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Cheap flights from Chicago to New York from $52

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to New York departing on 6/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

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Avelo Airlines Logo
7:07 pm - 10:39 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
4:20 pm - 6:13 pm
HVN
-
ORD
2h 53mnonstop
$78Avelo Airlines
Fr, Apr 24 - Mo, Apr 27
Avelo Airlines Logo
7:07 pm - 10:39 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
4:20 pm - 6:13 pm
HVN
-
ORD
2h 53mnonstop
$103Avelo Airlines
Fr, Apr 24 - Mo, Apr 27
Avelo Airlines Logo
6:35 pm - 10:07 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
4:20 pm - 6:13 pm
HVN
-
ORD
2h 53mnonstop
$111Avelo Airlines
Do, Apr 30 - Mo, Mai 4
Avelo Airlines Logo
7:07 pm - 10:39 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
3:50 pm - 5:43 pm
HVN
-
ORD
2h 53mnonstop
$121Avelo Airlines
Fr, Mai 15 - So, Mai 17
Avelo Airlines Logo
7:07 pm - 10:39 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
4:20 pm - 6:13 pm
HVN
-
ORD
2h 53mnonstop
$130Avelo Airlines
Mo, Jun 1 - Mo, Jun 15
Avelo Airlines Logo
6:35 pm - 10:07 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
4:20 pm - 6:13 pm
HVN
-
ORD
2h 53mnonstop
$132Avelo Airlines
Do, Jun 4 - Mo, Jun 8
Avelo Airlines Logo
7:07 pm - 10:39 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
4:20 pm - 6:13 pm
HVN
-
ORD
2h 53mnonstop
$142Avelo Airlines
Fr, Apr 24 - Fr, Mai 1
Avelo Airlines Logo
7:07 pm - 10:39 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
3:50 pm - 5:43 pm
HVN
-
ORD
2h 53mnonstop
$151Avelo Airlines
Fr, Apr 24 - So, Apr 26
Avelo Airlines Logo
6:35 pm - 10:07 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
3:50 pm - 5:43 pm
HVN
-
ORD
2h 53mnonstop
$153Avelo Airlines
Do, Apr 23 - So, Apr 26
Avelo Airlines Logo
7:07 pm - 10:39 pm
ORD
-
HVN
2h 32mnonstop
Avelo Airlines Logo
3:50 pm - 5:43 pm
HVN
-
ORD
2h 53mnonstop
$158Avelo Airlines
Fr, Apr 24 - Do, Apr 30

Avelo Airlines flights from Chicago to New Haven

Our best Avelo Airlines deals on Chicago to New Haven flight tickets
Avelo Airlines
Apr 24
ORD7:07 pmChicago O'Hare Intl
2h 32m
HVN10:39 pmTweed-New Haven
Apr 27
HVN4:20 pmTweed-New Haven
2h 53m
ORD6:13 pmChicago O'Hare Intl
$78
Avelo Airlines
Apr 24
ORD7:07 pmChicago O'Hare Intl
2h 32m
HVN10:39 pmTweed-New Haven
Apr 27
HVN4:20 pmTweed-New Haven
2h 53m
ORD6:13 pmChicago O'Hare Intl
$103
Avelo Airlines
Apr 30
ORD6:35 pmChicago O'Hare Intl
2h 32m
HVN10:07 pmTweed-New Haven
May 4
HVN4:20 pmTweed-New Haven
2h 53m
ORD6:13 pmChicago O'Hare Intl
$111

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to New Haven that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated März 28, 2026.
Use the filters below to find and compare flights from Chicago to New Haven that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fr 4/24

7:07 pm-10:39 pm

Nonstop2h 32m

Tweed-New Haven

Mo 4/27

4:20 pm-6:13 pm

Nonstop2h 53m

$78

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fr 4/24

7:07 pm-10:39 pm

Nonstop2h 32m

Tweed-New Haven

Mo 4/27

4:20 pm-6:13 pm

Nonstop2h 53m

$103

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Do 4/30

6:35 pm-10:07 pm

Nonstop2h 32m

Tweed-New Haven

Mo 5/4

4:20 pm-6:13 pm

Nonstop2h 53m

$111

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fr 5/15

7:07 pm-10:39 pm

Nonstop2h 32m

Tweed-New Haven

So 5/17

3:50 pm-5:43 pm

Nonstop2h 53m

$121

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Mo 6/1

7:07 pm-10:39 pm

Nonstop2h 32m

Tweed-New Haven

Mo 6/15

4:20 pm-6:13 pm

Nonstop2h 53m

$130

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Do 6/4

6:35 pm-10:07 pm

Nonstop2h 32m

Tweed-New Haven

Mo 6/8

4:20 pm-6:13 pm

Nonstop2h 53m

$132

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fr 4/24

7:07 pm-10:39 pm

Nonstop2h 32m

Tweed-New Haven

Fr 5/1

4:20 pm-6:13 pm

Nonstop2h 53m

$142

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fr 4/24

7:07 pm-10:39 pm

Nonstop2h 32m

Tweed-New Haven

So 4/26

3:50 pm-5:43 pm

Nonstop2h 53m

$151

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Do 4/23

6:35 pm-10:07 pm

Nonstop2h 32m

Tweed-New Haven

So 4/26

3:50 pm-5:43 pm

Nonstop2h 53m

$153

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fr 4/24

7:07 pm-10:39 pm

Nonstop2h 32m

Tweed-New Haven

Do 4/30

3:50 pm-5:43 pm

Nonstop2h 53m

$158

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Chicago to New Haven

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and New Haven?

What is the cheapest month to fly to New Haven?

The month of January is, on average, the cheapest month to fly to New Haven from Chicago, with most prices found around $77. If you don’t want to visit New Haven in January, then you should wait until December to fly from Chicago, when ticket prices are also cheap, with an average price of $122.

What is the cheapest day to depart on your flight to New Haven?

According to our data, Wednesday is the cheapest day to fly to New Haven from Chicago. The lowest ticket price found for a Wednesday departure recently was $88. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to New Haven for around $208.

What is the cheapest time of day to depart on your flight to New Haven?

Flying to New Haven from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as $101 when looking at flights departing in the evening. In contrast, the most expensive time of day to depart to New Haven is in the afternoon when prices are around $142.

What is the cheapest Chicago to Tweed-New Haven flight route?

Fly from Chicago O'Hare Intl to Tweed-New Haven for the best Chicago - Tweed-New Haven flight prices

What cabin class options are available on Chicago to Tweed-New Haven flights?

There is only 1 cabin class available to choose from on Chicago to Tweed-New Haven flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago to New Haven

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to New Haven according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to New Haven (CHI to HVN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to New Haven

Best Price Found

$114

Fastest flight time

2h 22m

Direct flights

Mon, Tue, Fri and Sat

Airports in New Haven

1 airport
The best one-way flight to New Haven from Chicago in the past 72 hours is $114. The best round-trip flight deal from Chicago to New Haven found on momondo in the last 72 hours is $142.
The fastest flight from Chicago to New Haven takes 2h 22m
Direct flights go from Chicago to New Haven on Monday, Tuesday, Friday and Saturday. The only airline offering direct flights is Avelo Airlines.
There is 1 airport in New Haven. From Chicago there are direct flights to Tweed-New Haven (HVN).
Search flight deals

  • How far is Chicago to Tweed-New Haven by plane?

    Tweed-New Haven is 759.2 mi away from Chicago. A reasonable flight in good conditions will take 2h 22m.

  • When did momondo last update prices for flights from Chicago to Tweed-New Haven Airport?

    Prices for flights from Chicago to Tweed-New Haven Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Tweed-New Haven Airport?

  • How old do you have to be to fly from Chicago to Tweed-New Haven Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Tweed-New Haven Airport.

  • What documentation or ID do you need to fly to Tweed-New Haven Airport?

    The travel and health documents you'll need for your trip to Tweed-New Haven Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Tweed-New Haven Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to New Haven?

  • What is the most popular airline from Chicago to New Haven?

Best airlines flying from Chicago to New Haven

Compare and see reviews for airlines that fly from Chicago to New Haven with momondo
Airline
Rating
Free Cancellation
Price
Avelo AirlinesPriceFrom $78Free CancellationRating
7.6
88 reviews
Search Avelo Airlines flights

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Old Saybrook
Madison
Wallingford
Westbrook
Essex
Chester

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to New Haven?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to New Haven. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to New Haven with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to New Haven from Chicago with this policy.

How can momondo help me find flights from Chicago to New Haven?

momondo helps you find the best flight between Chicago and New Haven by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to New Haven right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to New Haven now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to New Haven and let you know when they change.

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Airports servicing Connecticut

Hartford Bradley Intl Airport