$55 Find Cheap Flights from Chicago O'Hare Airport to Connecticut - Compare and Save

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 10/5. 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.
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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

Fri, Sep 4 - Wed, Sep 9
Avelo Airlines Logo
7:17 pm - 10:39 pm
ORD
-
HVN
2h 22mnonstop
Avelo Airlines Logo
3:25 pm - 5:18 pm
HVN
-
ORD
2h 53mnonstop
$101Avelo Airlines
Mon, Sep 14 - Wed, Sep 23
Avelo Airlines Logo
7:17 pm - 10:39 pm
ORD
-
HVN
2h 22mnonstop
Avelo Airlines Logo
3:25 pm - 5:18 pm
HVN
-
ORD
2h 53mnonstop
$101Avelo Airlines
Fri, Sep 4 - Sun, Sep 6
Multiple Airlines Logo
7:17 pm - 10:39 pm
ORD
-
HVN
2h 22mnonstop
Multiple Airlines Logo
1:00 pm - 6:39 pm
HVN
-
ORD
6h 39m
1 stop
$170Multiple Airlines
Thu, Sep 3 - Sun, Sep 6
Multiple Airlines Logo
6:07 pm - 9:29 pm
ORD
-
HVN
2h 22mnonstop
Multiple Airlines Logo
1:00 pm - 6:39 pm
HVN
-
ORD
6h 39m
1 stop
$171Multiple Airlines
Tue, Sep 22 - Sun, Sep 27
United Airlines Logo
7:59 am - 2:30 pm
ORD
-
EWR
5h 31m
1 stop
United Airlines Logo
8:00 am - 9:45 am
EWR
-
ORD
2h 45mnonstop
$198United Airlines
Wed, Sep 2 - Wed, Sep 2
American Airlines Logo
10:09 am - 1:30 pm
ORD
-
EWR
2h 21mnonstop
American Airlines Logo
5:19 pm - 7:20 pm
EWR
-
ORD
3h 01mnonstop
$202American Airlines
Tue, Sep 1 - Tue, Sep 1
American Airlines Logo
10:09 am - 1:30 pm
ORD
-
EWR
2h 21mnonstop
American Airlines Logo
5:19 pm - 7:20 pm
EWR
-
ORD
3h 01mnonstop
$202American Airlines
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
6:00 am - 9:07 am
ORD
-
EWR
2h 07mnonstop
United Airlines Logo
6:20 pm - 8:07 pm
EWR
-
ORD
2h 47mnonstop
$207United Airlines
Tue, Aug 18 - Wed, Aug 19
Delta Logo
11:30 am - 3:00 pm
ORD
-
LGA
2h 30mnonstop
Delta Logo
4:00 pm - 6:03 pm
LGA
-
ORD
3h 03mnonstop
$207Delta
Wed, Aug 19 - Wed, Aug 26
Delta Logo
10:30 am - 1:48 pm
ORD
-
LGA
2h 18mnonstop
Delta Logo
5:00 pm - 7:12 pm
LGA
-
ORD
3h 12mnonstop
$207Delta
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.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Connecticut?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Connecticut departing in August.

Flight prices are below average for this route right now.

Flights to Connecticut from Chicago O'Hare Intl Airport usually cost between $303 and $457 in August.
The lowest price found in the past 5 days was $277 on United Airlines (Aug 19-Aug 27).

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 5 days was to New Haven, at $96 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 5 days was $277.

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 $304, 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 $271 (return) on average. On the other hand, the most expensive months are July and January, when the average cost of round-trip tickets is $496 and $490 respectively.

Find deals

Good to know

Low season

August

Cheapest flight

$55
Best time to beat the crowds but there is an average 10% increase in price.
Flight from Chicago to New Haven

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 $159 one-way - $235 round-trip

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

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)