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Cheap flights from Connecticut to Chicago from $29

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Connecticut to Chicago departing on 5/28. 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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Find the cheapest flights from Connecticut to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Connecticut to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
Spirit Airlines Logo
6:30 pm - 8:07 pmLGA-ORD
2h 37mnonstop
Spirit Airlines Logo
5:51 am - 9:00 amORD-LGA
2h 09mnonstop
$53Spirit Airlines
Find Deal
Wed, May 28 - Thu, May 29
Spirit Airlines Logo
6:30 pm - 8:07 pmLGA-ORD
2h 37mnonstop
Spirit Airlines Logo
5:51 am - 9:00 amORD-LGA
2h 09mnonstop
$58Spirit Airlines
Find Deal
Wed, May 28 - Thu, May 29
JetBlue Logo
1:20 pm - 3:04 pmJFK-ORD
2h 44mnonstop
JetBlue Logo
6:15 am - 9:30 amORD-JFK
2h 15mnonstop
$137JetBlue
Find Deal
Wed, May 14 - Tue, May 20
United Airlines Logo
11:25 am - 1:06 pmLGA-ORD
2h 41mnonstop
United Airlines Logo
6:30 pm - 9:48 pmORD-LGA
2h 18mnonstop
$137United Airlines
Find Deal
Wed, May 21 - Wed, May 21
 Logo
8:30 am - 8:50 amHVN-ORD
25h 20m1 stop
 Logo
7:48 pm - 10:49 pmORD-HVN
2h 01mnonstop
Mon, Jun 2 - Thu, Jun 5
United Airlines Logo
8:25 am - 10:06 amLGA-ORD
2h 41mnonstop
United Airlines Logo
4:25 pm - 11:30 pmORD-LGA
6h 05m1 stop
$157United Airlines
Find Deal
Wed, May 14 - Wed, May 14
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
$157American Airlines
Find Deal
Wed, May 14 - Sat, May 17
American Airlines Logo
7:01 am - 8:42 amBDL-ORD
2h 41mnonstop
American Airlines Logo
6:57 pm - 10:15 pmORD-BDL
2h 18mnonstop
$157American Airlines
Find Deal
Tue, May 27 - Tue, May 27
 Logo
2:40 pm - 8:55 amHVN-ORD
19h 15m2 stops
 Logo
5:26 pm - 8:27 pmORD-HVN
2h 01mnonstop
Wed, May 14 - Thu, May 15
JetBlue Logo
1:20 pm - 3:04 pmJFK-ORD
2h 44mnonstop
JetBlue Logo
6:15 am - 9:30 amORD-JFK
2h 15mnonstop
$158JetBlue
Find Deal
Wed, May 28 - Thu, May 29

Spirit Airlines flights from Connecticut to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Connecticut to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
May 28
LGA6:30 pmNew York LaGuardia
2h 37m
ORD8:07 pmChicago O'Hare Intl
May 29
ORD5:51 amChicago O'Hare Intl
2h 09m
LGA9:00 amNew York LaGuardia
Spirit Airlines
May 28
LGA6:30 pmNew York LaGuardia
2h 37m
ORD8:07 pmChicago O'Hare Intl
May 29
ORD5:51 amChicago O'Hare Intl
2h 09m
LGA9:00 amNew York LaGuardia
Spirit Airlines
May 28
LGA6:30 pmNew York LaGuardia
2h 37m
ORD8:07 pmChicago O'Hare Intl
Jun 4
ORD5:51 amChicago O'Hare Intl
2h 09m
LGA9:00 amNew York LaGuardia

JetBlue flights from Connecticut to Chicago O'Hare Intl Airport

Our best JetBlue deals on Connecticut to Chicago O'Hare Intl Airport flight tickets
JetBlue
May 14
JFK1:20 pmNew York John F Kennedy Intl
2h 44m
ORD3:04 pmChicago O'Hare Intl
May 20
ORD6:15 amChicago O'Hare Intl
2h 15m
JFK9:30 amNew York John F Kennedy Intl
JetBlue
May 28
JFK1:20 pmNew York John F Kennedy Intl
2h 44m
ORD3:04 pmChicago O'Hare Intl
May 29
ORD6:15 amChicago O'Hare Intl
2h 15m
JFK9:30 amNew York John F Kennedy Intl
JetBlue
Sep 10
JFK11:00 amNew York John F Kennedy Intl
2h 40m
ORD12:40 pmChicago O'Hare Intl
Sep 17
ORD1:35 pmChicago O'Hare Intl
2h 24m
JFK4:59 pmNew York John F Kennedy Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Connecticut to Chicago O'Hare Intl Airport

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 Connecticut to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Connecticut to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Connecticut to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Connecticut to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Chicago O'Hare Intl Airport

Best Price Found

$29

Fastest flight time

2h 20m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Connecticut in the past 72 hours is $29. The best round-trip flight deal from Connecticut to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $53.
The fastest flight from Connecticut to Chicago O'Hare Intl Airport takes 2h 20m
Direct flights go from Connecticut to Chicago O'Hare Intl Airport every day.

  • When did momondo last update prices for flights from Connecticut to Chicago O'Hare Intl Airport?

    Prices for flights from Connecticut to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Connecticut to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Connecticut to Chicago O'Hare Intl Airport?

    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 Connecticut to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Connecticut to Chicago O'Hare Intl Airport?


Best airlines flying from Connecticut to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Connecticut to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $116Free CancellationRating
6.3
7,963 reviews
Search Spirit Airlines flights
FrontierPriceFrom $116Free CancellationRating
5.9
3,287 reviews
Search Frontier flights
American AirlinesPriceFrom $218Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $237Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
Schaumburg
Merrillville
Gurnee
Rosemont
Naperville
Kenosha
South Haven
Joliet
Oak Brook
Racine
New Buffalo
Elgin
Tinley Park
Hammond
Aurora
Orland Park
Waukegan
Janesville

Why use momondo?

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

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

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

Flights from Connecticut to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Connecticut.

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

Of course. momondo tracks the price of Connecticut to Chicago 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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1 adult
Tue 5/6
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