Flights from New Haven to Chicago, United States

Did you mean flights from Chicago to New Haven?

New Haven to Chicago Last modified: Feb 5, 2023 19:19 -05:00

We've scanned 2,136 round trip itineraries and found the cheapest flights to Chicago. !! & 00 frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

!!
HVNCHI
Wed 3/1
nonstop
CHIHVN
Tue 3/7
nonstop
$189
00
HVNCHI
Fri 5/26
nonstop
CHIHVN
Mon 5/29
nonstop
$246

How Much is a Flight from New Haven to Chicago?

We have collected flight cost data from across the web for travel from New Haven to Chicago, and have found the average flight price for this trip to be $336.

Where To Buy Cheap Flights from New Haven to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from New Haven to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

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

The chart below shows up-to-date information regarding how far in advance to book your flight from New Haven to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $315 $768
7-14 days $311 $505
14-21 days $242 $16,187
21-30 days $189 $16,187
30-60 days $307 $191
60-90 days $292 $172
90+ days $246 $19,833

Cheapest Day To Fly from New Haven to Chicago

We've examined 4,272 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from New Haven to Chicago is Wednesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$643$307$189$341$242$322$304

Compare Flight Prices from New Haven to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for New Haven to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February New Haven Chicago !! 2/24/23 2/27/23 0 $242
March New Haven Chicago !! 3/1/23 3/7/23 0 $189
April New Haven Chicago !! 4/4/23 4/11/23 0 $307
May New Haven Chicago 00 5/26/23 5/29/23 0 $246
June New Haven Chicago !! 6/10/23 6/13/23 0 $625
June New Haven Chicago !! 6/10/23 6/13/23 0 $625
September New Haven Chicago American 9/18/21 9/20/21 1 $333

Cheap Last Minute Flights from New Haven to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from New Haven to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
29 30 31 1 2 3 4
$289
5 6 7 8 9 10 11
$289
12 13 14 15 16 17 18
$311
19 20 21 22 23 24 25
$311 $242
26 27 28 1 2 3 4
$242 $643
5 6 7 8 9 10 11
$643 $238
12 13 14 15 16 17 18
$238

Connecting Flights vs Direct Flights from New Haven to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from New Haven to Chicago is $172.

The average price for direct flights from New Haven to Chicago is $258.

One Way Flights vs Round Trip Flights from New Haven to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from New Haven to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from New Haven to Chicago is $8,564.

The average price for round trip flights from New Haven to Chicago is $246.

New Haven to Chicago Flight Questions

Airlines in New Haven flying to Chicago Last modified: Feb 5, 2023 19:19 -05:00Number of routes searched: 0Number of itineraries searched: 0

Wondering which airlines fly out of New Haven to Chicago? We've gathered the average price of New Haven airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

New Haven to Chicago Airports

These are the major commercial airports we're currently monitoring in New Haven and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Flights from New Haven to Chicago