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Trieste

$689+ Cheap flights from Chicago (CHI) to Trieste (TRS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TRS
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Find flight deals from Chicago to Trieste

Cheapest flights from Chicago to Trieste
Explore the most affordable flight options available from Chicago to Trieste. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2025.

This Mytrip deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:05 amORD - TRS
2 stops32h 40mMultiple Airlines
Fri 12/126:35 amTRS - ORD
3 stops20h 30mMultiple Airlines
Deal found 10/21$689
This Booking.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:15 pmORD - TRS
2 stops39h 15mTAP AIR PORTUGAL
Fri 12/123:15 pmTRS - ORD
2 stops54h 30mTAP AIR PORTUGAL
Deal found 10/21$767
This SmartFares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:20 pmORD - TRS
1 stop14h 45mLufthansa
Fri 12/126:25 amTRS - ORD
1 stop13h 45mLufthansa
Deal found 10/21$873
This KLM deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amMDW - TRS
2 stops29h 30mKLM
Mon 11/176:35 amTRS - MDW
2 stops24h 05mKLM
Deal found 10/20$1,013
This KLM deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/141:23 pmORD - TRS
2 stops18h 07mKLM
Thu 1/83:15 pmTRS - ORD
2 stops30h 05mKLM
Deal found 10/21$1,863
This AranGrant deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure AranGrant is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/143:45 pmORD - TRS
1 stop11h 40mAustrian Airlines
Thu 1/83:15 pmTRS - ORD
2 stops29h 45mAustrian Airlines
Deal found 10/21$1,888

Cheap flight deals from Chicago to Trieste

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Trieste (TRS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$689
(Mytrip)
Provider with most accurate pricing for Chicago (CHI)-Trieste Ronchi dei Legionari flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Trieste Ronchi dei Legionari flights.
Search Deals
From Chicago (CHI) to Trieste Ronchi dei Legionari
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Trieste that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 22, 2025.
Use the filters below to find and compare flights from Chicago to Trieste that are best for you.

Fly from

Chicago

Fly to

Trieste

Route

Depart

Return

Price

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

Fri 12/5

7:05 am-10:45 pm

2 stops32h 40m

Trieste Ronchi dei Legionari

Fri 12/12

6:35 am-8:05 pm

3 stops20h 30m

$689

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

Fri 12/5

8:15 pm-6:30 pm

2 stops39h 15m

Trieste Ronchi dei Legionari

Fri 12/12

3:15 pm-2:45 pm

2 stops54h 30m

$767

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

Thu 4/2

7:50 pm-10:55 pm

2 stops20h 05m

Trieste Ronchi dei Legionari

Thu 4/9

11:15 am-9:40 am

2 stops29h 25m

$862

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

Fri 12/5

4:20 pm-2:05 pm

1 stop14h 45m

Trieste Ronchi dei Legionari

Fri 12/12

6:25 am-1:10 pm

1 stop13h 45m

$873

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

Sat 1/31

11:50 am-2:30 pm

2 stops19h 40m

Trieste Ronchi dei Legionari

Sun 2/8

3:15 pm-10:05 am

2 stops25h 50m

$926

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

Fri 2/6

8:20 pm-2:30 pm

2 stops35h 10m

Trieste Ronchi dei Legionari

Sun 2/15

11:15 am-10:05 am

2 stops29h 50m

$995

ChicagoTrieste

MDW - TRS

MDWTRS

Chicago Midway

Thu 11/13

1:15 pm-2:30 pm

2 stops18h 15m

Trieste Ronchi dei Legionari

Mon 11/17

6:35 am-11:40 pm

2 stops24h 05m

$1,013

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

Sun 4/5

3:00 pm-2:30 pm

1 stop16h 30m

Trieste Ronchi dei Legionari

Wed 4/8

6:35 am-1:10 pm

1 stop13h 35m

$1,226

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Compare providers for flights from Chicago to Trieste

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Trieste in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Trieste flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Trieste flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Trieste flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Trieste flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Trieste flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Trieste

Have a flexible travel schedule? Discover the best time to fly to Trieste from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Trieste

What is the cheapest month to book a flight from Chicago to Trieste?

Currently, February is the cheapest month in which you can book a flight from Chicago to Trieste (average of $430). Flying from Chicago to Trieste in June is currently the most expensive (average of $851). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Trieste

Get insights into the airlines that provide service to Trieste. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Trieste. Reviews last updated October 22, 2025.
Get a feel of what it's like to fly with ITA Airways from Chicago to Trieste by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
ITA Airways
6.7
Okay
1,074 reviews

Overall

6.7

Food

6.0

Entertainment

6.2

Comfort

6.6

Boarding

6.8

Crew

7.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

FCO - GOA

ITA was fine and worked hard to correct problems with the original booking. However the third party booking agent who issued the ticket mishandled the booking and was not helpfully responsive in resolving the problems.
ITA Airways
6.7
Okay
1,074 reviews
ITA Airways
6.7
Okay
1,074 reviews

Overall

6.7

Food

6.0

Entertainment

6.2

Comfort

6.6

Boarding

6.8

Crew

7.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

FCO - GOA

ITA was fine and worked hard to correct problems with the original booking. However the third party booking agent who issued the ticket mishandled the booking and was not helpfully responsive in resolving the problems.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Trieste. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Trieste from Chicago?

    Trieste Ronchi dei Legionari (TRS) is the airport you will fly into if you book a flight from Chicago to Trieste. You should not have trouble finding flights to Ronchi dei Legionari from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Trieste airport from Chicago. It is only a 18.2 mi journey from Ronchi dei Legionari (TRS) to Trieste’s city center.

  • How long is the flight from Chicago to Trieste?

    Departing from Chicago to Trieste will take you 18h 15m. Airlines will cover a distance of 4686 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Chicago to Trieste that include hotel bookings?

    Yes. In addition to deals on Chicago to Trieste flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Trieste?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Trieste.

  • Can I find deals for business class flights from Chicago to Trieste?

    Yes. Cheapflights offers flight deals from Chicago to Trieste by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Trieste?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Trieste (average of $430). Flying from Chicago to Trieste in June is currently the most expensive (average of $851). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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