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

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The best prices from New Haven to Chicago are usually found in June or July, booked 45 days in advance, depart on a Saturday or Friday and return on a Wednesday

How to find the cheapest flight from
New Haven (HVN) to Chicago (CHI)

HVN - CHI
Price
$174 - $421
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

March

High demand for flights, 34% potential price rise

Cheapest in

June

Best time to find cheap flights, 37% potential price drop

Round-trip from

$174

From New Haven to Chicago

One-way from

$123

One-way flight from New Haven to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from New Haven to Chicago?

It’s generally more expensive to depart on a Friday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 20 days in advance, which can save you up to 10% on flights from New Haven to Chicago compared to booking the week you need them. Waiting 20 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $137. For sooner than that we have options available in the next 3 days from $157.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from New Haven in April are about $135 on average during April, but can be found for as low as $33.

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

One of the essential ways to save on airfare from New Haven to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 33% on airfare.

Cheap flights from New Haven to Chicago in January, February 2021

The best prices found for HVN to CHI flights for January, February
26 Feb - 28 Feb
$200pp
HVN
New Haven Tweed-New Haven
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HVN
New Haven Tweed-New Haven
18 Feb - 22 Feb
$205pp
HVN
New Haven Tweed-New Haven
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HVN
New Haven Tweed-New Haven
26 Feb - 28 Feb
$215pp
HVN
New Haven Tweed-New Haven
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HVN
New Haven Tweed-New Haven

New Haven to Chicago 2021 flight deals

Cheap flights to Chicago from New Haven found for this year
26 Feb - 28 Feb
$200pp
HVN
New Haven Tweed-New Haven
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HVN
New Haven Tweed-New Haven
18 Feb - 22 Feb
$205pp
HVN
New Haven Tweed-New Haven
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HVN
New Haven Tweed-New Haven
26 Feb - 28 Feb
$215pp
HVN
New Haven Tweed-New Haven
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HVN
New Haven Tweed-New Haven

One-way flights to Chicago from New Haven

The cheapest one-way flights from New Haven to Chicago
1:00 pm - 5:07 pm
American Airlines
1 Stop
5h 07m
HVN - ORD
American Airlines

Related info for your journey

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

Flight FAQs

From New Haven to Chicago

Are flight prices decreasing from New Haven to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both New Haven and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from New Haven Tweed-New Haven to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from New Haven Tweed-New Haven to Chicago. Policies will vary by airline.

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

American Airlines, United Airlines, and Delta 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 New Haven to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from New Haven to Chicago for under $200. The cheapest flight booked recently is on American Airlines for just $200, but on average you can expect to pay $1,252.

Are there nonstop flights from New Haven to Chicago for under $200 on Cheapflights?

There are no nonstop flights from New Haven to Chicago, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Is New Haven weather warmer or cooler than Chicago?

Expect the weather to be around 84 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Chicago is generally the same as in New Haven.

How long is the flight from New Haven to Chicago?

American Airlines and Linear Air Taxi can get you from New Haven to Chicago in just under 5h 07m. Your travel time can differ by up to 4h 57m. This flight may include one or multiple stops.

What are the cheapest airlines flying from New Haven to Chicago round-trip?

Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $200. Another option worth looking into is Linear Air Taxi, starting at $12,952 round trip. You may be able to fly from New Haven to Chicago for 28% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from New Haven to Chicago one-way?

$123 is the cheapest one-way deal found within the past few days, from American Airlines.

Alternative routes for New Haven to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from New Haven to Chicago
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing New Haven

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)
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