Cheap Flights from Chicago to New Haven from £55️ (CHI-HVN)

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Latest Flight Deals from Chicago to New Haven

Book one-way or return flights from Chicago to New Haven from as little as £55. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Chicago to New Haven? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to New Haven. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Chicago to New Haven

View airlines operating flights from Chicago to New Haven. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Avelo Airlines

From £55

Frontier Airlines

From £67

American Airlines

From £113

United Airlines

From £135

Spirit Airlines

From £146

Jetblue Airways

From £152

Delta Air Lines

From £166

Sun Country Airlines

From £171

Alaska Airlines

From £442

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to New Haven

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to New Haven.

Cheapest
MDW
19:40
2h 10m
Direct
HVN
22:50
Midway International Airport - Tweed New Haven Airport
Fri, Jun 28Avelo Airlines
£55
ORD
05:30
26h 5m
1 transfer
HVN
08:35
O'Hare International Airport - Tweed New Haven Airport
Tue, May 7Frontier Airlines
£67
ORD
05:30
26h 5m
1 transfer
HVN
08:35
O'Hare International Airport - Tweed New Haven Airport
Tue, May 7Frontier Airlines
£67
Find More Flights

How do I find the cheapest flights?

When are flight tickets from Chicago (CHI) to New Haven (HVN) the cheapest?
Airlines adjust prices for flights from Chicago to New Haven based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from Chicago (CHI) to New Haven (HVN) cost?
According to Trip.com's data, the lowest price is around £281.
What is the transportation method from the main airport to downtown in New Haven?
- The distance from Tweed New Haven Airport to downtown is about 6km, by taxi about 20 minutes.
How many airports in New Haven (HVN)?
There are 1 airport(s) in New Haven (HVN): Tweed New Haven Airport.

How to find a cheap flight from Chicago to New Haven

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to New Haven. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Flight Information from Chicago to New Haven

Cheapest direct flight price	£54
Cheapest return ticket price	£101
Cheapest month	January
Peak season for travel	October
Flight distance	1,227.64km
Popular airline	United Airlines