as of November 2025. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.

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

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

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

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

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

What is the most popular plane model 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?

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

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

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

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

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