Cheap flights from Illinois to Connecticut from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Connecticut departing on 6/24. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
6:00 am - 9:20 am
ORD
-
JFK
2h 20mnonstop
JetBlue Logo
7:05 am - 8:50 am
JFK
-
ORD
2h 45mnonstop
$172JetBlue
Wed, Jul 1 - Wed, Jul 15
JetBlue Logo
6:27 pm - 10:13 pm
ORD
-
JFK
2h 46mnonstop
JetBlue Logo
7:00 pm - 9:03 pm
JFK
-
ORD
3h 03mnonstop
$173JetBlue
Tue, Jun 30 - Wed, Jul 8
Southwest Logo
5:15 pm - 8:25 pm
MDW
-
LGA
2h 10mnonstop
Southwest Logo
10:55 am - 12:15 pm
LGA
-
MDW
2h 20mnonstop
$174Southwest
Fri, Aug 7 - Wed, Aug 19
American Airlines Logo
8:25 pm - 11:45 pm
ORD
-
LGA
2h 20mnonstop
American Airlines Logo
4:00 pm - 5:57 pm
LGA
-
ORD
2h 57mnonstop
$175American Airlines
Sat, Aug 22 - Thu, Aug 27
American Airlines Logo
4:30 pm - 8:01 pm
ORD
-
JFK
2h 31mnonstop
American Airlines Logo
3:00 pm - 4:59 pm
JFK
-
ORD
2h 59mnonstop
$175American Airlines
Sat, Aug 22 - Thu, Aug 27
United Airlines Logo
6:00 pm - 9:25 pm
ORD
-
LGA
2h 25mnonstop
United Airlines Logo
2:28 pm - 4:14 pm
LGA
-
ORD
2h 46mnonstop
$177United Airlines
Sat, Jul 4 - Tue, Jul 7
Southwest Logo
5:15 am - 8:15 am
MDW
-
LGA
2h 00mnonstop
Southwest Logo
6:00 am - 7:20 am
LGA
-
MDW
2h 20mnonstop
$177Southwest
Thu, Jul 2 - Mon, Jul 6
United Airlines Logo
6:25 pm - 9:50 pm
ORD
-
LGA
2h 25mnonstop
United Airlines Logo
9:27 pm - 10:59 pm
LGA
-
ORD
2h 32mnonstop
$182United Airlines
Fri, Aug 14 - Mon, Aug 17
Frontier Logo
12:11 pm - 9:28 pm
MDW
-
EWR
8h 17m
1 stop
Frontier Logo
5:55 am - 11:07 am
EWR
-
MDW
6h 12m
1 stop
$240Frontier
Wed, Jul 22 - Tue, Jul 28
Frontier Logo
12:27 pm - 1:05 am
MDW
-
EWR
11h 38m
1 stop
Frontier Logo
5:55 am - 11:07 am
EWR
-
MDW
6h 12m
1 stop
$241Frontier
Tue, Jun 23 - Tue, Jul 7

JetBlue flights from Illinois to Connecticut

Our best JetBlue deals on Illinois to Connecticut flight tickets
JetBlue
Jul 1
ORD6:00 amChicago O'Hare Intl
2h 20m
JFK9:20 amNew York John F Kennedy Intl
Jul 15
JFK7:05 amNew York John F Kennedy Intl
2h 45m
ORD8:50 amChicago O'Hare Intl
$172
JetBlue
Jun 30
ORD6:27 pmChicago O'Hare Intl
2h 46m
JFK10:13 pmNew York John F Kennedy Intl
Jul 8
JFK7:00 pmNew York John F Kennedy Intl
3h 03m
ORD9:03 pmChicago O'Hare Intl
$173
JetBlue
Jul 2
ORD6:00 amChicago O'Hare Intl
2h 20m
JFK9:20 amNew York John F Kennedy Intl
Jul 6
JFK7:05 amNew York John F Kennedy Intl
2h 45m
ORD8:50 amChicago O'Hare Intl
$174

American Airlines flights from Illinois to Connecticut

Our best American Airlines deals on Illinois to Connecticut flight tickets
American Airlines
Aug 22
ORD4:30 pmChicago O'Hare Intl
2h 31m
JFK8:01 pmNew York John F Kennedy Intl
Aug 27
JFK3:00 pmNew York John F Kennedy Intl
2h 59m
ORD4:59 pmChicago O'Hare Intl
$175
American Airlines
Jul 30
ORD7:00 amChicago O'Hare Intl
2h 16m
LGA10:16 amNew York LaGuardia
Aug 4
LGA9:29 pmNew York LaGuardia
3h 01m
ORD11:30 pmChicago O'Hare Intl
$176
American Airlines
Jul 1
ORD8:20 pmChicago O'Hare Intl
2h 18m
EWR11:38 pmNewark
Jul 4
EWR6:56 amNewark
2h 48m
ORD8:44 amChicago O'Hare Intl
$178

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Connecticut 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 June 1, 2026.
Use the filters below to find and compare flights from Illinois to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Wed 7/1

6:00 am-9:20 am

Nonstop2h 20m

New York John F Kennedy Intl

Wed 7/15

7:05 am-8:50 am

Nonstop2h 45m

$172

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 6/30

6:27 pm-10:13 pm

Nonstop2h 46m

New York John F Kennedy Intl

Wed 7/8

7:00 pm-9:03 pm

Nonstop3h 03m

$173

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 8/7

5:15 pm-8:25 pm

Nonstop2h 10m

New York LaGuardia

Wed 8/19

10:55 am-12:15 pm

Nonstop2h 20m

$174

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 8/22

8:25 pm-11:45 pm

Nonstop2h 20m

New York LaGuardia

Thu 8/27

4:00 pm-5:57 pm

Nonstop2h 57m

$175

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 8/22

4:30 pm-8:01 pm

Nonstop2h 31m

New York John F Kennedy Intl

Thu 8/27

3:00 pm-4:59 pm

Nonstop2h 59m

$175

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 7/4

6:00 pm-9:25 pm

Nonstop2h 25m

New York LaGuardia

Tue 7/7

2:28 pm-4:14 pm

Nonstop2h 46m

$177
Quickest round-trip

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 7/2

5:15 am-8:15 am

Nonstop2h 00m

New York LaGuardia

Mon 7/6

6:00 am-7:20 am

Nonstop2h 20m

$177

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 8/14

6:25 pm-9:50 pm

Nonstop2h 25m

New York LaGuardia

Mon 8/17

9:27 pm-10:59 pm

Nonstop2h 32m

$182

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 7/22

12:11 pm-9:28 pm

1 stop8h 17m

Newark

Tue 7/28

5:55 am-11:07 am

1 stop6h 12m

$240

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 6/23

12:27 pm-1:05 am

1 stop11h 38m

Newark

Tue 7/7

5:55 am-11:07 am

1 stop6h 12m

$241

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Connecticut from

How to get the cheapest flight ticket from Illinois to Connecticut

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 Connecticut?

In general, September is the cheapest month to fly from Illinois to Connecticut. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $23. If you aren’t able to travel to Connecticut during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $41.

What is the cheapest Illinois to Connecticut flight route?

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

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

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

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

Cheap Illinois to Connecticut flight deals and tips

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

Best Price Found

$70

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Connecticut

90 airports
The best one-way flight to Connecticut from Illinois in the past 72 hours is $70. The best round-trip flight deal from Illinois to Connecticut found on momondo in the last 72 hours is $161.
The fastest flight from Illinois to Connecticut takes 2h 00m
Direct flights go from Illinois to Connecticut every day.
There are 90 airports in Connecticut. From Illinois there are direct flights to New York LaGuardia (LGA).

Frequently asked questions about flying from Illinois to Connecticut

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

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

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

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

    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 Illinois to Connecticut.

  • What documentation or ID do you need to fly to Connecticut?

    The travel and health documents you'll need for your trip to Connecticut 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 Connecticut. 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 Illinois to Connecticut?

Best airlines flying from Illinois to Connecticut

Compare and see reviews for airlines that fly from Illinois to Connecticut with momondo
Airline
Rating
Free Cancellation
Price
Avelo AirlinesPriceFrom $84Free CancellationRating
7.6
88 reviews
Search Avelo Airlines flights
American AirlinesPriceFrom $177Free CancellationRating
7.1
11,641 reviews
Search American Airlines flights
FrontierPriceFrom $185Free CancellationRating
5.6
2,922 reviews
Search Frontier flights
United AirlinesPriceFrom $199Free CancellationRating
7.4
9,778 reviews
Search United Airlines flights
SouthwestPriceFrom $240Free CancellationRating
8.0
4,260 reviews
Search Southwest flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Illinois to Connecticut. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Illinois to Connecticut flights to just show those with flexible booking policies.

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

Once you have performed a search for Illinois to Connecticut flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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

An easier way to manage your Connecticut 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

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1 adult
Wed 7/1
Wed 7/8

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