$25 Find Cheap Flights from Chicago O'Hare Airport to Connecticut

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Connecticut departing on 9/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Connecticut

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Connecticut, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Connecticut, as well as popular online travel agencies
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Cheap Flights from O'Hare Intl to Connecticut

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
New Yorknonstop$68
New York
New Yorknonstop$68

Book Cheap O'Hare Intl to Connecticut Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Connecticut that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Connecticut

Sat, Sep 6 - Tue, Sep 9
Spirit Airlines Logo
4:35 pm - 7:41 pmORD-LGA
2h 06mnonstop
Spirit Airlines Logo
7:59 pm - 9:18 amLGA-ORD
14h 19m1 stop
$68Spirit Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
Spirit Airlines Logo
11:12 am - 2:17 pmORD-LGA
2h 05mnonstop
Spirit Airlines Logo
3:12 pm - 4:50 pmLGA-ORD
2h 38mnonstop
$69Spirit Airlines
Find Deal
Thu, Sep 11 - Sun, Sep 14
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
$88Avelo Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
$91Avelo Airlines
Find Deal
Wed, Oct 8 - Sat, Oct 18
Frontier Logo
6:40 am - 10:03 amORD-JFK
2h 23mnonstop
Frontier Logo
11:00 am - 12:45 pmJFK-ORD
2h 45mnonstop
$99Frontier
Find Deal
Wed, Oct 8 - Mon, Oct 13
Frontier Logo
6:40 am - 10:03 amORD-JFK
2h 23mnonstop
Frontier Logo
11:00 am - 12:45 pmJFK-ORD
2h 45mnonstop
$104Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
American Airlines Logo
5:00 pm - 8:14 pmORD-BDL
2h 14mnonstop
American Airlines Logo
6:43 am - 8:20 amBDL-ORD
2h 37mnonstop
$136American Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
United Airlines Logo
8:48 am - 12:20 pmORD-BDL
2h 32mnonstop
United Airlines Logo
6:10 am - 7:53 amBDL-ORD
2h 43mnonstop
$137United Airlines
Find Deal
Wed, Sep 3 - Sat, Sep 6
United Airlines Logo
7:10 am - 10:28 amORD-EWR
2h 18mnonstop
United Airlines Logo
6:30 pm - 8:11 pmEWR-ORD
2h 41mnonstop
$142United Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
American Airlines Logo
7:42 pm - 10:59 pmORD-EWR
2h 17mnonstop
American Airlines Logo
7:30 am - 9:10 amEWR-ORD
2h 40mnonstop
$146American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Connecticut flights

Get data-powered insights and trends into flights from O'Hare Intl to Connecticut to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago O'Hare Intl Airport to Connecticut flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago O'Hare Intl Airport to Connecticut.

The cheapest ticket to Connecticut from Chicago O'Hare Intl Airport found in the last 72 hours was to New Haven, at $124 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Hartford (BDL), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $137.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Connecticut?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $344 on average.


Good to know

Low seasonFebruary
Cheapest flight$25
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago O'Hare Airport to New York LaGuardia Airport

FAQs - booking Connecticut flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Connecticut?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Connecticut.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Connecticut?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Connecticut?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago O'Hare Airport to Connecticut with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Connecticut?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago O'Hare Airport to Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Connecticut

  • Looking for a cheap flight? 25% of our users found tickets from Chicago O'Hare Airport to the following destinations at these prices or less: New York $120 one-way - $178 round-trip

Reviews of the top 3 airlines serving from O'Hare Intl to Connecticut

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Connecticut. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Connecticut? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
Avelo AirlinesOverall score based on 78 reviews
5.0Entertainment
7.6Boarding
7.1Comfort
5.1Food
8.2Crew
Airline reviews

Avelo provided exactly what I expected. They are a low-cost option with no frills but the experience was comfortable and the staff was great! I will be using them in the future for trips when cost is a priority for me.

8.0 ExcellentJeffery, Jul 2025ROC - BNA
Read more Avelo Airlines reviews

Avelo provided exactly what I expected. They are a low-cost option with no frills but the experience was comfortable and the staff was great! I will be using them in the future for trips when cost is a priority for me.

Expect nothing and you will be fine. Seats are crammed.

Terrible landing. Uncomfortable seats. Great cabin crew-helpful and pleasant!

Tight fit in middle seat but OK for short flight. Crew was more interested in talking to each other than helping passengers - strickingly dissappointing. DAB is a great airport. New Haven sucks! Excellent value for the .

Avelo is definitely a budget airline and you get what you pay for. The plane was packed and the seats were not particularly comfortable. Staff was very nice and both of our flights were on time. The one thing I wish I had known was that the staff does not show up at the airport desk to check your bags until two hours before the flight. We had a 4:30 flight and had to check out of our hotel at noon. Since we have lounge passes we planned to check our bag, go through security and hang out at the lounge until we had to board. But because we could not check our bag until 2:30, when the staff showed up, we could not go through security and access the lounge. Passengers with boarding passes and carry on luggage would not have this issue. I might fly Avelo again but would only do carry on or plan to get to the airport no sooner than two hours before check in. And I would not recommend a long flight on Avelo since there is no food or entertainment and the seats are not comfortable.

No food or entertainment, but flight very comfortable and on time.

Baggage claim was barbaric at Wilmington. I realize that this is a startup airline but if they hope to grow or even survive they need to upgrade this airport. There is no automated luggage carousel and at times you are not only fighting your fellow passengers to get to your bags but also passengers coming in from other flights who cross right in front of you

No frills, i.e., no drinks or snacks. One is charged for everything. The cost really adds up. The crew and flight attendants were excellent and very pleasant.

I always walk by a pallet of Avelo branded mini bottles of water on the tarmac, but I’ve never seen them in flight. Yup, not even water offered on a 3 hour flight. No wi-fi onboard. We just watch the flight crew on their phone for 3 hours every flight. At least a mid-flight trash pickup would be great. Better than my last flight, but they only could have gone up from there. Don’t use for business or ticketed vacation like Disney… too unreliable.

You get what you pay for. The plane was dirty and the seats were awful.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

Everything you need to know for your flight from O'Hare Intl to Connecticut

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