Users have found that leaving on a Thursday can be a cost-effective option. It’s possible to save up to 81% on your flight compared to booking on days when demand is much higher.
Users have found that booking a flight from Chicago to New Haven at least 45 days early can save you up to 77% on average compared to booking a flight this week. If booking 45 days before your flight isn’t an option for you, users have found flights from Chicago to New Haven for as little as $242 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $298 for flights departing within the next 3 days.
Our data shows that January tends to be the cheapest month to fly to New Haven from Chicago. Users have commonly found prices around $217 for the month, but tickets can be as low as $110. Due to multiple factors, prepare for potentially higher prices in August.
It’s typically best to fly out from Chicago to New Haven in the afternoon. Doing so could potentially save you 40% on the flight price compared to flying in the morning, which is usually more expensive.
Chicago O'Hare Intl
Tweed-New Haven
1 stop
21h 20mTweed-New Haven
Chicago O'Hare Intl
1 stop
26h 07mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
1 stop
21h 20mTweed-New Haven
Chicago O'Hare Intl
2 stops
41h 12mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
1 stop
21h 20mTweed-New Haven
Chicago O'Hare Intl
3 stops
40h 44mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
1 stop
21h 20mTweed-New Haven
Chicago O'Hare Intl
1 stop
26h 07mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
1 stop
21h 20mTweed-New Haven
Chicago O'Hare Intl
2 stops
41h 12mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
1 stop
21h 20mTweed-New Haven
Chicago O'Hare Intl
3 stops
40h 44mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
2 stops
19h 15mTweed-New Haven
Chicago O'Hare Intl
2 stops
11h 15mLinear Air Taxi
Chicago O'Hare Intl
Tweed-New Haven
2 stops
19h 15mTweed-New Haven
Chicago O'Hare Intl
2 stops
19h 49mLinear Air Taxi
Chicago O'Hare Intl
Tweed-New Haven
2 stops
7h 49mTweed-New Haven
Chicago O'Hare Intl
2 stops
11h 15mLinear Air Taxi
Chicago O'Hare Intl
Tweed-New Haven
2 stops
21h 45mTweed-New Haven
Chicago O'Hare Intl
3 stops
24h 28mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
1 stop
23h 32mTweed-New Haven
Chicago O'Hare Intl
3 stops
24h 28mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
3 stops
21h 45mTweed-New Haven
Chicago O'Hare Intl
3 stops
24h 28mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
2 stops
25h 23mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
1 stop
26h 32mMultiple Airlines
Chicago O'Hare Intl
Tweed-New Haven
1 stop
9h 15mMultiple Airlines
If you book a flight to New Haven from Chicago, you will be flying to Tweed-New Haven, which is the city’s only airport. Tweed-New Haven (HVN) is located 3.6 mi from the center of New Haven. There are 0 flights from Chicago to Tweed-New Haven per day from 3 different airlines.
American Airlines and Undisclosed Carrier are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.
Yes, there are multiple flights from Chicago to New Haven for under $400. The cheapest flight booked recently is on Multiple Airlines for just $303, but on average you can expect to pay $7,769.
There are currently 7+ open flights from Chicago to New Haven within the next 7 days for less than $2,700.
0%of flight departures | Early morningMidnight to 6 am |
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0%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
100%of flight departures | Evening6 pm to midnight |
Sunday | 1daily flight |
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Monday | 1daily flight |
Tuesday | 0daily flights |
Wednesday | 1daily flight |
Thursday | 1daily flight |
Friday | 1daily flight |
Saturday | 0daily flights |