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Flights from Chicago, IL to Connecticut

FAQs for Flights from Chicago, IL to Connecticut

How long is the flight from Chicago to Connecticut?

The average flight time from Chicago to Connecticut is about 2 to 2.5 hours, depending on conditions.

How many times a week does Avelo offer this flight?

Avelo schedules several flights per week between Chicago and Connecticut. Visit our Low Fare Calendar to check the latest options.

When are fares usually the lowest from Chicago to Connecticut?

Tuesdays and Wednesdays are often the most budget-friendly. Plan ahead and use the Low Fare Calendar to secure the best rates.

Does Avelo provide nonstop service from Chicago to Connecticut?

Yes, Avelo offers nonstop service on this route, helping you reach your destination faster and with less hassle.

What ground transportation is available when I arrive in Connecticut?

Connecticut airports offer a range of options, including rental cars, rideshares, taxis, and public transportation. Booking in advance is encouraged.

How do I stay informed about my flight?

Check Avelo’s Flight Status page or contact our customer support team for the latest updates on your trip.

Find Cheap Flights from Chicago (O'Hare), IL to Connecticut

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Flights from Chicago (O'Hare), IL (ORD) to New Haven, CT (HVN)

Thursday

Aug 28

ONE-WAY FARES FROM$44*

24 HR RISK-FREE CANCELLATION

Book Now
Price as of 7/17/2025

* Seats and days are limited. Fares may vary by destination, flight, and day of week and won't be available on some flights that operate during very busy travel times and holiday periods. Fares available as of the date listed and are subject to change until ticketed. Not valid on previously purchased itineraries. Additional fees for carry-on and checked bags, assigned seats and other optional services may apply. For full terms and conditions, please visit Contract of Carriage.

Convenient Flights from Chicago, IL to Connecticut

Convenient Flights from Chicago, IL to Connecticut

Chicago (O'Hare), IL
O'Hare International Airport (ORD)

Chicago, Illinois is a city of breathtaking architecture, stunning lakefront views, and endless attractions. Nestled along the shores of Lake Michigan, the Windy City offers an unforgettable experience for visitors, whether...
Learn more about Chicago (O'Hare), IL

New Haven, CT
Tweed-New Haven Airport (HVN)

What do New Haven, Auckland, London, and Istanbul have in common? They are all on the prestigious New York Times 2023 “52 Places to Go” list. With a nod to the human need to explore the world around us...
Learn more about New Haven, CT