Cheap flights from Chicago to Trieste

Compare Chicago to Trieste flight deals

Find the cheapest month or even day of the year to fly to Trieste

Book the best Trieste fare with no extra fees

Find the cheapest month to fly from Chicago to Trieste

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Trieste flights are currently cheapest in August.

Chicago to Trieste: Alternative routes

Compare routes from Chicago to Trieste below. You may find an airport to fly into that's cheaper, faster, or easier than Trieste.

Chicago to Trieste: Flight information

The things to know before you go.
Cheapest flight found$776
Cheapest month to flyAugust

Finding cheap flights from Chicago to Trieste: Frequently asked questions

The best price we found for a return flight from Chicago to Trieste is $1,295. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Trieste. But we found flights with one stop from $1,295.
As of March 2026, there are no flights flying from Chicago to Trieste.
The cheapest month to fly from Chicago to Trieste is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Trieste Airport on Sunday, 23 August 2026.
No airlines currently offer direct flights between Chicago and Trieste Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Trieste but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Trieste is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Trieste is United .

Travelling from Chicago to Trieste - Friuli Venezia Giulia Airport (TRS): What you need to know

  • Get your holiday planning started by considering where you'll catch your flight from Chicago to Trieste - Friuli Venezia Giulia Airport (TRS). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the two main airports in Chicago.

  • Trieste - Friuli Venezia Giulia Airport is located in Trieste. The city operates on the UTC+1 timezone and is six hours ahead of Chicago.

  • Leave enough time to get on your flight from Chicago to TRS. A good rule of thumb is to arrive two hours before international departures and an hour ahead for domestic flights.

  • During peak travel periods, allow for extended wait times and show up earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international trips.

Airports in Chicago

O'Hare International Airport (ORD)

  • We make it easy to book cheap flights from Chicago to TRS that include a stopover. To explore your options departing from O'Hare International Airport (ORD), uncheck 'Direct flights only.' Next, choose a flight that has a stop long enough to tour the city of your choice. Major stopovers between ORD and TRS include:

    • Barcelona-El Prat Airport (BCN)

    • Leonardo da Vinci-Fiumicino Airport (FCO)

    • Dublin Airport (DUB)

  • ORD is around 40 kilometres from central Chicago. If you're driving, ride-sharing or catching a cab from the centre, it'll take 35 minutes or so to get there, depending on traffic. If you're planning to take public transport, expect the journey time to be around 55 minutes.

  • Want a leisurely start to your trip? Stay near O'Hare International Airport. Whether you're boarding an early flight from Chicago to Trieste - Friuli Venezia Giulia Airport or just don't like being rushed, these hotels offer the perfect solution:

  • Of all flights leaving O'Hare International Airport, 74.85% land on time at their destination.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can get to MDW from the centre of Chicago in about 20 minutes by car, depending on traffic conditions. The ride by public transport takes roughly 45 minutes to travel the 19 kilometres or so.

  • Start your holiday sooner with an extra night away from home. Before catching your Chicago to TRS flight, stay in one of these hotels near Chicago Midway International Airport:

  • As far as flight punctuality goes, Chicago Midway International Airport has an on-time arrival rate of 77.88%.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey to RFD from the centre of Chicago is around 4 hours 15 minutes by public transport. If you prefer to travel by car, it'll take you about 1 hour 25 minutes to cover the 137 kilometres or so.

  • Make catching an early Chicago to Trieste - Friuli Venezia Giulia Airport flight one of the easiest parts of your trip. Book a room at one of these hotels close to Chicago Rockford International Airport and get to your check-in counter without rushing:

  • Flights that take off from RFD touch down at their destination within the expected time frame 76.19% of the time.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Trieste - Friuli Venezia Giulia Airport (TRS)

  • The last thing you want is a lengthy journey to your hotel if you're arriving on a late flight from Chicago to Trieste - Friuli Venezia Giulia Airport. Book one of these accommodation options near TRS instead:

  • Travel at your own pace with a Trieste - Friuli Venezia Giulia Airport rental car. Pick up a set of wheels from Sicily by Car, Drivalia or Maggiore and find adventure across Trieste and beyond.

  • Booking your ride around three weeks ahead of your Chicago to Trieste - Friuli Venezia Giulia Airport flight can help you score a better rate.

Getting from Trieste - Friuli Venezia Giulia Airport (TRS) to central Trieste

  • Trieste - Friuli Venezia Giulia Airport is around 29 kilometres from central Trieste. The time it takes to get there in a car hire or cab depends on the time of day. Do a little research before your trip.

  • When travelling by public transport, expect a journey of roughly 55 minutes.

How to find the cheapest flights from Chicago to Trieste - Friuli Venezia Giulia Airport (TRS)

  • $776 is the best price for a one-way ticket from Chicago to Trieste - Friuli Venezia Giulia Airport. Return flights start at $1,295. These fares can change depending on demand and availability.

  • Don't wait until the last moment. You're more likely to walk away with cheap flights from Chicago to TRS if you book ahead. Airlines often offer some amazing early bird discounts.

  • If you can be flexible with your travel dates, use the 'Whole month' tool. It'll show you the lowest price in each month when searching for your Chicago to Trieste - Friuli Venezia Giulia Airport ticket.

  • Stay on top of deals for plane tickets from Chicago to TRS by creating a Price Alert. We'll send you an email or notification through the app when a lower fare pops up.

  • Find the best deal on a flight from Chicago to Trieste - Friuli Venezia Giulia Airport with the help of the filters. Pick your preferred departure and arrival times, number of stops and airlines. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest.'

The best time to fly from Chicago to Trieste - Friuli Venezia Giulia Airport (TRS)

  • It's time to work out your travel dates for your flight from Chicago to Trieste - Friuli Venezia Giulia Airport (TRS). July is the most popular month to visit Trieste. If a slower pace sounds more appealing, go in April.

  • Book a Chicago to TRS plane ticket departing in August if you want to visit the city during its warmest month. Expect temperatures in Trieste to range from 17ºC (63ºF) to 30ºC (86ºF).

  • Look for cheap tickets from Chicago to Trieste - Friuli Venezia Giulia Airport in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between 0ºC (32ºF) and 9ºC (48ºF).

More about Trieste

  • When it comes to looking for somewhere to rest your head, you'll find the top stays in Trieste right here. Explore these hotels once you've locked in your flight from Chicago to Trieste - Friuli Venezia Giulia Airport:

  • There are loads of awesome things to do in Trieste when you're ready to see the sights. Kick off your exploring at Canale Grande followed by Castello di Miramare and Trieste - Barcolana.

Explore more of Italy

  • Bologna is just one of the many cities in Italy waiting to be explored once you've seen the sights of Trieste. Around 225 kilometres away to the south-west, top sights here include Piazza Maggiore, Delicious Bologna - Bologna Food Tour and Quadrilatero.

  • Florence is another sought-after destination in Italy and is around 290 kilometres south-west of Trieste. No journey is complete without experiencing Brunelleschi's Dome, David of Michelangelo and Uffizi Gallery.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.