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Cheap flights from Chicago to Connecticut from $33

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 2/19. 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 from Chicago to Connecticut

The cheapest plane tickets from Chicago to Connecticut found on KAYAK recently.
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
$60Spirit Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
6:00 am - 7:44 amEWR-ORD
2h 44mnonstop
$67Spirit Airlines
Find Deal
Wed, Feb 12 - Wed, Mar 12
3:14 pm - 10:00 amORD-LGA
17h 46m1 stop
10:59 pm - 9:27 amLGA-ORD
11h 28m1 stop
$100Frontier
Find Deal
Tue, Feb 18 - Tue, Feb 25
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
$101Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 12
2:50 pm - 5:58 pmORD-EWR
2h 08mnonstop
7:05 am - 8:48 amEWR-ORD
2h 43mnonstop
$147American Airlines
Find Deal
Tue, Feb 11 - Tue, Feb 18
8:00 pm - 11:00 pmMDW-LGA
2h 00mnonstop
9:45 pm - 11:15 pmLGA-MDW
2h 30mnonstop
$147Southwest
Find Deal
Fri, Mar 14 - Fri, Mar 21
11:45 am - 2:55 pmORD-JFK
2h 10mnonstop
3:50 pm - 5:42 pmJFK-ORD
2h 52mnonstop
$148American Airlines
Find Deal
Thu, Feb 20 - Mon, Feb 24
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$157Southwest
Find Deal
Fri, Feb 7 - Tue, Feb 11
12:00 pm - 3:14 pmORD-LGA
2h 14mnonstop
6:10 am - 7:57 amLGA-ORD
2h 47mnonstop
$178United Airlines
Find Deal
Tue, Mar 25 - Fri, Mar 28
8:50 am - 12:05 pmORD-EWR
2h 15mnonstop
12:58 pm - 2:40 pmEWR-ORD
2h 42mnonstop
$213United Airlines
Find Deal
Thu, Feb 20 - Sat, Feb 22
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
$33Spirit Airlines
Find Deal
Wed, Feb 19
5:22 pm - 8:39 pmORD-EWR
2h 17mnonstop
$34Spirit Airlines
Find Deal
Wed, Apr 2
2:25 pm - 11:00 pmORD-LGA
7h 35m1 stop
$42Frontier
Find Deal
Tue, Mar 4
1:45 pm - 9:10 pmORD-EWR
6h 25m1 stop
$49Frontier
Find Deal
Wed, Feb 5
6:17 am - 9:19 amORD-LGA
2h 02mnonstop
$74American Airlines
Find Deal
Fri, Mar 28
2:50 pm - 5:58 pmORD-EWR
2h 08mnonstop
$74American Airlines
Find Deal
Tue, Feb 11
8:00 pm - 11:00 pmMDW-LGA
2h 00mnonstop
$74Southwest
Find Deal
Wed, Mar 12
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
$84Southwest
Find Deal
Fri, Feb 7
7:10 am - 10:27 amORD-EWR
2h 17mnonstop
$89United Airlines
Find Deal
Thu, Apr 24
9:45 pm - 12:58 amORD-EWR
2h 13mnonstop
$99United Airlines
Find Deal
Fri, Apr 25
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
9:15 pm - 10:55 pmLGA-ORD
2h 40mnonstop
$87Spirit Airlines
Find Deal
Mon, Jan 27 - Tue, Feb 11
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
9:15 pm - 10:55 pmLGA-ORD
2h 40mnonstop
$97Spirit Airlines
Find Deal
Mon, Jan 27 - Sat, Feb 1
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
11:00 am - 4:16 pmJFK-MDW
6h 16m1 stop
$175Frontier
Find Deal
Mon, Jan 27 - Tue, Jan 28
3:16 pm - 10:05 amORD-JFK
17h 49m1 stop
3:00 pm - 9:27 amJFK-ORD
19h 27m1 stop
$201Frontier
Find Deal
Mon, Jan 27 - Wed, Jan 29
8:15 am - 1:17 pmORD-JFK
4h 02m1 stop
9:00 am - 10:47 amJFK-ORD
2h 47mnonstop
$224American Airlines
Find Deal
Mon, Jan 27 - Tue, Feb 11
9:45 pm - 12:58 amORD-EWR
2h 13mnonstop
9:00 am - 10:44 amEWR-ORD
2h 44mnonstop
$276United Airlines
Find Deal
Mon, Jan 27 - Thu, Jan 30
6:20 pm - 9:41 pmORD-EWR
2h 21mnonstop
11:00 am - 2:18 pmEWR-ORD
4h 18m1 stop
$286United Airlines
Find Deal
Mon, Jan 27 - Thu, Jan 30
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$287Southwest
Find Deal
Mon, Jan 27 - Fri, Jan 31
6:10 am - 4:00 pmMDW-LGA
8h 50m1 stop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$297Southwest
Find Deal
Mon, Jan 27 - Fri, Jan 31
2:50 pm - 5:58 pmORD-EWR
2h 08mnonstop
7:00 am - 8:46 amEWR-ORD
2h 46mnonstop
$302American Airlines
Find Deal
Mon, Jan 27 - Wed, Feb 5
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
$60Spirit Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
6:00 am - 7:44 amEWR-ORD
2h 44mnonstop
$67Spirit Airlines
Find Deal
Wed, Feb 12 - Wed, Mar 12
7:30 am - 10:51 amORD-LGA
2h 21mnonstop
6:00 am - 7:48 amLGA-ORD
2h 48mnonstop
$145Delta
Find Deal
Mon, Feb 17 - Tue, Feb 18
7:05 am - 10:27 amORD-JFK
2h 22mnonstop
7:29 pm - 9:24 pmJFK-ORD
2h 55mnonstop
$145Delta
Find Deal
Mon, Mar 3 - Thu, Mar 6
6:20 pm - 9:32 pmORD-EWR
2h 12mnonstop
7:05 am - 8:48 amEWR-ORD
2h 43mnonstop
$147American Airlines
Find Deal
Tue, Feb 11 - Wed, Feb 19
8:00 pm - 11:00 pmMDW-LGA
2h 00mnonstop
9:45 pm - 11:15 pmLGA-MDW
2h 30mnonstop
$147Southwest
Find Deal
Fri, Mar 14 - Fri, Mar 21
6:15 am - 9:23 amORD-LGA
2h 08mnonstop
10:18 am - 12:06 pmLGA-ORD
2h 48mnonstop
$148American Airlines
Find Deal
Thu, Feb 20 - Mon, Feb 24
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$157Southwest
Find Deal
Mon, Feb 10 - Thu, Feb 13
12:00 pm - 3:14 pmORD-LGA
2h 14mnonstop
6:10 am - 7:57 amLGA-ORD
2h 47mnonstop
$178United Airlines
Find Deal
Tue, Mar 25 - Fri, Mar 28
7:10 am - 10:27 amORD-EWR
2h 17mnonstop
5:52 am - 7:30 amEWR-ORD
2h 38mnonstop
$187United Airlines
Find Deal
Thu, Apr 24 - Fri, Apr 25

Delta flights from Chicago to Connecticut

Our best Delta deals on Chicago to Connecticut flight tickets
Delta
Mar 10
ORD6:36 pmChicago O'Hare Intl
2h 24m
JFK10:00 pmNew York John F Kennedy Intl
Mar 11
JFK11:10 amNew York John F Kennedy Intl
2h 45m
ORD12:55 pmChicago O'Hare Intl
Delta
Mar 18
MDW9:54 amChicago Midway
7h 20m
1 stop
EWR6:14 pmNewark
Mar 19
EWR9:32 amNewark
4h 04m
1 stop
MDW12:36 pmChicago Midway
Delta
Feb 5
ORD6:30 pmChicago O'Hare Intl
2h 32m
JFK10:02 pmNew York John F Kennedy Intl
Feb 11
JFK3:55 pmNew York John F Kennedy Intl
2h 52m
ORD5:47 pmChicago O'Hare Intl

JetBlue flights from Chicago to Connecticut

Our best JetBlue deals on Chicago to Connecticut flight tickets
JetBlue
Feb 20
ORD5:40 pmChicago O'Hare Intl
2h 29m
JFK9:09 pmNew York John F Kennedy Intl
Feb 24
JFK2:55 pmNew York John F Kennedy Intl
2h 50m
ORD4:45 pmChicago O'Hare Intl
JetBlue
Feb 20
ORD5:40 pmChicago O'Hare Intl
2h 29m
JFK9:09 pmNew York John F Kennedy Intl
Feb 24
JFK2:55 pmNew York John F Kennedy Intl
2h 50m
ORD4:45 pmChicago O'Hare Intl
JetBlue
Mar 1
ORD11:32 amChicago O'Hare Intl
2h 18m
JFK2:50 pmNew York John F Kennedy Intl
Mar 10
JFK9:15 amNew York John F Kennedy Intl
2h 44m
ORD10:59 amChicago O'Hare Intl

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.

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

$33

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Connecticut

3 airports
The best one-way flight to Connecticut from Chicago in the past 72 hours is $33. The best round-trip flight deal from Chicago to Connecticut found on momondo in the last 72 hours is $60.
The fastest flight from Chicago to Connecticut takes 1h 45m
Direct flights go from Chicago to Connecticut every day.
There are 3 airports near Connecticut: Newark (EWR), New York LaGuardia (LGA), Hartford Bradley Intl (BDL)

  • 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
8,111 reviews
Search Spirit Airlines flights
FrontierPriceFrom $124Free CancellationRating
6.0
3,442 reviews
Search Frontier flights
SouthwestPriceFrom $191Free CancellationRating
8.1
4,654 reviews
Search Southwest flights
United AirlinesPriceFrom $208Free CancellationRating
7.4
8,975 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.


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