Find cheap airlines flights from Chicago to Bologna

Choose from 1 carriers that fly from Chicago to Bologna, including ITA Airways, Enjoy the cheapest tickets on this route with TAP Air Portugal.
Airlines are determined based on actual purchased flight tickets from Chicago to Bologna according to previous 12 months data from Trip.com.

Find flight deals from Chicago to Bologna for the next 3 months. Book one way flights from $410 or round trip flights from $445.

Displayed flight fares from Chicago to Bologna are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flight Info | Chicago to Bologna

The distance between Chicago and Bologna is approximately 7,485.13 km. Based on Trip.com's data travel demand peaks in December. The off-season for travel is November.

Cheapest one-way flight price$410
Cheapest round-trip ticket price$445
Off-season for travelNovember
Peak season for travelDecember
Flight distance7,485.13 km
Popular airlineITA Airways
Flight statistics for the Chicago–Bologna route are based on aggregated booking data from Trip.com over the past 12 months.

When is the cheapest time to fly from Chicago to Bologna?

The cheapest time for Chicago to Bologna flights: Feb 8 to Feb 15 — one way flight prices from $324.

Cheapest flights
From price
Search
  • 1421
  • 2128
  • Jan

    284
  • 411
  • 1118
  • 1825
  • Feb

    251
  • 18
  • 815
  • 1522
  • Mar

    221
  • 18
Displayed fare trends are based on Trip.com's aggregated average of the lowest flight prices from Chicago to Bologna, calculated over the upcoming 10 weeks.

Frequently Asked Questions

  • What are the cheapest flights from Chicago to Bologna (CHI-BLQ)?

    Based on Trip.com data, TAP Air Portugal offers one-way fares as low as $410 on Cheapest nonstop routes (e.g. ORD to BLQ on Wed, Jan 28), while Scandinavian Airlines offers Cheapest nonstop round-trips from $445 departing on Thu, Feb 12 and returning on Thu, Feb 19.
  • 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 Bologna 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.
  • To find best deals on flights from Chicago to Bologna, 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 Wed, Jan 28, with one-way flights priced at just $410.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is TAP Air Portugal.
    · 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 Bologna travel is around December.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Chicago to Bologna is November, when demand for travel is lower.
  • After crunching the numbers on our December flight calendar, it's currently cheapest to fly from Chicago to Bologna on December 25, 2025 with United Airlines, with prices starting at $642.
  • The time difference between Bologna and Chicago is 7h.
  • 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.