Cheap flights from Connecticut to Illinois from $54

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 3/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Connecticut to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
8:42 am - 10:20 am
LGA
-
ORD
2h 38mnonstop
Spirit Airlines Logo
7:31 pm - 10:36 pm
ORD
-
LGA
2h 05mnonstop
$82Spirit Airlines
Tue, Mar 17 - Tue, Mar 24
Spirit Airlines Logo
8:42 am - 10:20 am
LGA
-
ORD
2h 38mnonstop
Spirit Airlines Logo
7:31 pm - 10:36 pm
ORD
-
LGA
2h 05mnonstop
$83Spirit Airlines
Tue, Mar 24 - Sat, Apr 4
Southwest Logo
6:00 am - 7:25 am
LGA
-
MDW
2h 25mnonstop
Southwest Logo
8:10 am - 11:15 am
MDW
-
LGA
2h 05mnonstop
$136Southwest
Tue, Apr 14 - Mon, Apr 27
Southwest Logo
6:00 am - 7:25 am
LGA
-
MDW
2h 25mnonstop
Southwest Logo
5:20 am - 8:20 am
MDW
-
LGA
2h 00mnonstop
$141Southwest
Wed, Apr 29 - Sun, May 3
Delta Logo
6:00 am - 9:46 am
LGA
-
STL
4h 46m
1 stop
Delta Logo
10:50 am - 3:50 pm
STL
-
LGA
4h 00m
1 stop
$276Delta
Thu, Apr 9 - Sat, Apr 11
Delta Logo
5:30 pm - 11:36 pm
JFK
-
STL
7h 06m
1 stop
Delta Logo
4:20 pm - 8:00 pm
STL
-
JFK
2h 40mnonstop
$277Delta
Tue, May 5 - Tue, May 12
United Airlines Logo
2:10 pm - 6:53 pm
LGA
-
STL
5h 43m
1 stop
United Airlines Logo
5:28 pm - 11:23 pm
STL
-
LGA
4h 55m
1 stop
$279United Airlines
Wed, May 6 - Sat, May 9
American Airlines Logo
2:59 pm - 11:46 pm
JFK
-
STL
9h 47m
1 stop
American Airlines Logo
7:05 am - 8:03 pm
STL
-
JFK
11h 58m
1 stop
$282American Airlines
Wed, Apr 15 - Thu, Apr 16
American Airlines Logo
9:40 am - 5:12 pm
JFK
-
STL
8h 32m
1 stop
American Airlines Logo
8:00 am - 7:59 pm
STL
-
JFK
10h 59m
1 stop
$283American Airlines
Thu, May 14 - Sat, May 16
United Airlines Logo
9:47 pm - 11:51 pm
EWR
-
STL
3h 04mnonstop
United Airlines Logo
7:00 am - 10:29 am
STL
-
EWR
2h 29mnonstop
$320United Airlines
Wed, Mar 18 - Sun, Mar 22

Frontier flights from Connecticut to Illinois

Our best Frontier deals on Connecticut to Illinois flight tickets
Frontier
Mar 16
JFK4:29 pmNew York John F Kennedy Intl
3h 00m
ORD6:29 pmChicago O'Hare Intl
Mar 31
ORD8:06 amChicago O'Hare Intl
2h 24m
JFK11:30 amNew York John F Kennedy Intl
$85
Frontier
Mar 19
JFK4:29 pmNew York John F Kennedy Intl
3h 00m
ORD6:29 pmChicago O'Hare Intl
Mar 23
ORD12:05 pmChicago O'Hare Intl
2h 24m
JFK3:29 pmNew York John F Kennedy Intl
$86
Frontier
Mar 10
JFK4:29 pmNew York John F Kennedy Intl
3h 00m
ORD6:29 pmChicago O'Hare Intl
Mar 11
ORD12:05 pmChicago O'Hare Intl
2h 24m
JFK3:29 pmNew York John F Kennedy Intl
$87

Spirit Airlines flights from Connecticut to Illinois

Our best Spirit Airlines deals on Connecticut to Illinois flight tickets
Spirit Airlines
Mar 17
LGA8:42 amNew York LaGuardia
2h 38m
ORD10:20 amChicago O'Hare Intl
Mar 24
ORD7:31 pmChicago O'Hare Intl
2h 05m
LGA10:36 pmNew York LaGuardia
$82
Spirit Airlines
Mar 24
LGA8:42 amNew York LaGuardia
2h 38m
ORD10:20 amChicago O'Hare Intl
Apr 4
ORD7:31 pmChicago O'Hare Intl
2h 05m
LGA10:36 pmNew York LaGuardia
$83
Spirit Airlines
Mar 20
LGA8:42 amNew York LaGuardia
2h 38m
ORD10:20 amChicago O'Hare Intl
Mar 30
ORD7:31 pmChicago O'Hare Intl
2h 05m
LGA10:36 pmNew York LaGuardia
$84

momondo Fare Finder

 
Customize your flight search to find flights from Connecticut to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 28, 2026.
Use the filters below to find and compare flights from Connecticut to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 3/17

8:42 am-10:20 am

Nonstop2h 38m

Chicago O'Hare Intl

Tue 3/24

7:31 pm-10:36 pm

Nonstop2h 05m

$82

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 3/24

8:42 am-10:20 am

Nonstop2h 38m

Chicago O'Hare Intl

Sat 4/4

7:31 pm-10:36 pm

Nonstop2h 05m

$83

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 4/14

6:00 am-7:25 am

Nonstop2h 25m

Chicago Midway

Mon 4/27

8:10 am-11:15 am

Nonstop2h 05m

$136

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 4/29

6:00 am-7:25 am

Nonstop2h 25m

Chicago Midway

Sun 5/3

5:20 am-8:20 am

Nonstop2h 00m

$141

New YorkSt. Louis

LGA - STL

LGASTL

New York LaGuardia

Thu 4/9

6:00 am-9:46 am

1 stop4h 46m

Lambert-St Louis

Sat 4/11

10:50 am-3:50 pm

1 stop4h 00m

$276

New YorkSt. Louis

JFK - STL

JFKSTL

New York John F Kennedy Intl

Tue 5/5

5:30 pm-11:36 pm

1 stop7h 06m

Lambert-St Louis

Tue 5/12

4:20 pm-8:00 pm

Nonstop2h 40m

$277

New YorkSt. Louis

LGA - STL

LGASTL

New York LaGuardia

Wed 5/6

2:10 pm-6:53 pm

1 stop5h 43m

Lambert-St Louis

Sat 5/9

5:28 pm-11:23 pm

1 stop4h 55m

$279

New YorkSt. Louis

JFK - STL

JFKSTL

New York John F Kennedy Intl

Wed 4/15

2:59 pm-11:46 pm

1 stop9h 47m

Lambert-St Louis

Thu 4/16

7:05 am-8:03 pm

1 stop11h 58m

$282

New YorkSt. Louis

JFK - STL

JFKSTL

New York John F Kennedy Intl

Thu 5/14

9:40 am-5:12 pm

1 stop8h 32m

Lambert-St Louis

Sat 5/16

8:00 am-7:59 pm

1 stop10h 59m

$283

NewarkSt. Louis

EWR - STL

EWRSTL

Newark

Wed 3/18

9:47 pm-11:51 pm

Nonstop3h 04m

Lambert-St Louis

Sun 3/22

7:00 am-10:29 am

Nonstop2h 29m

$320

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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 $295.

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 $425. Flights from Connecticut to Illinois on a Sunday will generally be more expensive and average around $529. 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 evening. 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 $474.

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

$204

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 $204. The best round-trip flight deal from Connecticut to Illinois found on momondo in the last 72 hours is $111.
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).
  • 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?

  • 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?

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 AirlinesPriceFrom $76Free CancellationRating
7.6
88 reviews
Search Avelo Airlines flights
American AirlinesPriceFrom $172Free CancellationRating
7.1
11,371 reviews
Search American Airlines flights
DeltaPriceFrom $176Free CancellationRating
7.9
8,245 reviews
Search Delta flights
SouthwestPriceFrom $177Free CancellationRating
8.0
4,303 reviews
Search Southwest flights
United AirlinesPriceFrom $216Free CancellationRating
7.4
9,366 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 3/30
Mon 4/6

Find better results for your trip to Illinois

Popular cities in Illinois

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