Cheap flights from New Haven (HVN) to Chicago (CHI)
The best prices from Tweed-New Haven to Chicago are usually found in January or February, booked 50 days in advance, depart on a Saturday or Wednesday and return on a Friday
What is the cheapest day to fly round-trip from New Haven to Chicago?
Leaving on a Friday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 91% on the overall cost on flights from New Haven to Chicago.
How far in advance should I book a flight from New Haven to Chicago?
To save on the cost of your flight from New Haven to Chicago, book at least 28 days before your planned departure. Booking around this time can save you about 24% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $260 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $304.
What is the cheapest month to fly from New Haven to Chicago?
Our data shows that January tends to be the cheapest month to fly to Chicago from New Haven. Users have commonly found prices around $236 for the month, but tickets can be as low as $117. Due to multiple factors, prepare for potentially higher prices in June.
When is the cheapest time to fly from New Haven to Chicago (HVN - CHI)?
It’s typically best to fly out from New Haven to Chicago at noon. Doing so could potentially save you 40% on the flight price compared to flying in the morning, which is usually more expensive.
Cheap flights from New Haven to Chicago in October, November 2022
The best prices found for HVN to CHI flights for October, November
Tweed-New Haven
Chicago O'Hare Intl
1 stop
13h 28mChicago O'Hare Intl
Tweed-New Haven
2 stops
17h 05mMultiple Airlines
Tweed-New Haven
Chicago O'Hare Intl
2 stops
11h 10mChicago O'Hare Intl
Tweed-New Haven
1 stop
6h 35mMultiple Airlines
Tweed-New Haven
Chicago O'Hare Intl
2 stops
11h 10mChicago O'Hare Intl
Tweed-New Haven
2 stops
10h 10mMultiple Airlines
New Haven to Chicago 2022 flight deals
Cheap flights to Chicago from New Haven found for this year
Tweed-New Haven
Chicago O'Hare Intl
1 stop
13h 28mChicago O'Hare Intl
Tweed-New Haven
2 stops
17h 05mMultiple Airlines
Tweed-New Haven
Chicago O'Hare Intl
2 stops
11h 10mChicago O'Hare Intl
Tweed-New Haven
1 stop
6h 35mMultiple Airlines
Tweed-New Haven
Chicago O'Hare Intl
2 stops
11h 10mChicago O'Hare Intl
Tweed-New Haven
2 stops
10h 10mMultiple Airlines
Last minute flights from New Haven to Chicago
Late deals on return flights to Chicago from New Haven, departing today and this week
Tweed-New Haven
Chicago O'Hare Intl
1 stop
7h 18mChicago O'Hare Intl
Tweed-New Haven
1 stop
8h 52mMultiple Airlines
Tweed-New Haven
Chicago O'Hare Intl
2 stops
13h 10mChicago O'Hare Intl
Tweed-New Haven
1 stop
8h 52mMultiple Airlines
Tweed-New Haven
Chicago O'Hare Intl
1 stop
7h 18mChicago O'Hare Intl
Tweed-New Haven
1 stop
13h 45mMultiple Airlines
One-way flights to Chicago from New Haven
The cheapest one-way flights from New Haven to Chicago
Tweed-New Haven
Chicago O'Hare Intl
2 stops
28h 08mMultiple Airlines
Tweed-New Haven
Chicago O'Hare Intl
1 stop
13h 19mMultiple Airlines
Tweed-New Haven
Chicago O'Hare Intl
1 stop
13h 19mMultiple Airlines
Related info for your journey
Useful info, stats and facts about New Haven to Chicago flights.
What airport do you fly from for flights from New Haven to Chicago?
For a flight from New Haven to Chicago, you will be flying from Tweed-New Haven. Tweed-New Haven (HVN) is just 3.6 mi from the center of the city. Tweed-New Haven is the only New Haven airport and it handles 0 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Tweed-New Haven on a regular basis.
Which airlines flying from Tweed-New Haven to Chicago have flexible changes due to COVID-19?
Linear Air Taxi is one of the carriers that may have flexible change policies. You can use our site to filter for other airlines that may also have this kind of flexibility.
Can I find flights from New Haven to Chicago for under $300 on Cheapflights?
Yes, there are multiple flights from New Haven to Chicago for under $300. The cheapest flight booked recently is on Multiple Airlines for just $275, but on average you can expect to pay $312.
Are there last-minute flights available from New Haven to Chicago for under $400?
There are currently 14+ open flights from New Haven to Chicago within the next 7 days for less than $400.
What are the cheapest flights from New Haven to Chicago?
Looking at all options, your cheapest flight can be booked for $211. While the most popular route (Tweed-New Haven - Chicago O'Hare Intl) can be booked for $276 on average our data indicates $211 when flying from New Haven to Chicago.
Other flights from New Haven
Alternative routes for New Haven to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from New Haven to Chicago
The chart below displays the airlines Cheapflights users traveling from New Haven to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Hourly flight availability from New Haven to Chicago
See what time of day planes typically take off from New Haven to Chicago
| 0%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 0%of flight departures | Morning6 am to noon |
| 100%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Weekly flight availability from New Haven to Chicago
See how many times per day planes take to the skies headed from New Haven to Chicago
| Sunday | 1daily flight |
|---|---|
| Monday | 1daily flight |
| Tuesday | 0daily flights |
| Wednesday | 0daily flights |
| Thursday | 1daily flight |
| Friday | 1daily flight |
| Saturday | 0daily flights |