Cheap flights from Illinois to Connecticut from $60

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 11/18. 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

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Spirit Airlines Logo
4:57 pm - 8:00 pmORD-LGA
2h 03mnonstop
Spirit Airlines Logo
7:30 am - 9:01 amLGA-ORD
2h 31mnonstop
$86Spirit Airlines
Find Deal
Tue, Nov 18 - Tue, Nov 25
Frontier Logo
6:40 am - 10:03 amORD-JFK
2h 23mnonstop
Frontier Logo
1:00 pm - 12:59 amJFK-ORD
12h 59m1 stop
$86Frontier
Find Deal
Tue, Nov 18 - Tue, Nov 18
Multiple Airlines Logo
7:34 pm - 10:42 pmORD-LGA
2h 08mnonstop
Multiple Airlines Logo
12:30 pm - 12:11 amLGA-ORD
12h 41m1 stop
$92Multiple Airlines
Find Deal
Sat, Nov 15 - Mon, Nov 17
Multiple Airlines Logo
7:34 pm - 10:42 pmORD-LGA
2h 08mnonstop
Multiple Airlines Logo
5:30 pm - 12:08 amLGA-ORD
7h 38m1 stop
$93Multiple Airlines
Find Deal
Wed, Nov 12 - Thu, Nov 20
Southwest Logo
7:15 pm - 10:20 pmMDW-LGA
2h 05mnonstop
Southwest Logo
9:45 pm - 11:15 pmLGA-MDW
2h 30mnonstop
$139Southwest
Find Deal
Wed, Jan 7 - Thu, Jan 8
United Airlines Logo
10:52 am - 2:08 pmORD-EWR
2h 16mnonstop
United Airlines Logo
2:20 pm - 4:06 pmEWR-ORD
2h 46mnonstop
$147United Airlines
Find Deal
Sat, Jan 10 - Wed, Jan 14
Southwest Logo
5:55 pm - 9:00 pmMDW-LGA
2h 05mnonstop
Southwest Logo
9:45 pm - 11:15 pmLGA-MDW
2h 30mnonstop
$148Southwest
Find Deal
Wed, Jan 14 - Sun, Jan 18
United Airlines Logo
7:15 am - 10:24 amORD-EWR
2h 09mnonstop
United Airlines Logo
7:29 pm - 9:15 pmEWR-ORD
2h 46mnonstop
$149United Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 8
American Airlines Logo
7:49 pm - 10:59 pmORD-EWR
2h 10mnonstop
American Airlines Logo
11:53 am - 1:37 pmEWR-ORD
2h 44mnonstop
$162American Airlines
Find Deal
Wed, Jan 14 - Fri, Jan 16
American Airlines Logo
8:00 am - 4:08 pmORD-BDL
7h 08m1 stop
American Airlines Logo
12:16 pm - 2:15 pmBDL-ORD
2h 59mnonstop
$235American Airlines
Find Deal
Sat, Jan 31 - Sun, Feb 1

Frontier flights from Illinois to Connecticut

Our best Frontier deals on Illinois to Connecticut flight tickets
Frontier
Nov 13
ORD6:40 amChicago O'Hare Intl
2h 23m
JFK10:03 amNew York John F Kennedy Intl
Nov 13
JFK1:05 pmNew York John F Kennedy Intl
12h 54m
1 stop
ORD12:59 amChicago O'Hare Intl
Frontier
Nov 11
ORD6:40 amChicago O'Hare Intl
2h 23m
JFK10:03 amNew York John F Kennedy Intl
Nov 20
JFK7:00 amNew York John F Kennedy Intl
11h 13m
1 stop
ORD5:13 pmChicago O'Hare Intl
Frontier
Nov 12
ORD6:40 amChicago O'Hare Intl
2h 23m
JFK10:03 amNew York John F Kennedy Intl
Dec 10
JFK6:15 amNew York John F Kennedy Intl
9h 16m
1 stop
ORD2:31 pmChicago O'Hare Intl

JetBlue flights from Illinois to Connecticut

Our best JetBlue deals on Illinois to Connecticut flight tickets
JetBlue
Nov 15
ORD6:45 amChicago O'Hare Intl
2h 14m
JFK9:59 amNew York John F Kennedy Intl
Dec 9
JFK8:00 pmNew York John F Kennedy Intl
2h 52m
ORD9:52 pmChicago O'Hare Intl
JetBlue
Nov 15
ORD10:00 amChicago O'Hare Intl
5h 54m
1 stop
JFK4:54 pmNew York John F Kennedy Intl
Nov 15
JFK7:00 pmNew York John F Kennedy Intl
2h 52m
ORD8:52 pmChicago O'Hare Intl
JetBlue
Nov 11
ORD6:45 amChicago O'Hare Intl
2h 14m
JFK9:59 amNew York John F Kennedy Intl
Nov 11
JFK7:00 pmNew York John F Kennedy Intl
2h 52m
ORD8:52 pmChicago O'Hare Intl

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 October 30, 2025.
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

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 11/18

4:57 pm-8:00 pm

Nonstop2h 03m

New York LaGuardia

Tue 11/25

7:30 am-9:01 am

Nonstop2h 31m

$86

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 11/18

6:40 am-10:03 am

Nonstop2h 23m

New York John F Kennedy Intl

Tue 11/18

1:00 pm-12:59 am

1 stop12h 59m

$86

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sat 11/15

7:34 pm-10:42 pm

Nonstop2h 08m

New York LaGuardia

Mon 11/17

12:30 pm-12:11 am

1 stop12h 41m

$92

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 11/12

7:34 pm-10:42 pm

Nonstop2h 08m

New York LaGuardia

Thu 11/20

5:30 pm-12:08 am

1 stop7h 38m

$93

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 1/7

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Thu 1/8

9:45 pm-11:15 pm

Nonstop2h 30m

$139

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 1/10

10:52 am-2:08 pm

Nonstop2h 16m

Newark

Wed 1/14

2:20 pm-4:06 pm

Nonstop2h 46m

$147

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 1/14

5:55 pm-9:00 pm

Nonstop2h 05m

New York LaGuardia

Sun 1/18

9:45 pm-11:15 pm

Nonstop2h 30m

$148

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Sat 11/8

7:15 am-10:24 am

Nonstop2h 09m

Newark

Sat 11/8

7:29 pm-9:15 pm

Nonstop2h 46m

$149

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Wed 1/14

7:49 pm-10:59 pm

Nonstop2h 10m

Newark

Fri 1/16

11:53 am-1:37 pm

Nonstop2h 44m

$162

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 1/31

8:00 am-4:08 pm

1 stop7h 08m

Hartford Bradley Intl

Sun 2/1

12:16 pm-2:15 pm

Nonstop2h 59m

$235

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 $249. 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 $292.

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

$206

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Connecticut

2 airports
The best one-way flight to Connecticut from Illinois in the past 72 hours is $206. The best round-trip flight deal from Illinois to Connecticut found on momondo in the last 72 hours is $108.
The fastest flight from Illinois to Connecticut takes 2h 00m
Direct flights go from Illinois to Connecticut every day.
There are 2 airports near Connecticut: Newark (EWR), New York LaGuardia (LGA)
  • 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 $85Free CancellationRating
7.5
82 reviews
Search Avelo Airlines flights
American AirlinesPriceFrom $188Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights
SouthwestPriceFrom $197Free CancellationRating
8.0
4,243 reviews
Search Southwest flights
United AirlinesPriceFrom $212Free CancellationRating
7.4
8,996 reviews
Search United Airlines 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.

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1 adult
Sat 11/29
Sat 12/6

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