$46 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 2/11. 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, 0 bags

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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Flight Deals

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

Wed, Feb 11 - Wed, Feb 18
Spirit Airlines Logo
5:53 pm - 8:59 pm
ORD
-
LGA
2h 06mnonstop
Spirit Airlines Logo
7:40 am - 9:22 am
LGA
-
ORD
2h 42mnonstop
$77Spirit Airlines
Thu, Mar 12 - Tue, Mar 17
Frontier Logo
12:05 pm - 3:29 pm
ORD
-
JFK
2h 24mnonstop
Frontier Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
$77Frontier
Wed, Feb 25 - Sat, Mar 7
Spirit Airlines Logo
5:58 pm - 8:59 pm
ORD
-
LGA
2h 01mnonstop
Spirit Airlines Logo
7:40 am - 9:22 am
LGA
-
ORD
2h 42mnonstop
$78Spirit Airlines
Thu, Mar 12 - Mon, Mar 16
Frontier Logo
12:05 pm - 3:29 pm
ORD
-
JFK
2h 24mnonstop
Frontier Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
$78Frontier
Thu, Feb 5 - Sun, Feb 8
Avelo Airlines Logo
6:00 pm - 9:21 pm
ORD
-
HVN
2h 21mnonstop
Avelo Airlines Logo
3:20 pm - 5:07 pm
HVN
-
ORD
2h 47mnonstop
$141Avelo Airlines
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
5:15 am - 4:40 pm
ORD
-
HVN
10h 25m
1 stop
Multiple Airlines Logo
3:20 pm - 5:05 pm
HVN
-
ORD
2h 45mnonstop
$162Multiple Airlines
Fri, Mar 13 - Sun, Mar 15
Multiple Airlines Logo
12:34 pm - 10:19 pm
ORD
-
HVN
8h 45m
1 stop
Multiple Airlines Logo
3:20 pm - 5:05 pm
HVN
-
ORD
2h 45mnonstop
$163Multiple Airlines
Thu, Feb 19 - Thu, Feb 26
Avelo Airlines Logo
6:00 pm - 9:34 pm
ORD
-
HVN
2h 34mnonstop
Avelo Airlines Logo
3:20 pm - 5:05 pm
HVN
-
ORD
2h 45mnonstop
$193Avelo Airlines
Fri, Mar 6 - Wed, Mar 11
JetBlue Logo
12:41 pm - 11:38 pm
ORD
-
PVD
9h 57m
1 stop
JetBlue Logo
6:30 am - 11:54 am
PVD
-
ORD
6h 24m
1 stop
$217JetBlue
Wed, Mar 18 - Mon, Mar 23
JetBlue Logo
12:20 pm - 11:46 pm
ORD
-
BDL
10h 26m
1 stop
JetBlue Logo
6:00 am - 11:25 am
BDL
-
ORD
6h 25m
1 stop
$230JetBlue
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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Connecticut from Chicago O'Hare Intl Airport found in the last 72 hours was to New Haven, at $77 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 $215.

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.

No, with an average price for the route of $315, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Connecticut?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Connecticut, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Connecticut is September, when tickets cost $282 (return) on average. On the other hand, the most expensive months are January and November, when the average cost of round-trip tickets is $558 and $471 respectively.

Good to know

Low seasonFebruary
Cheapest flight$46
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 3% 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 $93 one-way - $152 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.
7.6
Avelo AirlinesOverall score based on 88 reviews
5.1Food
5.0Entertainment
7.1Comfort
7.7Boarding
8.3Crew
Airline reviews

Flight was smooth. We boarded early and left Grand Rapids about a half hour ahead of schedule. We then arrived in Lakeland about 40 minutes early. Flights attendants (3) were welcoming and pleasant. Wish we would have at least been offered to buy a bottle of water. No beverage service at all.

8.0 ExcellentFamily, Jan 2026
GRR - LAL
Read more Avelo Airlines reviews

Flight was smooth. We boarded early and left Grand Rapids about a half hour ahead of schedule. We then arrived in Lakeland about 40 minutes early. Flights attendants (3) were welcoming and pleasant. Wish we would have at least been offered to buy a bottle of water. No beverage service at all.

I really liked the young man who checked me in and took my bags! He was so kind and was very helpful! I told my sister about the great service and him and she said that is why she flies Avelo Air.

The flight was delayed by a lot and the seats are pretty tight

Surprisingly was one of the better flights I’ve been on

Short 2-hour flight, we took off on time, ETA was earlier than stated, no interaction needed with stewards, no food, no entertainment on such a short flight.

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.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

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

Information on your arrival and departure airports