Cheap flights from Connecticut to Chicago from $42
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 7/4. 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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JetBlue flights from Connecticut to Chicago O'Hare Intl Airport
Our best JetBlue deals on Connecticut to Chicago O'Hare Intl Airport flight tickets
American Airlines flights from Connecticut to Chicago O'Hare Intl Airport
Our best American Airlines deals on Connecticut to Chicago O'Hare Intl Airport flight tickets
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How to get the cheapest flight ticket from Connecticut to Chicago O'Hare Intl Airport
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 O'Hare Intl flight route?
Fly from Tweed-New Haven to Chicago O'Hare Intl for the best Connecticut - Chicago O'Hare Intl flight prices
What cabin class options are available on Connecticut to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on Connecticut to Chicago O'Hare Intl 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 O'Hare Intl?
Spirit Airlines, Avelo Airlines, and JetBlue are the most popular carriers operating from Connecticut to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Connecticut according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Connecticut to Chicago O'Hare Intl Airport on average per day?
The number of flights available between Connecticut and Chicago O'Hare Intl Airport is 175 per day as of June 2025. The most frequent departure time is 11:00AM, with 57% of daily flights leaving at noon.
How many flights depart from Connecticut to Chicago O'Hare Intl Airport on average per week?
The number of flights available between Connecticut and Chicago O'Hare Intl Airport is 1,227 per week as of June 2025. The most frequent departure day is Wed, with 18% of weekly flights leaving on this day.
Cheap Connecticut to Chicago O'Hare Intl Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Connecticut to Chicago O'Hare Intl Airport
When did momondo last update prices for flights from Connecticut to Chicago O'Hare Intl Airport?
Prices for flights from Connecticut to Chicago O'Hare Intl Airport refresh daily.
How many operators does momondo search for flights from Connecticut to Chicago O'Hare Intl Airport?
There are 6 operators available for flights from Connecticut to Chicago O'Hare Intl Airport as of June 2025.
How old do you have to be to fly from Connecticut to Chicago O'Hare Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Connecticut to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Connecticut and Chicago O'Hare Intl Airport, the leading plane model is Boeing 737-800, making up 28.29% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 11.80%, Airbus A319 with 10.60%, and Embraer 170 with 10.09%.
Best airlines flying from Connecticut to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Connecticut to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $116 | Free Cancellation | Rating 5.9 3,301 reviews | |||
| PriceFrom $144 | Free Cancellation | Rating 6.3 8,065 reviews | |||
| PriceFrom $202 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $220 | Free Cancellation | Rating 7.4 8,810 reviews |
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Why should I use momondo to find a flight deal from Connecticut to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Connecticut to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Connecticut to Chicago with flexible booking policies on momondo?
Flights from Connecticut to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Connecticut to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Connecticut.
I’m not ready to book a flight from Connecticut to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Connecticut to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.