Cheap flights from Illinois to Connecticut 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 Illinois to Connecticut departing on 5/1. 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.
Spirit Airlines Logo
1:49 pm - 5:00 pm
ORD
-
LGA
2h 11mnonstop
Spirit Airlines Logo
6:29 pm - 8:11 pm
LGA
-
ORD
2h 42mnonstop
$108Spirit Airlines
Fr, Mai 8 - Di, Mai 12
Spirit Airlines Logo
1:49 pm - 5:00 pm
ORD
-
LGA
2h 11mnonstop
Spirit Airlines Logo
6:29 pm - 8:11 pm
LGA
-
ORD
2h 42mnonstop
$109Spirit Airlines
Di, Jun 2 - Di, Jun 16
Frontier Logo
7:30 am - 10:38 am
MDW
-
EWR
2h 08mnonstop
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
$118Frontier
Do, Apr 30 - So, Mai 3
Frontier Logo
2:15 pm - 1:16 am
MDW
-
EWR
10h 01m
1 stop
Frontier Logo
11:30 am - 1:00 pm
EWR
-
MDW
2h 30mnonstop
$119Frontier
Do, Apr 30 - Mo, Mai 4
Multiple Airlines Logo
12:47 pm - 3:54 pm
ORD
-
EWR
2h 07mnonstop
Multiple Airlines Logo
10:29 pm - 7:55 am
EWR
-
ORD
10h 26m
1 stop
$125Multiple Airlines
Do, Apr 30 - Mo, Mai 4
Multiple Airlines Logo
12:47 pm - 3:54 pm
ORD
-
EWR
2h 07mnonstop
Multiple Airlines Logo
10:29 pm - 7:55 am
EWR
-
ORD
10h 26m
1 stop
$127Multiple Airlines
Do, Apr 30 - Mo, Mai 4
JetBlue Logo
9:35 am - 12:59 pm
ORD
-
JFK
2h 24mnonstop
JetBlue Logo
3:30 pm - 5:22 pm
JFK
-
ORD
2h 52mnonstop
$170JetBlue
Di, Jun 23 - Di, Jun 23
JetBlue Logo
6:00 am - 9:20 am
ORD
-
JFK
2h 20mnonstop
JetBlue Logo
7:30 pm - 9:30 pm
JFK
-
ORD
3h 00mnonstop
$172JetBlue
Mi, Jun 17 - Di, Jun 23
American Airlines Logo
7:00 am - 8:04 pm
STL
-
JFK
12h 04m
1 stop
American Airlines Logo
6:30 am - 10:12 am
JFK
-
STL
4h 42m
1 stop
$278American Airlines
Di, Jun 16 - Mi, Jun 24
American Airlines Logo
5:14 am - 11:29 am
STL
-
JFK
5h 15m
1 stop
American Airlines Logo
10:00 am - 8:30 pm
JFK
-
STL
11h 30m
1 stop
$285American Airlines
Mi, Mai 27 - Mi, Jun 3

JetBlue flights from Illinois to Connecticut

Our best JetBlue deals on Illinois to Connecticut flight tickets
JetBlue
Jun 23
ORD9:35 amChicago O'Hare Intl
2h 24m
JFK12:59 pmNew York John F Kennedy Intl
Jun 23
JFK3:30 pmNew York John F Kennedy Intl
2h 52m
ORD5:22 pmChicago O'Hare Intl
$170
JetBlue
Jun 17
ORD6:00 amChicago O'Hare Intl
2h 20m
JFK9:20 amNew York John F Kennedy Intl
Jun 23
JFK7:30 pmNew York John F Kennedy Intl
3h 00m
ORD9:30 pmChicago O'Hare Intl
$172
JetBlue
Jul 1
ORD9:35 amChicago O'Hare Intl
2h 24m
JFK12:59 pmNew York John F Kennedy Intl
Jul 8
JFK7:30 pmNew York John F Kennedy Intl
2h 57m
ORD9:27 pmChicago O'Hare Intl
$173

Delta flights from Illinois to Connecticut

Our best Delta deals on Illinois to Connecticut flight tickets
Delta
Aug 12
ORD6:00 amChicago O'Hare Intl
2h 23m
JFK9:23 amNew York John F Kennedy Intl
Aug 20
JFK3:40 pmNew York John F Kennedy Intl
3h 01m
ORD5:41 pmChicago O'Hare Intl
$177
Delta
May 15
ORD6:31 pmChicago O'Hare Intl
2h 29m
JFK10:00 pmNew York John F Kennedy Intl
Aug 22
JFK3:40 pmNew York John F Kennedy Intl
3h 01m
ORD5:41 pmChicago O'Hare Intl
$182
Delta
May 13
ORD6:07 amChicago O'Hare Intl
2h 23m
JFK9:30 amNew York John F Kennedy Intl
Aug 20
JFK3:40 pmNew York John F Kennedy Intl
3h 01m
ORD5:41 pmChicago O'Hare Intl
$192

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 April 17, 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 - LGA

ORDLGA

Chicago O'Hare Intl

Fr 5/8

1:49 pm-5:00 pm

Nonstop2h 11m

New York LaGuardia

Di 5/12

6:29 pm-8:11 pm

Nonstop2h 42m

$108

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Di 6/2

1:49 pm-5:00 pm

Nonstop2h 11m

New York LaGuardia

Di 6/16

6:29 pm-8:11 pm

Nonstop2h 42m

$109
Quickest round-trip

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Do 4/30

7:30 am-10:38 am

Nonstop2h 08m

Newark

So 5/3

11:30 am-1:00 pm

Nonstop2h 30m

$118

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Do 4/30

2:15 pm-1:16 am

1 stop10h 01m

Newark

Mo 5/4

11:30 am-1:00 pm

Nonstop2h 30m

$119

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Do 4/30

12:47 pm-3:54 pm

Nonstop2h 07m

Newark

Mo 5/4

10:29 pm-7:55 am

1 stop10h 26m

$125

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Do 4/30

12:47 pm-3:54 pm

Nonstop2h 07m

Newark

Mo 5/4

10:29 pm-7:55 am

1 stop10h 26m

$127

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Di 6/23

9:35 am-12:59 pm

Nonstop2h 24m

New York John F Kennedy Intl

Di 6/23

3:30 pm-5:22 pm

Nonstop2h 52m

$170

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Mi 6/17

6:00 am-9:20 am

Nonstop2h 20m

New York John F Kennedy Intl

Di 6/23

7:30 pm-9:30 pm

Nonstop3h 00m

$172

St. LouisNew York

STL - JFK

STLJFK

Lambert-St Louis

Di 6/16

7:00 am-8:04 pm

1 stop12h 04m

New York John F Kennedy Intl

Mi 6/24

6:30 am-10:12 am

1 stop4h 42m

$278

St. LouisNew York

STL - JFK

STLJFK

Lambert-St Louis

Mi 5/27

5:14 am-11:29 am

1 stop5h 15m

New York John F Kennedy Intl

Mi 6/3

10:00 am-8:30 pm

1 stop11h 30m

$285

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, August 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 $247. If you aren’t able to travel to Connecticut during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $288.

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

$127

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 $127. The best round-trip flight deal from Illinois to Connecticut found on momondo in the last 72 hours is $102.
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 $78Free CancellationRating
7.6
88 reviews
Search Avelo Airlines flights
American AirlinesPriceFrom $177Free CancellationRating
7.1
11,595 reviews
Search American Airlines flights
United AirlinesPriceFrom $199Free CancellationRating
7.4
9,603 reviews
Search United Airlines flights
SouthwestPriceFrom $240Free CancellationRating
8.0
4,329 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

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1 adult
So 5/17
So 5/24

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