What airlines fly to New Haven?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to New Haven from Chicago according to our data. United Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to New Haven. Keep in mind that there are 7 different airlines that fly to New Haven on a routine basis, so you have a few additional options to choose from.

How many flights depart from Chicago to New Haven on average per week?

As of July 2026, 2 flights take off from Chicago and land in New Haven each week. The most common flight departure day for this route is Mon, with 50% of weekly flights taking off on this day.

What is the cheapest airline that flies from Chicago to Tweed-New Haven?

Avelo Airlines is the most popular carrier operating from Chicago to Tweed-New Haven

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?

The number of operators available for flights from Chicago to Tweed-New Haven Airport is 1 as of July 2026.

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.

$67 Cheap Flights from Chicago to New Haven in 2026

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

Prices are currently low for flights on this route. Typical prices usually range from $189 to $209. The lowest price recently found on this route was $117.

Find the cheapest flights from Chicago to New York

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:08 pm - 10:39 pm

ORD

HVN

2h 31mnonstop

4:30 pm - 6:23 pm

HVN

ORD

2h 53mnonstop

$117Avelo Airlines

Fri, Aug 28 - Mon, Aug 31

7:08 pm - 10:39 pm

ORD

HVN

2h 31mnonstop

3:45 pm - 5:38 pm

HVN

ORD

2h 53mnonstop

$118Avelo Airlines

Fri, Aug 28 - Sun, Aug 30

7:08 pm - 10:39 pm

ORD

HVN

2h 31mnonstop

3:45 pm - 5:38 pm

HVN

ORD

2h 53mnonstop

$127Avelo Airlines

Fri, Aug 21 - Sun, Aug 23

6:48 pm - 10:19 pm

ORD

HVN

2h 31mnonstop

4:30 pm - 6:23 pm

HVN

ORD

2h 53mnonstop

$131Avelo Airlines

Mon, Aug 17 - Mon, Aug 24

7:08 pm - 10:39 pm

ORD

HVN

2h 31mnonstop

3:45 pm - 5:38 pm

HVN

ORD

2h 53mnonstop

$140Avelo Airlines

Fri, Aug 21 - Sun, Aug 23

6:07 pm - 9:29 pm

ORD

HVN

2h 22mnonstop

3:35 pm - 5:18 pm

HVN

ORD

2h 43mnonstop

$142Avelo Airlines

Thu, Sep 10 - Sun, Sep 13

7:08 pm - 10:39 pm

ORD

HVN

2h 31mnonstop

4:30 pm - 6:23 pm

HVN

ORD

2h 53mnonstop

$143Avelo Airlines

Fri, Aug 21 - Mon, Aug 31

6:48 pm - 10:19 pm

ORD

HVN

2h 31mnonstop

4:30 pm - 6:23 pm

HVN

ORD

2h 53mnonstop

$144Avelo Airlines

Fri, Aug 14 - Fri, Aug 21

6:48 pm - 10:19 pm

ORD

HVN

2h 31mnonstop

4:30 pm - 6:23 pm

HVN

ORD

2h 53mnonstop

$146Avelo Airlines

Fri, Aug 14 - Fri, Aug 21

6:48 pm - 10:19 pm

ORD

HVN

2h 31mnonstop

4:30 pm - 6:23 pm

HVN

ORD

2h 53mnonstop

$147Avelo Airlines

Fri, Aug 14 - Fri, Aug 21

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Avelo Airlines flights from Chicago to New Haven

Our best Avelo Airlines deals on Chicago to New Haven flight tickets

Avelo Airlines

Aug 28

ORD7:08 pmChicago O'Hare Intl

2h 31m

HVN10:39 pmTweed-New Haven

Aug 31

HVN4:30 pmTweed-New Haven

2h 53m

ORD6:23 pmChicago O'Hare Intl

$117

Avelo Airlines

Aug 28

ORD7:08 pmChicago O'Hare Intl

2h 31m

HVN10:39 pmTweed-New Haven

Aug 30

HVN3:45 pmTweed-New Haven

2h 53m

ORD5:38 pmChicago O'Hare Intl

$118

Avelo Airlines

Aug 21

ORD7:08 pmChicago O'Hare Intl

2h 31m

HVN10:39 pmTweed-New Haven

Aug 23

HVN3:45 pmTweed-New Haven

2h 53m

ORD5:38 pmChicago O'Hare Intl

$127

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 8/28

7:08 pm-10:39 pm

Nonstop2h 31m

Tweed-New Haven

Mon 8/31

4:30 pm-6:23 pm

Nonstop2h 53m

$117

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 8/28

7:08 pm-10:39 pm

Nonstop2h 31m

Tweed-New Haven

Sun 8/30

3:45 pm-5:38 pm

Nonstop2h 53m

$118

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 8/21

7:08 pm-10:39 pm

Nonstop2h 31m

Tweed-New Haven

Sun 8/23

3:45 pm-5:38 pm

Nonstop2h 53m

$127

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Mon 8/17

6:48 pm-10:19 pm

Nonstop2h 31m

Tweed-New Haven

Mon 8/24

4:30 pm-6:23 pm

Nonstop2h 53m

$131

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 8/21

7:08 pm-10:39 pm

Nonstop2h 31m

Tweed-New Haven

Sun 8/23

3:45 pm-5:38 pm

Nonstop2h 53m

$140

Quickest round-trip

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 9/10

6:07 pm-9:29 pm

Nonstop2h 22m

Tweed-New Haven

Sun 9/13

3:35 pm-5:18 pm

Nonstop2h 43m

$142

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 8/21

7:08 pm-10:39 pm

Nonstop2h 31m

Tweed-New Haven

Mon 8/31

4:30 pm-6:23 pm

Nonstop2h 53m

$143

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 8/14

6:48 pm-10:19 pm

Nonstop2h 31m

Tweed-New Haven

Fri 8/21

4:30 pm-6:23 pm

Nonstop2h 53m

$144

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 8/14

6:48 pm-10:19 pm

Nonstop2h 31m

Tweed-New Haven

Fri 8/21

4:30 pm-6:23 pm

Nonstop2h 53m

$146

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 8/14

6:48 pm-10:19 pm

Nonstop2h 31m

Tweed-New Haven

Fri 8/21

4:30 pm-6:23 pm

Nonstop2h 53m

$147

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 September is, on average, the cheapest month to fly to New Haven from Chicago, with most prices found around $23. If you don’t want to visit New Haven in September, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $41.

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 $250.

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 $111 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 $168.

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 New Haven flights?

There is only 1 cabin class available to choose from on Chicago to 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	$74
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 $74. The best round-trip flight deal from Chicago to New Haven found on momondo in the last 72 hours is $155.

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).

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Frequently asked questions about flying from Chicago to New Haven

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?
The number of operators available for flights from Chicago to Tweed-New Haven Airport is 1 as of July 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to New Haven is Boeing 737-800 Passenger/BBJ2 (winglets) (26.80% of total bookings). The next most popular plane models are Boeing 737-800 (20.40%), Airbus A220-300 (12.40%), and Boeing 737 MAX 8 (8.00%).
What is the most popular airline from Chicago to New Haven?
Based on momondo bookings for flights between Chicago and New Haven, the leading airline is Avelo Airlines, making up 100% of the total bookings.

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 Airlines	PriceFrom $84	Free Cancellation	Rating 7.5 84 reviews		Search Avelo Airlines flights

Avelo Airlines Flights From Chicago to New Haven
The lowest priced Avelo Airlines flight from Chicago to New Haven from the last 72 hours was $84. Generally, Avelo Airlines has 2 flights on this route every week with an average price of $149. Avelo Airlines is rated 7.5/10 by our users.

Old Saybrook

Madison

Westbrook

Wallingford

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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Cheap flights from Chicago to New York from $67

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 7/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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

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?

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

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

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

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

What is the cheapest airline that flies from Chicago to Tweed-New Haven?

What airlines fly to New Haven?

How many flights depart from Chicago to New Haven on average per week?

When to book flights from Chicago to New Haven

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

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Airports in New Haven

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Compare and see reviews for airlines that fly from Chicago to New Haven with momondo

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An easier way to manage your New Haven trip

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List of cabin classes available on flights landing in New York. Availability may vary depending on flight origin and airline.

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