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Booking Avelo Airlines from Chicago (Midway), IL to New Haven, CT
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Chicago Midway International Airport (MDW)
Chicago Midway International Airport (MDW) offers a convenient gateway to Chicago and the surrounding region. Located just a short drive from downtown Chicago, MDW provides travelers with a seamless experience through its modern facilities, efficient security, and a range of amenities. The airport’s strategic location makes it an ideal starting point for exploring Chicago’s vibrant neighborhoods, iconic landmarks like Millennium Park and the Art Institute of Chicago, and the city’s renowned dining and entertainment options. With its welcoming atmosphere and accessible services, Chicago Midway International Airport ensures a comfortable and enjoyable journey 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 Chicago (Midway), IL to New Haven, CT
Chicago (Midway), IL
Chicago Midway International Airport (MDW)
The city of Chicago is known for its rich architecture and unmistakable skyline. Located by the shore of Lake Michigan, Chi-town hosts over 58 million visitors each year and was voted as one of America’s best...
Learn more about Chicago (Midway), 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
Book Cheap Flights from Chicago (Midway), IL to New Haven, CT
Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
May 22
One-way fares from$69*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
May 25
One-way fares from$79*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
May 29
One-way fares from$59*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jun 1
One-way fares from$109*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jun 5
One-way fares from$49*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jun 8
One-way fares from$109*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jun 12
One-way fares from$49*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jun 15
One-way fares from$89*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jun 19
One-way fares from$69*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jun 22
One-way fares from$134*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jun 26
One-way fares from$49*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jun 29
One-way fares from$109*
24 HR RISK-FREE CANCELLATION
Book Now
Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jul 3
One-way fares from$69*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jul 6
One-way fares from$149*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jul 10
One-way fares from$69*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jul 13
One-way fares from$99*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jul 17
One-way fares from$79*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jul 20
One-way fares from$119*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jul 24
One-way fares from$79*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Sunday
Jul 27
One-way fares from$89*
24 HR RISK-FREE CANCELLATION
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Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN)
Thursday
Jul 31
One-way fares from$69*
24 HR RISK-FREE CANCELLATION
Book Now
FAQs for Flights from Chicago (Midway), IL to New Haven, CT
How long is the flight from Chicago to New Haven?
Flying from Chicago Midway International Airport (MDW) to Tweed-New Haven Airport (HVN) with Avelo Airlines takes approximately 2 hours and 30 minutes, providing a direct and efficient journey to your destination.
How many weekly flights does Avelo operate from Chicago to New Haven?
Avelo Airlines operates multiple flights each week between Chicago and New Haven. The number of flights can vary depending on seasonal demand, so it’s best to check our Low Fare Calendar for the most current schedule.
Which day typically offers the lowest fares from Chicago to New Haven?
Airfare prices can fluctuate based on demand and booking timing, but mid-week flights, particularly on Tuesdays and Wednesdays, generally offer the lowest fares. For the latest fare information and best deals, consult our Low Fare Calendar on the homepage.
Are there nonstop flights from Chicago to New Haven on weekends?
Yes, Avelo offers nonstop flights from Chicago to New Haven on weekends. To view the latest schedule and fares, search for your preferred travel dates on our homepage.
Can I rent a car at Tweed-New Haven Airport?
Yes, car rental services are available at Tweed-New Haven Airport. Major rental car companies such as Alamo, Avis, Budget, Enterprise, Hertz, and National operate at this location. It is recommended to book your rental car in advance to ensure availability.
How can I check the status of my flight from Chicago to New Haven?
You can check the status of any Avelo flight on our Flight Status page. If you have additional questions or concerns about your flight, our customer service team is here to assist you.