Cheap Flights from Chicago to New Haven from $80

Frequently Asked Questions

• What are the cheapest flights from Chicago to New Haven (CHI-HVN)?

  Based on Trip.com data, Avelo Airlines offers one-way fares as low as $80 on Cheapest nonstop routes (e.g. ORD to HVN on Fri, Sep 11), while Avelo Airlines offers Cheapest nonstop round-trips from $122 departing on Fri, Oct 30 and returning on Mon, Nov 2.

• Which airlines offer direct flights from Chicago to New Haven?

  At the moment, you can catch a nonstop flight from Chicago to New Haven with the following airlines, including: Avelo Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• How long does it take to fly from Chicago (CHI) to New Haven (HVN) and what is the distance?

  It takes around 2 hours 22 minutes to fly from Chicago (CHI) to New Haven (HVN).

• When is the best time to book flights from Chicago to New Haven?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to New Haven is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How many flights are there per week from Chicago to New Haven?

  Based on Trip.com data in the past 4 weeks, there is 4 flight per week flying from Chicago to New Haven. You can check the weekly schedule for popular airlines on this route below: Avelo Airlines: S/-/T/W/T/-/S -- XP422 (18:37)

• How can I find the best deals on flights from Chicago to New Haven?

  To find best deals on flights from Chicago to New Haven, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Fri, Sep 11, with one-way flights priced at just $80.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Avelo Airlines.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for New Haven travel is around July.
  · Get exclusive promo codes for Trip.com app users.

• When are flight tickets from Chicago (CHI) to New Haven (HVN) the cheapest?

  The cheapest months to fly from Chicago to New Haven is November, when demand for travel is lower.

• Which upcoming date is cheapest to fly from Chicago to New Haven on?

  After crunching the numbers on our September flight calendar, it's currently cheapest to fly from Chicago to New Haven on September 9, 2026 with Avelo Airlines, with prices starting at $106.

• Which airports can I fly into New Haven from Chicago?

  You can arrive at any of the following airports in New Haven: Tweed New Haven Airport (HVN). Flights from O'Hare International Airport to Tweed New Haven Airport (ORD-HVN) are by far the most popular option for this route.

• Is there any time difference between Chicago and New Haven?

  The time difference between New Haven and Chicago is 1h.

• How do I change or cancel my ticket from Chicago to New Haven?

  Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

• What is the average cost of a one-way flight from Chicago to New Haven?

  Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from Chicago to New Haven is $164. Fares vary by travel date, airline and availability.

• What is the average cost of a round-trip flight from Chicago to New Haven?

  Based on Trip.com data for travel in the next 30 days, the average round-trip fare from Chicago to New Haven is $199. The final price depends on the outbound and return dates, airline and fare conditions.

• How do I book flights from Chicago to New Haven on Trip.com?

  Enter Chicago and New Haven, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveler details and complete payment to receive your confirmation.

• Are there budget airlines on the Chicago to New Haven route?

  Avelo Airlinesare the most popular budget airlines flying from Chicago to New Haven. Check baggage, seat and payment fees before comparing the final price.