Cheap flights from Chicago to Connecticut from $38
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 7/8. 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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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 O'Hare Intl 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.
What is the cheapest airline that flies from Chicago to Connecticut?
Spirit Airlines, United Airlines, and Southwest are the most popular carriers operating from Chicago to Connecticut
What airlines fly to Connecticut?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Connecticut from Chicago according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Connecticut. Keep in mind that there are 4 different airlines that fly to Connecticut on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Connecticut on average per day?
As of June 2025, 200 flights take off from Chicago and land in Connecticut each day. The most common flight departure time for this route is 8:00PM, with 45% of daily flights taking off in the evening.
How many flights depart from Chicago to Connecticut on average per week?
1,404 flights are operational weekly from Chicago to Connecticut as of June 2025. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.
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 | $38 |
|---|---|
Fastest flight time | 2h 00m |
Direct flights | Every day |
Airports in Connecticut | 5 airports |
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?
The number of operators available for flights from Chicago to Connecticut is 7 as of June 2025.
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?
Based on momondo bookings for flights between Chicago and Connecticut, the leading plane model is Boeing 737-800, making up 27.32% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 12.33%, Airbus A319 with 10.59%, and Embraer 170 with 10.51%.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $84 | Free Cancellation | Rating 7.4 76 reviews | |||
| PriceFrom $188 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 8.0 4,278 reviews | |||
| PriceFrom $235 | Free Cancellation | Rating 7.4 8,801 reviews |
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.