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Cheap flights from New Haven to Chicago from $75

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from New Haven to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Avelo Airlines Logo
2:40 pm - 4:33 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 53mnonstop
Avelo Airlines Logo
7:39 pm - 10:59 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 20mnonstop
$139Avelo Airlines
Wed, Oct 28 - Sun, Nov 1
Avelo Airlines Logo
4:45 pm - 6:28 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 43mnonstop
Avelo Airlines Logo
7:09 pm - 10:29 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 20mnonstop
$149Avelo Airlines
Fri, Nov 13 - Sun, Nov 15
Avelo Airlines Logo
4:30 pm - 6:13 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 43mnonstop
Avelo Airlines Logo
6:10 pm - 9:42 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 32mnonstop
$150Avelo Airlines
Mon, Sep 28 - Wed, Sep 30
Avelo Airlines Logo
4:45 pm - 6:24 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 39mnonstop
Avelo Airlines Logo
7:09 pm - 10:29 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 20mnonstop
$150Avelo Airlines
Thu, Nov 12 - Sun, Nov 15
Avelo Airlines Logo
4:30 pm - 6:13 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 43mnonstop
Avelo Airlines Logo
7:17 pm - 10:39 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 22mnonstop
$150Avelo Airlines
Mon, Sep 28 - Fri, Oct 2
Avelo Airlines Logo
2:40 pm - 4:33 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 53mnonstop
Avelo Airlines Logo
7:17 pm - 10:39 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 22mnonstop
$150Avelo Airlines
Wed, Oct 21 - Fri, Oct 23
Avelo Airlines Logo
4:45 pm - 6:24 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 39mnonstop
Avelo Airlines Logo
7:09 pm - 10:29 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 20mnonstop
$158Avelo Airlines
Thu, Nov 12 - Sun, Nov 15
Avelo Airlines Logo
3:35 pm - 5:18 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
2h 43mnonstop
Avelo Airlines Logo
6:07 pm - 9:29 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 22mnonstop
$163Avelo Airlines
Sun, Sep 27 - Thu, Oct 1
Multiple Airlines Logo
7:30 am - 6:23 pmHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
11h 53m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:17 pm - 10:39 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 22mnonstop
$305Multiple Airlines
Sat, Oct 3 - Mon, Oct 5
Multiple Airlines Logo
7:30 am - 5:38 amHVN  Tweed-New Haven-ORD Chicago O'Hare Intl
23h 08m2 stops Atlanta Hartsfield-Jackson Las Vegas Harry Reid Intl
Multiple Airlines Logo
7:17 pm - 10:39 pmORD  Chicago O'Hare Intl-HVN Tweed-New Haven
2h 22mnonstop
$331Multiple Airlines
Sat, Oct 3 - Mon, Oct 5

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Avelo Airlines flights from New Haven to Chicago

Our best Avelo Airlines deals on New Haven to Chicago flight tickets
Avelo Airlines
Oct 28
HVN2:40 pmTweed-New Haven
2h 53m
ORD4:33 pmChicago O'Hare Intl
Nov 1
ORD7:39 pmChicago O'Hare Intl
2h 20m
HVN10:59 pmTweed-New Haven
$139
Avelo Airlines
Nov 13
HVN4:45 pmTweed-New Haven
2h 43m
ORD6:28 pmChicago O'Hare Intl
Nov 15
ORD7:09 pmChicago O'Hare Intl
2h 20m
HVN10:29 pmTweed-New Haven
$149
Avelo Airlines
Sep 28
HVN4:30 pmTweed-New Haven
2h 43m
ORD6:13 pmChicago O'Hare Intl
Sep 30
ORD6:10 pmChicago O'Hare Intl
2h 32m
HVN9:42 pmTweed-New Haven
$150

momondo Fare Finder

 
Use the filters below to find and compare flights from New Haven to Chicago that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Wed 10/28

2:40 pm-4:33 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sun 11/1

7:39 pm-10:59 pm

Nonstop2h 20m

$139

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Fri 11/13

4:45 pm-6:28 pm

Nonstop2h 43m

Chicago O'Hare Intl

Sun 11/15

7:09 pm-10:29 pm

Nonstop2h 20m

$149

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Mon 9/28

4:30 pm-6:13 pm

Nonstop2h 43m

Chicago O'Hare Intl

Wed 9/30

6:10 pm-9:42 pm

Nonstop2h 32m

$150
Quickest round-trip

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Thu 11/12

4:45 pm-6:24 pm

Nonstop2h 39m

Chicago O'Hare Intl

Sun 11/15

7:09 pm-10:29 pm

Nonstop2h 20m

$150

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Mon 9/28

4:30 pm-6:13 pm

Nonstop2h 43m

Chicago O'Hare Intl

Fri 10/2

7:17 pm-10:39 pm

Nonstop2h 22m

$150

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Wed 10/21

2:40 pm-4:33 pm

Nonstop2h 53m

Chicago O'Hare Intl

Fri 10/23

7:17 pm-10:39 pm

Nonstop2h 22m

$150

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Thu 11/12

4:45 pm-6:24 pm

Nonstop2h 39m

Chicago O'Hare Intl

Sun 11/15

7:09 pm-10:29 pm

Nonstop2h 20m

$158

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Sun 9/27

3:35 pm-5:18 pm

Nonstop2h 43m

Chicago O'Hare Intl

Thu 10/1

6:07 pm-9:29 pm

Nonstop2h 22m

$163

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Sat 10/3

7:30 am-6:23 pm

1 stop11h 53m

Chicago O'Hare Intl

Mon 10/5

7:17 pm-10:39 pm

Nonstop2h 22m

$305

New HavenChicago

HVN Tweed-New Haven - ORD Chicago O'Hare Intl

HVNORD

Tweed-New Haven

Sat 10/3

7:30 am-5:38 am

2 stops23h 08m

Chicago O'Hare Intl

Mon 10/5

7:17 pm-10:39 pm

Nonstop2h 22m

$331

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 Chicago from

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

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 cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from New Haven, with most prices found around $77. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from New Haven to Chicago during February average around $103.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $331. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from New Haven to Chicago for around $411.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New Haven to Chicago during this time can be as low as $325. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $373.

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

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

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

There is only 1 cabin class available to choose from on New Haven to Chicago 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 New Haven to Chicago

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

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

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

Best Price Found

$75

Fastest flight time

2h 39m

Direct flights

Mon, Tue, Fri and Sat

Airports in Chicago

3 airports
The best one-way flight to Chicago from New Haven in the past 72 hours is $75. The best round-trip flight deal from New Haven to Chicago found on momondo in the last 72 hours is $139.
The fastest flight from New Haven to Chicago takes 2h 39m
Direct flights go from New Haven to Chicago on Monday, Tuesday, Friday and Saturday. The only airline offering direct flights is Avelo Airlines.
There are 3 airports in Chicago. From New Haven there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from New Haven to Chicago

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

    The straight-line distance from Tweed-New Haven to Chicago is 759.2 mi. By plane, this route typically takes 2h 39m.

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

    Prices for flights from Tweed-New Haven Airport to Chicago are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Tweed-New Haven Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago 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 Chicago. 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 New Haven to Chicago?

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

Best airlines flying from New Haven to Chicago

Compare and see reviews for airlines that fly from New Haven to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Avelo AirlinesPriceFrom $113Free CancellationRating
7.5
85 reviews
Search Avelo Airlines flights

  • Avelo Airlines Flights From New Haven to Chicago

    The lowest priced Avelo Airlines flight from New Haven to Chicago from the last 72 hours was $113. Generally, Avelo Airlines has 2 flights on this route every week with an average price of $215. Avelo Airlines is rated 7.5/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from New Haven.

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

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

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

Once you have performed a search for New Haven to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport