Cheap flights from Chicago (CHI) to New Haven (HVN)

CHI — HVN
Aug 16 — Aug 231

What is the cheapest day to fly round-trip from Chicago to New Haven?

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.

How far in advance should I book a flight from Chicago to New Haven?

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.

What is the cheapest month to fly from Chicago to New Haven?

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.

When is the cheapest time to fly from Chicago to New Haven (CHI - HVN)?

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.

Cheap flights from Chicago to New Haven in August, September 2022

The best prices found for CHI to HVN flights for August, September
Aug 25 - Aug 29
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

21h 20m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

1 stop

26h 07m
$303

Multiple Airlines

Pick Dates

Deal found 8/10/22

Aug 25 - Aug 29
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

21h 20m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

2 stops

41h 12m
$310

Multiple Airlines

Pick Dates

Deal found 8/10/22

Aug 25 - Aug 29
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

21h 20m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

3 stops

40h 44m
$323

Multiple Airlines

Pick Dates

Deal found 8/10/22

Chicago to New Haven 2022 flight deals

Cheap flights to New Haven from Chicago found for this year
Aug 25 - Aug 29
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

21h 20m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

1 stop

26h 07m
$303

Multiple Airlines

Pick Dates

Deal found 8/10/22

Aug 25 - Aug 29
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

21h 20m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

2 stops

41h 12m
$310

Multiple Airlines

Pick Dates

Deal found 8/10/22

Aug 25 - Aug 29
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

21h 20m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

3 stops

40h 44m
$323

Multiple Airlines

Pick Dates

Deal found 8/10/22

Cheap Linear Air Taxi flights from Chicago to New Haven

Aug 26 - Aug 29
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

2 stops

19h 15m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

2 stops

11h 15m
$19,225

Linear Air Taxi

Pick Dates

Deal found 8/10/22

Aug 26 - Aug 31
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

2 stops

19h 15m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

2 stops

19h 49m
$20,478

Linear Air Taxi

Pick Dates

Deal found 8/9/22

Oct 6 - Oct 10
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

2 stops

7h 49m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

2 stops

11h 15m
$20,576

Linear Air Taxi

Pick Dates

Deal found 8/10/22

Last minute flights from Chicago to New Haven

Late deals on return flights to New Haven from Chicago, departing today and this week
Aug 20 - Aug 22
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

2 stops

21h 45m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

3 stops

24h 28m
$2,659

Multiple Airlines

Pick Dates

Deal found 8/11/22

Aug 20 - Aug 22
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

23h 32m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

3 stops

24h 28m
$2,687

Multiple Airlines

Pick Dates

Deal found 8/11/22

Aug 20 - Aug 22
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

3 stops

21h 45m
HVN

Tweed-New Haven

ORD

Chicago O'Hare Intl

3 stops

24h 28m
$2,700

Multiple Airlines

Pick Dates

Deal found 8/11/22

One-way flights to New Haven from Chicago

The cheapest one-way flights from Chicago to New Haven
Sep 28
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

2 stops

25h 23m
$105

Multiple Airlines

Pick Dates

Deal found 8/11/22

Sep 28
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

26h 32m
$124

Multiple Airlines

Pick Dates

Deal found 8/11/22

Sep 2
ORD

Chicago O'Hare Intl

HVN

Tweed-New Haven

1 stop

9h 15m
$288

Multiple Airlines

Pick Dates

Deal found 8/10/22

Related info for your journey

Useful info, stats and facts about Chicago to New Haven flights.

What airport do you fly into for flights to New Haven from Chicago?

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.

Which airlines flying from Chicago to Tweed-New Haven have flexible cancellations due to COVID-19?

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.

Can I find flights from Chicago to New Haven for under $400 on Cheapflights?

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.

Are there last-minute flights available from Chicago to New Haven for under $2,700?

There are currently 7+ open flights from Chicago to New Haven within the next 7 days for less than $2,700.

Alternative routes for Chicago to New Haven

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Chicago to New Haven

The chart below displays the airlines Cheapflights users traveling from Chicago to New Haven choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Avelo AirlinesCheapest$143Average$195FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Avelo Airlines flights

Hourly flight availability from Chicago to New Haven

See what time of day planes typically take off from Chicago to New Haven
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
100%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to New Haven

See how many times per day planes take to the skies headed from Chicago to New Haven
Sunday1daily flight
Monday1daily flight
Tuesday0daily flights
Wednesday1daily flight
Thursday1daily flight
Friday1daily flight
Saturday0daily flights