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Booking Avelo Airlines from New Haven, CT to Chicago (O'Hare), IL
Everyday low fares
We're always looking for ways to lower fares and save you money.
Tweed-New Haven Airport (HVN)
Tweed-New Haven Airport (HVN) offers remarkable convenience for travelers, especially those from the Greater New Haven area, due to its close proximity to downtown. With shorter security lines, fewer crowds, and essential amenities, it provides a streamlined and stress-free experience for both business and leisure travelers. Learn more
Reliable service
We lead the industry in on-time performance and cancelling the fewest flights. Learn more
Free family seating
Families can travel with ease knowing children 14 and under will be seated with an accompanying adult at no extra cost. Learn more
Convenient Flights from New Haven, CT to 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
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
Book Cheap Flights from New Haven, CT to Chicago (O'Hare), IL
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
May 15
One-way fares from$79*
24 HR RISK-FREE CANCELLATION
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Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
May 18
One-way fares from$59*
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Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
May 22
One-way fares from$149*
24 HR RISK-FREE CANCELLATION
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Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
May 25
One-way fares from$49*
24 HR RISK-FREE CANCELLATION
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Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
May 29
One-way fares from$99*
24 HR RISK-FREE CANCELLATION
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Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jun 1
One-way fares from$49*
24 HR RISK-FREE CANCELLATION
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Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jun 5
One-way fares from$89*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jun 8
One-way fares from$49*
24 HR RISK-FREE CANCELLATION
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Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jun 12
One-way fares from$164*
24 HR RISK-FREE CANCELLATION
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Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jun 15
One-way fares from$109*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jun 19
One-way fares from$179*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jun 22
One-way fares from$69*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jun 26
One-way fares from$119*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jun 29
One-way fares from$69*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jul 3
One-way fares from$109*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jul 6
One-way fares from$89*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jul 10
One-way fares from$99*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jul 13
One-way fares from$49*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jul 17
One-way fares from$179*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jul 20
One-way fares from$89*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jul 24
One-way fares from$134*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Sunday
Jul 27
One-way fares from$79*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from New Haven, CT (HVN) to Chicago (O'Hare), IL (ORD)
Thursday
Jul 31
One-way fares from$134*
24 HR RISK-FREE CANCELLATION
Book Now
FAQs for Flights from New Haven, CT to Chicago (O’Hare), IL
How long is the flight from New Haven, CT (HVN) to Chicago, IL (ORD)?
The flight from Tweed-New Haven Airport (HVN) to Chicago O’Hare International Airport (ORD) generally takes about 2 hours and 30 minutes. Whether you’re off to explore the Windy City or connecting to a larger journey, we’ll get you there comfortably and on time.
How many weekly flights operate from New Haven, CT to Chicago, IL?
We offer multiple flights each week between HVN and ORD. With our easy booking tools and Low Fare Calendar, you can quickly find the flight that suits your schedule—whether it’s for business, pleasure, or anything in between.
What days usually have the lowest fares from New Haven, CT to Chicago, IL?
Midweek flyers rejoice—Tuesdays and Wednesdays often offer the best fares! Planning around these days can lead to big savings. Be sure to check our Low Fare Calendar to snag those low prices and make the most of your travel budget.
Can I rent a car at Chicago O’Hare International Airport (ORD)?
Yes, you can! Chicago O’Hare features a centralized Rental Car Center with providers like Alamo, Avis, Budget, Enterprise, Hertz, and more. A quick, complimentary shuttle from all terminals will bring you right to the rental facility. Booking ahead is strongly encouraged, especially in a busy hub like ORD.