Cheap flights from Connecticut to Chicago from $37
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 5/21. 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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United Airlines flights from Connecticut to Chicago
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Spirit Airlines flights from Connecticut to Chicago
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How to get the cheapest flight ticket from Connecticut to Chicago
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 flight route?
Fly from Hartford Bradley Intl to Chicago O'Hare Intl for the best Connecticut - Chicago flight prices
What cabin class options are available on Connecticut to Chicago flights?
There are 4 cabin classes available to choose from on Connecticut to Chicago 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 Connecticut to Chicago?
Spirit Airlines, American Airlines, and Delta are the most popular carriers operating from Connecticut to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Connecticut according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Connecticut to Chicago on average per day?
As of April 2025, 174 flights take off from Connecticut and land in Chicago each day. The most common flight departure time for this route is 12:00PM, with 53% of daily flights taking off in the afternoon.
How many flights depart from Connecticut to Chicago on average per week?
1,221 flights are operational weekly from Connecticut to Chicago as of April 2025. The most popular departure day for this route is Thu, with 18% of flights per week taking off on this day.
Cheap Connecticut to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Connecticut to Chicago
When did momondo last update prices for flights from Connecticut to Chicago?
Prices for flights from Connecticut to Chicago are updated daily.
How many operators does momondo search for flights from Connecticut to Chicago?
As of April 2025, there are 7 operators available to choose from for flights from Connecticut to Chicago.
How old do you have to be to fly from Connecticut to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Connecticut to Chicago?
Based on momondo bookings for flights between Connecticut and Chicago, the leading plane model is Boeing 737-800, making up 26.13% of the total bookings. Other popular models include Embraer 175 with 13.23%, Boeing 737-900 with 10.03%, and Airbus A319 with 8.66%.
Best airlines flying from Connecticut to Chicago
Compare and see reviews for airlines that fly from Connecticut to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $77 | Free Cancellation | Rating 7.5 74 reviews | |||
| PriceFrom $108 | Free Cancellation | Rating 6.0 3,281 reviews | |||
| PriceFrom $116 | Free Cancellation | Rating 6.3 7,926 reviews | |||
| PriceFrom $125 | Free Cancellation | Rating 7.4 8,667 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 8.0 7,917 reviews | |||
| PriceFrom $218 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $232 | Free Cancellation | Rating 8.0 4,280 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Connecticut to Chicago?
Finding the right flight to Chicago from Connecticut 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 Chicago quick and easy, saving you time and money.
Can I find flights from Connecticut to Chicago with flexible booking policies on momondo?
All flight searches from Connecticut to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Connecticut to Chicago?
Once all potential Connecticut to Chicago 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 Connecticut to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Connecticut to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.