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Cheap flights from Chicago to Connecticut from $37

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Connecticut departing on 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Connecticut

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Connecticut that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Connecticut.

Cheap last minute flights

Planning a quick getaway from Chicago to Connecticut? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Connecticut, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Connecticut

Find recent round-trip train or bus tickets from Chicago to Connecticut.

All round-trip flight deals to Connecticut

The cheapest plane tickets to Connecticut found on KAYAK recently.
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
10:59 am - 12:39 pmLGA-ORD
2h 40mnonstop
$71Spirit Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
9:15 pm - 10:55 pmLGA-ORD
2h 40mnonstop
$72Spirit Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 14
3:16 pm - 10:05 amORD-JFK
17h 49m1 stop
11:00 am - 10:27 pmJFK-ORD
12h 27m1 stop
$97Frontier
Find Deal
Mon, Feb 3 - Mon, Feb 10
2:59 pm - 10:00 pmORD-LGA
6h 01m1 stop
10:00 pm - 9:51 amLGA-ORD
12h 51m1 stop
$98Frontier
Find Deal
Tue, Feb 4 - Tue, Feb 11
8:40 am - 11:56 amORD-EWR
2h 16mnonstop
12:35 pm - 2:15 pmEWR-ORD
2h 40mnonstop
$139American Airlines
Find Deal
Wed, Jan 29 - Sat, Feb 1
8:40 am - 11:56 amORD-EWR
2h 16mnonstop
7:00 am - 8:46 amEWR-ORD
2h 46mnonstop
$140American Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 11
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
9:30 pm - 11:00 pmLGA-MDW
2h 30mnonstop
$147Southwest
Find Deal
Sun, Jan 19 - Sun, Jan 26
6:00 am - 9:10 amORD-LGA
2h 10mnonstop
6:00 am - 9:44 amLGA-ORD
4h 44m1 stop
$157United Airlines
Find Deal
Thu, Jan 9 - Thu, Jan 16
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$157Southwest
Find Deal
Thu, Jan 9 - Mon, Jan 13
6:08 pm - 11:30 pmORD-LGA
4h 22m1 stop
7:29 pm - 11:15 pmLGA-ORD
4h 46m1 stop
$166United Airlines
Find Deal
Sat, Jan 11 - Tue, Jan 14
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
$37Spirit Airlines
Find Deal
Tue, Jan 14
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
$38Spirit Airlines
Find Deal
Tue, Jan 14
6:20 am - 10:15 amORD-JFK
26h 55m1 stop
$47Frontier
Find Deal
Tue, Mar 4
3:00 pm - 10:00 pmORD-LGA
6h 00m1 stop
$48Frontier
Find Deal
Tue, Jan 14
6:20 pm - 9:32 pmORD-EWR
2h 12mnonstop
$73American Airlines
Find Deal
Tue, Jan 14
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$73American Airlines
Find Deal
Tue, Jan 14
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$74Southwest
Find Deal
Tue, Jan 14
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$79Southwest
Find Deal
Tue, Feb 18
3:51 pm - 11:30 pmORD-LGA
6h 39m1 stop
$83United Airlines
Find Deal
Mon, Jan 20
5:59 pm - 11:30 pmORD-LGA
4h 31m1 stop
$88United Airlines
Find Deal
Sat, Apr 12
1:24 pm - 4:40 pmORD-EWR
2h 16mnonstop
5:35 pm - 7:19 pmEWR-ORD
2h 44mnonstop
$195Spirit Airlines
Find Deal
Tue, Dec 24 - Tue, Jan 7
1:24 pm - 4:40 pmORD-EWR
2h 16mnonstop
5:35 pm - 7:19 pmEWR-ORD
2h 44mnonstop
$206Spirit Airlines
Find Deal
Wed, Dec 25 - Tue, Jan 7
6:00 am - 9:04 amORD-LGA
2h 04mnonstop
7:00 pm - 8:49 pmLGA-ORD
2h 49mnonstop
$275American Airlines
Find Deal
Mon, Dec 23 - Mon, Jan 6
4:21 pm - 9:50 pmORD-JFK
4h 29m1 stop
3:50 pm - 5:42 pmJFK-ORD
2h 52mnonstop
$301American Airlines
Find Deal
Thu, Dec 26 - Fri, Feb 28
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$302Southwest
Find Deal
Tue, Dec 24 - Tue, Jan 7
6:20 am - 2:55 pmMDW-LGA
7h 35m1 stop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$311Southwest
Find Deal
Tue, Dec 24 - Tue, Jan 7
1:55 pm - 5:11 pmORD-EWR
2h 16mnonstop
6:29 pm - 8:13 pmEWR-ORD
2h 44mnonstop
$363United Airlines
Find Deal
Mon, Dec 23 - Fri, Dec 27
3:42 pm - 7:00 pmORD-EWR
2h 18mnonstop
6:00 am - 7:44 amEWR-ORD
2h 44mnonstop
$374United Airlines
Find Deal
Mon, Dec 23 - Wed, Jan 1
2:19 pm - 11:44 pmORD-LGA
8h 25m1 stop
12:20 pm - 10:12 pmLGA-ORD
10h 52m1 stop
$378Frontier
Find Deal
Thu, Dec 26 - Mon, Dec 30
10:50 am - 10:00 amMDW-LGA
22h 10m1 stop
5:29 pm - 8:21 amLGA-MDW
15h 52m1 stop
$415Frontier
Find Deal
Wed, Dec 25 - Tue, Dec 31
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
10:59 am - 12:39 pmLGA-ORD
2h 40mnonstop
$71Spirit Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
9:15 pm - 10:55 pmLGA-ORD
2h 40mnonstop
$72Spirit Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 14
8:40 am - 11:56 amORD-EWR
2h 16mnonstop
12:35 pm - 2:15 pmEWR-ORD
2h 40mnonstop
$139American Airlines
Find Deal
Wed, Jan 29 - Sat, Feb 1
6:20 pm - 9:32 pmORD-EWR
2h 12mnonstop
6:28 pm - 8:08 pmEWR-ORD
2h 40mnonstop
$140American Airlines
Find Deal
Tue, Feb 4 - Wed, Feb 19
7:30 am - 10:55 amORD-LGA
2h 25mnonstop
2:20 pm - 4:13 pmLGA-ORD
2h 53mnonstop
$145Delta
Find Deal
Mon, Jan 13 - Thu, Jan 16
6:30 pm - 10:06 pmORD-JFK
2h 36mnonstop
11:30 am - 1:23 pmJFK-ORD
2h 53mnonstop
$145Delta
Find Deal
Mon, Jan 13 - Thu, Jan 16
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
9:30 pm - 11:00 pmLGA-MDW
2h 30mnonstop
$147Southwest
Find Deal
Sun, Jan 19 - Sun, Jan 26
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
$152Southwest
Find Deal
Mon, Feb 10 - Tue, Feb 18
8:00 am - 11:12 amORD-LGA
2h 12mnonstop
7:20 am - 9:02 amLGA-ORD
2h 42mnonstop
$157United Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
2:15 pm - 5:30 pmORD-EWR
2h 15mnonstop
9:25 pm - 10:57 pmEWR-ORD
2h 32mnonstop
$204United Airlines
Find Deal
Wed, Jan 22 - Wed, Jan 22

Frontier flights from Chicago to Connecticut

Our best Frontier deals on Chicago to Connecticut flight tickets
Frontier
Feb 3
ORD3:16 pmChicago O'Hare Intl
17h 49m
1 stop
JFK10:05 amNew York John F Kennedy Intl
Feb 10
JFK11:00 amNew York John F Kennedy Intl
12h 27m
1 stop
ORD10:27 pmChicago O'Hare Intl
Frontier
Feb 4
ORD2:59 pmChicago O'Hare Intl
6h 01m
1 stop
LGA10:00 pmNew York LaGuardia
Feb 11
LGA10:00 pmNew York LaGuardia
12h 51m
1 stop
ORD9:51 amChicago O'Hare Intl
Frontier
Jan 14
ORD3:00 pmChicago O'Hare Intl
6h 00m
1 stop
LGA10:00 pmNew York LaGuardia
Jan 15
LGA10:59 amNew York LaGuardia
23h 28m
1 stop
ORD9:27 amChicago O'Hare Intl

Delta flights from Chicago to Connecticut

Our best Delta deals on Chicago to Connecticut flight tickets
Delta
Jan 13
ORD6:30 pmChicago O'Hare Intl
2h 36m
JFK10:06 pmNew York John F Kennedy Intl
Jan 16
JFK8:00 amNew York John F Kennedy Intl
2h 55m
ORD9:55 amChicago O'Hare Intl
Delta
Jan 11
ORD2:03 pmChicago O'Hare Intl
2h 26m
JFK5:29 pmNew York John F Kennedy Intl
Jan 13
JFK7:29 pmNew York John F Kennedy Intl
2h 59m
ORD9:28 pmChicago O'Hare Intl
Delta
Jan 3
MDW6:25 pmChicago Midway
3h 51m
1 stop
EWR11:16 pmNewark
Jan 13
EWR1:00 pmNewark
6h 14m
1 stop
MDW6:14 pmChicago Midway

See travel insights to Connecticut from

How to get the cheapest flight ticket from Chicago 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 Chicago to Connecticut flight route?

Fly from Chicago Midway to Tweed-New Haven for the best Chicago - Connecticut flight prices

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

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

You could potentially save up to 24% on your flight if you consider stops on a Chicago to Connecticut flight.

Cheap Chicago to Connecticut flight deals and tips

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

Best Price Found

$37

Fastest flight time

1h 56m

Direct flights

Every day

Airports in Connecticut

4 airports
The best one-way flight to Connecticut from Chicago in the past 72 hours is $37. The best round-trip flight deal from Chicago to Connecticut found on momondo in the last 72 hours is $71.
The fastest flight from Chicago to Connecticut takes 1h 56m
Direct flights go from Chicago to Connecticut every day.
There are 4 airports near Connecticut: Newark (EWR), New York LaGuardia (LGA), Hartford Bradley Intl (BDL), New York John F Kennedy Intl (JFK)

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Connecticut.

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

    The travel and health documents required for your trip to Connecticut 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 Connecticut. 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 Chicago to Connecticut?


Best airlines flying from Chicago to Connecticut

Compare and see reviews for airlines that fly from Chicago to Connecticut with momondo
Airline
Rating
Free Cancellation
Price
Avelo AirlinesPriceFrom $84Free CancellationRating
7.5
74 reviews
Search Avelo Airlines flights
Spirit AirlinesPriceFrom $116Free CancellationRating
6.3
8,112 reviews
Search Spirit Airlines flights
FrontierPriceFrom $124Free CancellationRating
6.1
3,474 reviews
Search Frontier flights
SouthwestPriceFrom $191Free CancellationRating
8.1
4,814 reviews
Search Southwest flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
9,039 reviews
Search United Airlines flights
American AirlinesPriceFrom $212Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

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

Finding the right flight to Connecticut from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Connecticut quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Connecticut from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Chicago to Connecticut 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 Chicago to Connecticut right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Connecticut flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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