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

Frontier and Spirit Airlines 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 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 20m 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 37m.

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

154 flights are operational daily from Connecticut to Illinois as of July 2025. The most popular departure time for this route is 6:00PM, with 46% of flights per day taking off at noon.

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

1,082 flights are operational weekly from Connecticut to Illinois as of July 2025. The most popular departure day for this route is Thu, with 23% 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 56% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 7 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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 July 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.

$28 Cheap Flights from Connecticut to Illinois in 2025

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Find the cheapest flights from Connecticut to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

11:00 am - 12:45 pmJFK-ORD

2h 45mnonstop

6:40 am - 10:03 amORD-JFK

2h 23mnonstop

$67Frontier

Find Deal

Wed, Oct 8 - Sat, Oct 11

10:00 pm - 11:25 pmEWR-MDW

2h 25mnonstop

5:56 pm - 9:00 pmMDW-EWR

2h 04mnonstop

$67Frontier

Find Deal

Tue, Oct 7 - Tue, Oct 14

10:59 am - 11:59 pmLGA-ORD

14h 00m1 stop

4:35 pm - 7:41 pmORD-LGA

2h 06mnonstop

$67Spirit Airlines

Find Deal

Sat, Aug 30 - Sat, Sep 6

3:12 pm - 4:50 pmLGA-ORD

2h 38mnonstop

11:13 am - 2:18 pmORD-LGA

2h 05mnonstop

$69Spirit Airlines

Find Deal

Sat, Sep 6 - Mon, Sep 8

6:00 am - 7:43 amBDL-ORD

2h 43mnonstop

7:32 am - 10:51 amORD-BDL

2h 19mnonstop

$137United Airlines

Find Deal

Thu, Sep 25 - Sun, Sep 28

6:00 am - 7:20 amLGA-MDW

2h 20mnonstop

7:05 pm - 10:15 pmMDW-LGA

2h 10mnonstop

$137Southwest

Find Deal

Wed, Sep 3 - Wed, Sep 3

7:00 am - 8:38 amEWR-ORD

2h 38mnonstop

1:12 pm - 4:30 pmORD-EWR

2h 18mnonstop

$142United Airlines

Find Deal

Wed, Sep 3 - Wed, Sep 3

9:00 am - 10:25 amLGA-MDW

2h 25mnonstop

6:55 am - 9:55 amMDW-LGA

2h 00mnonstop

$142Southwest

Find Deal

Wed, Sep 3 - Sat, Sep 6

7:22 pm - 9:01 pmEWR-ORD

2h 39mnonstop

7:42 pm - 10:59 pmORD-EWR

2h 17mnonstop

$146American Airlines

Find Deal

Sat, Sep 13 - Sat, Sep 20

7:22 pm - 9:01 pmEWR-ORD

2h 39mnonstop

3:42 pm - 6:59 pmORD-EWR

2h 17mnonstop

$147American Airlines

Find Deal

Sat, Sep 20 - Wed, Sep 24

Frontier flights from Connecticut to Illinois

Our best Frontier deals on Connecticut to Illinois flight tickets

Frontier

Oct 8

JFK11:00 amNew York John F Kennedy Intl

2h 45m

ORD12:45 pmChicago O'Hare Intl

Oct 11

ORD6:40 amChicago O'Hare Intl

2h 23m

JFK10:03 amNew York John F Kennedy Intl

$67

Find similar

Frontier

Nov 1

JFK11:00 amNew York John F Kennedy Intl

2h 45m

ORD12:45 pmChicago O'Hare Intl

Nov 5

ORD6:40 amChicago O'Hare Intl

2h 23m

JFK10:03 amNew York John F Kennedy Intl

$78

Find similar

Frontier

Oct 23

EWR10:00 pmNewark

2h 25m

MDW11:25 pmChicago Midway

Oct 28

MDW5:56 pmChicago Midway

2h 04m

EWR9:00 pmNewark

$85

Find similar

Delta flights from Connecticut to Illinois

Our best Delta deals on Connecticut to Illinois flight tickets

Delta

Sep 13

JFK10:30 amNew York John F Kennedy Intl

2h 46m

ORD12:16 pmChicago O'Hare Intl

Sep 16

ORD6:28 pmChicago O'Hare Intl

2h 40m

JFK10:08 pmNew York John F Kennedy Intl

$147

Find similar

Delta

Sep 6

JFK8:00 amNew York John F Kennedy Intl

2h 55m

ORD9:55 amChicago O'Hare Intl

Sep 8

ORD7:00 amChicago O'Hare Intl

2h 23m

JFK10:23 amNew York John F Kennedy Intl

$157

Find similar

Delta

Sep 6

JFK3:29 pmNew York John F Kennedy Intl

3h 08m

ORD5:37 pmChicago O'Hare Intl

Sep 8

ORD7:00 amChicago O'Hare Intl

2h 23m

JFK10:23 amNew York John F Kennedy Intl

$158

Find similar

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 10/8

11:00 am-12:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sat 10/11

6:40 am-10:03 am

Nonstop2h 23m

$67

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 10/7

10:00 pm-11:25 pm

Nonstop2h 25m

Chicago Midway

Tue 10/14

5:56 pm-9:00 pm

Nonstop2h 04m

$67

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 8/30

10:59 am-11:59 pm

1 stop14h 00m

Chicago O'Hare Intl

Sat 9/6

4:35 pm-7:41 pm

Nonstop2h 06m

$67

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 9/6

3:12 pm-4:50 pm

Nonstop2h 38m

Chicago O'Hare Intl

Mon 9/8

11:13 am-2:18 pm

Nonstop2h 05m

$69

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

Thu 9/25

6:00 am-7:43 am

Nonstop2h 43m

Chicago O'Hare Intl

Sun 9/28

7:32 am-10:51 am

Nonstop2h 19m

$137

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/3

6:00 am-7:20 am

Nonstop2h 20m

Chicago Midway

Wed 9/3

7:05 pm-10:15 pm

Nonstop2h 10m

$137

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 9/3

7:00 am-8:38 am

Nonstop2h 38m

Chicago O'Hare Intl

Wed 9/3

1:12 pm-4:30 pm

Nonstop2h 18m

$142

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/3

9:00 am-10:25 am

Nonstop2h 25m

Chicago Midway

Sat 9/6

6:55 am-9:55 am

Nonstop2h 00m

$142

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 9/13

7:22 pm-9:01 pm

Nonstop2h 39m

Chicago O'Hare Intl

Sat 9/20

7:42 pm-10:59 pm

Nonstop2h 17m

$146

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 9/20

7:22 pm-9:01 pm

Nonstop2h 39m

Chicago O'Hare Intl

Wed 9/24

3:42 pm-6:59 pm

Nonstop2h 17m

$147

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 day to depart on your flight to Illinois?

The cheapest day to depart from Connecticut to Illinois is on a Thursday when prices can be found for as low as $441. Flights from Connecticut to Illinois on a Sunday will generally be more expensive and average around $526. 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 $435. Flights in the morning are often more expensive with an average ticket price of $472.

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	$28
Fastest flight time	2h 20m
Direct flights	Every day
Airports in Illinois	2 airports

The best one-way flight to Illinois from Connecticut in the past 72 hours is $28. The best round-trip flight deal from Connecticut to Illinois found on momondo in the last 72 hours is $67.

The fastest flight from Connecticut to Illinois takes 2h 20m

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 July 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 29.39% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 12.28%, Airbus A320-100/200 at 11.81%, and Airbus A319 at 9.27%.

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 7.5 78 reviews	Search Avelo Airlines flights
Frontier	PriceFrom $116	Free Cancellation	Rating 5.9 3,239 reviews	Search Frontier flights
Delta	PriceFrom $176	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
Southwest	PriceFrom $177	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights
American Airlines	PriceFrom $184	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Spirit Airlines	PriceFrom $202	Free Cancellation	Rating 6.3 8,049 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $227	Free Cancellation	Rating 7.4 8,900 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 $39

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Flights to Orlandofrom $54

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Flights to San Franciscofrom $49

Flights to Washington, D.C.from $49

Flights to Bostonfrom $77

Flights to Atlantafrom $29

Flights to Dallasfrom $55

Flights to Seattlefrom $93

Cheap flights from Connecticut to Illinois from $28

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 11/10. 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

Price Alerts

Price Alerts

Find the cheapest flights from Connecticut to Illinois

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Frontier flights from Connecticut to Illinois

Our best Frontier deals on Connecticut to Illinois flight tickets

Delta flights from Connecticut to Illinois

Our best Delta deals on Connecticut to Illinois flight tickets

momondo Fare Finder

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

See travel insights to Illinois from

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 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 $435. Flights in the morning are often more expensive with an average ticket price of $472.

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 and Spirit Airlines 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?

154 flights are operational daily from Connecticut to Illinois as of July 2025. The most popular departure time for this route is 6:00PM, with 46% of flights per day taking off at noon.

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

1,082 flights are operational weekly from Connecticut to Illinois as of July 2025. The most popular departure day for this route is Thu, with 23% 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