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Trieste

$646+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TRS
feb. 25 — mar. 41
mié. 2/25
mié. 3/4
1 adult, Economy
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Cheap 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 enero 26, 2026.

This Mytrip deal was found by Cheapflights users on 1/24. 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.
mar. 3/105:05 pm
ORD
-
TRS
2 stops19h 45m
Multiple Airlines
mar. 3/177:15 pm
TRS
-
ORD
3 stops31h 50m
Multiple Airlines
Deal found 1/24$646
This oojo deal was found by Cheapflights users on 1/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/198:55 am
ORD
-
TRS
2 stops18h 30m
ITA Airways
sáb. 9/196:35 am
TRS
-
ORD
1 stop13h 35m
ITA Airways
Deal found 1/24$689
This oojo deal was found by Cheapflights users on 1/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/910:40 am
ORD
-
TRS
2 stops20h 50m
ITA Airways
mié. 9/236:35 am
TRS
-
ORD
1 stop13h 35m
ITA Airways
Deal found 1/24$699
This Mytrip deal was found by Cheapflights users on 1/26. 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.
mié. 2/118:20 pm
ORD
-
TRS
3 stops33h 00m
Multiple Airlines
dom. 2/156:00 am
TRS
-
ORD
2 stops35h 05m
Multiple Airlines
Deal found 1/26$768
This oojo deal was found by Cheapflights users on 1/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/2611:15 am
ORD
-
TRS
2 stops16h 10m
ITA Airways
sáb. 9/56:35 am
TRS
-
ORD
1 stop13h 35m
ITA Airways
Deal found 1/23$793
This KLM deal was found by Cheapflights users on 1/26. 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.
jue. 3/121:10 pm
MDW
-
TRS
2 stops19h 20m
KLM
jue. 3/196:35 am
TRS
-
MDW
2 stops21h 56m
KLM
Deal found 1/26$1,323
This KLM deal was found by Cheapflights users on 1/25. 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.
sáb. 5/231:00 pm
MDW
-
TRS
2 stops18h 30m
KLM
jue. 6/46:35 am
TRS
-
MDW
2 stops22h 10m
KLM
Deal found 1/25$2,293
This KLM deal was found by Cheapflights users on 1/25. 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.
sáb. 5/231:00 pm
MDW
-
TRS
2 stops18h 30m
KLM
sáb. 6/66:35 am
TRS
-
MDW
2 stops18h 56m
KLM
Deal found 1/25$2,363
This KLM deal was found by Cheapflights users on 1/25. 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.
jue. 5/211:00 pm
MDW
-
TRS
2 stops18h 30m
KLM
jue. 6/46:35 am
TRS
-
MDW
2 stops22h 10m
KLM
Deal found 1/25$2,415
This KLM deal was found by Cheapflights users on 1/25. 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.
vie. 5/221:00 pm
MDW
-
TRS
2 stops18h 30m
KLM
jue. 6/46:35 am
TRS
-
MDW
2 stops22h 10m
KLM
Deal found 1/25$2,443
This KLM deal was found by Cheapflights users on 1/25. 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.
jue. 5/211:00 pm
MDW
-
TRS
2 stops18h 30m
KLM
sáb. 6/66:35 am
TRS
-
MDW
2 stops18h 56m
KLM
Deal found 1/25$2,485
This KLM deal was found by Cheapflights users on 1/25. 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.
vie. 5/221:00 pm
MDW
-
TRS
2 stops18h 30m
KLM
sáb. 6/66:35 am
TRS
-
MDW
2 stops18h 56m
KLM
Deal found 1/25$2,513

Find 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 enero 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$750
(Expedia)
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 enero 26, 2026.
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

jue. 3/12

12:20 pm-10:30 pm

2 stops28h 10m

Trieste Ronchi dei Legionari

jue. 3/19

6:15 am-10:56 pm

2 stops22h 41m

$750

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

mié. 2/11

8:20 pm-12:20 pm

3 stops33h 00m

Trieste Ronchi dei Legionari

dom. 2/15

6:00 am-10:05 am

2 stops35h 05m

$768

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

mar. 5/12

7:25 pm-10:55 pm

2 stops20h 30m

Trieste Ronchi dei Legionari

mar. 5/19

11:15 am-9:25 pm

2 stops17h 10m

$829

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

mar. 3/10

5:05 pm-2:00 pm

1 stop14h 55m

Trieste Ronchi dei Legionari

mar. 3/17

2:40 pm-2:25 pm

1 stop29h 45m

$861

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

jue. 3/12

5:05 pm-2:05 pm

1 stop15h 00m

Trieste Ronchi dei Legionari

jue. 3/19

6:15 am-2:25 pm

1 stop14h 10m

$891

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

mié. 3/4

11:05 am-10:25 am

2 stops16h 20m

Trieste Ronchi dei Legionari

dom. 3/8

6:35 am-7:22 pm

2 stops19h 47m

$898

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

lun. 3/16

4:05 pm-2:00 pm

2 stops15h 55m

Trieste Ronchi dei Legionari

dom. 3/22

3:00 pm-2:25 pm

1 stop29h 25m

$916

ChicagoTrieste

ORD - TRS

ORDTRS

Chicago O'Hare Intl

mar. 5/19

10:25 pm-6:30 pm

2 stops37h 05m

Trieste Ronchi dei Legionari

jue. 6/4

11:15 am-6:15 pm

2 stops38h 00m

$922

ChicagoTrieste

MDW - TRS

MDWTRS

Chicago Midway

jue. 3/12

1:10 pm-2:30 pm

2 stops19h 20m

Trieste Ronchi dei Legionari

jue. 3/19

6:35 am-10:31 pm

2 stops21h 56m

$1,323

ChicagoTrieste

MDW - TRS

MDWTRS

Chicago Midway

sáb. 5/23

1:00 pm-2:30 pm

2 stops18h 30m

Trieste Ronchi dei Legionari

jue. 6/4

6:35 am-9:45 pm

2 stops22h 10m

$2,293

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 21 results
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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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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, April is the cheapest month in which you can book a flight from Chicago to Trieste (average of $428). Flying from Chicago to Trieste in June is currently the most expensive (average of $777). 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 enero 26, 2026.
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
1,131 reviews

Food

6.0

Entertainment

6.2

Overall

6.7

Crew

7.3

Boarding

6.9

Comfort

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

FRA - FCO

It was a bit confusing where to check in Lufthansa. On the website it says Terminal 2. When we arrived at Frankfurt airport the arrow sign was pointing to 2 different directions. Turns out check in was in Terminal 1. Some Lufthansa ground crew at the counter were testy and rude. Doesn't give the customer an opportunity to talk. I would like to commend the female ground crew with long hair at the special services counter though. She was respectful, very pleasant and helpful. Unfortunately I didn’t get her name.
ITA Airways
6.7
Okay
1,131 reviews
ITA Airways
6.7
Okay
1,131 reviews

Food

6.0

Entertainment

6.2

Overall

6.7

Crew

7.3

Boarding

6.9

Comfort

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

FRA - FCO

It was a bit confusing where to check in Lufthansa. On the website it says Terminal 2. When we arrived at Frankfurt airport the arrow sign was pointing to 2 different directions. Turns out check in was in Terminal 1. Some Lufthansa ground crew at the counter were testy and rude. Doesn't give the customer an opportunity to talk. I would like to commend the female ground crew with long hair at the special services counter though. She was respectful, very pleasant and helpful. Unfortunately I didn’t get her name.

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 14h 55m. Airlines will cover a distance of 4683 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, April is the cheapest month in which you can book a flight from Chicago to Trieste (average of $428). Flying from Chicago to Trieste in June is currently the most expensive (average of $777). 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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