$340+ Cheap flights from Chicago (CHI) to Brindisi (BDS)
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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Brindisi with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Brindisi
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Best
Last-minute
One-way
Cheapest flights from Chicago to BrindisiExplore the most affordable flight options available from Chicago to Brindisi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
Explore the most affordable flight options available from Chicago to Brindisi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
This Mytrip deal was found by Cheapflights users on 10/11. 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.
Wed 11/257:05 am -
2 stops24h 50m
Wed 12/210:45 pm -
2 stops21h 25m
Deal found 10/11![Multiple Airlines logo]()
$869
This Mytrip deal was found by Cheapflights users on 10/9. 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.
Tue 11/2411:45 am -
2 stops23h 45m
Tue 12/13:10 pm -
2 stops25h 50m
Deal found 10/9![Multiple Airlines logo]()
$905
This United deal was found by Cheapflights users on 10/13. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:10 pm -
1 stop19h 55m
Fri 11/68:00 pm -
1 stop27h 15m
Deal found 10/13![Multiple Airlines logo]()
$1,104
This KLM deal was found by Cheapflights users on 10/13. 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.
Fri 10/3011:19 am -
2 stops21h 16m
Fri 11/66:20 am -
2 stops21h 10m
Deal found 10/13![KLM logo]()
$1,117
This Mytrip deal was found by Cheapflights users on 10/14. 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.
Thu 10/227:05 pm -
3 stops32h 25m
Sun 11/111:55 am -
2 stops32h 15m
Deal found 10/14![Multiple Airlines logo]()
$1,203
Best flights from Chicago to BrindisiDiscover carefully curated flight deals from Chicago to Brindisi that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
Discover carefully curated flight deals from Chicago to Brindisi that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
This Mytrip deal was found by Cheapflights users on 10/11. 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.
Wed 11/257:05 am -
2 stops24h 50m
Wed 12/210:45 pm -
2 stops21h 25m
Deal found 10/11![Multiple Airlines logo]()
$869
This Turkish Airlines deal was found by Cheapflights users on 10/13. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/18:15 pm -
2 stops35h 20m
Thu 3/46:20 am -
2 stops34h 40m
Deal found 10/13![Turkish Airlines logo]()
$1,085
This Justfly.com deal was found by Cheapflights users on 10/9. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/87:05 pm -
1 stop17h 00m
Sun 4/112:50 pm -
1 stop32h 05m
Deal found 10/9![SWISS logo]()
$1,112
This KLM deal was found by Cheapflights users on 10/13. 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.
Fri 10/3011:19 am -
2 stops21h 16m
Fri 11/66:20 am -
2 stops21h 10m
Deal found 10/13![KLM logo]()
$1,117
This Cheapflightsfares deal was found by Cheapflights users on 10/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/810:30 pm -
2 stops28h 45m
Sun 4/1110:55 am -
1 stop14h 20m
Deal found 10/12![Lufthansa logo]()
$1,135
This Turkish Airlines deal was found by Cheapflights users on 10/13. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/88:05 pm -
2 stops19h 55m
Sun 4/113:15 pm -
2 stops25h 20m
Deal found 10/13![Multiple Airlines logo]()
$934
This Mytrip deal was found by Cheapflights users on 10/9. 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.
Tue 11/248:05 pm -
3 stops19h 55m
Tue 12/110:20 pm -
2 stops24h 10m
Deal found 10/9![Multiple Airlines logo]()
$1,028
Last-minute flights from Chicago to BrindisiDiscover last-minute flight deals from Chicago to Brindisi. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Brindisi. Data last updated October 14, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/14. 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.
Thu 10/227:05 pm -
3 stops32h 25m
Sun 11/111:55 am -
2 stops32h 15m
Deal found 10/14![Multiple Airlines logo]()
$1,203
This United deal was found by Cheapflights users on 10/13. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:10 pm -
1 stop19h 55m
Fri 11/68:00 pm -
1 stop27h 15m
Deal found 10/13![Multiple Airlines logo]()
$1,104
This KLM deal was found by Cheapflights users on 10/13. 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.
Fri 10/3011:19 am -
2 stops21h 16m
Fri 11/66:20 am -
2 stops21h 10m
Deal found 10/13![KLM logo]()
$1,117
This Mytrip deal was found by Cheapflights users on 10/9. 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.
Tue 11/2411:45 am -
2 stops23h 45m
Tue 12/13:10 pm -
2 stops25h 50m
Deal found 10/9![Multiple Airlines logo]()
$905
This Mytrip deal was found by Cheapflights users on 10/11. 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.
Wed 11/257:05 am -
2 stops24h 50m
Wed 12/210:45 pm -
2 stops21h 25m
Deal found 10/11![Multiple Airlines logo]()
$869
One-way flights from Chicago to BrindisiSearch for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:00 pm -
2 stops29h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:30 pm -
3 stops29h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$370
This Expedia deal was found by Cheapflights users on 10/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:40 pm -
1 stop24h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Lufthansa logo]()
$827
Find flight deals from Chicago to Brindisi
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Brindisi (BDS). 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 14, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $869 (Mytrip) |
One-way from | $340 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Brindisi 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 7,457,451 searches. Data last updated October 14, 2026.
Use the filters below to find and compare flights from Chicago to Brindisi that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Wed 11/25
7:00 pm-7:05 am
2 stops29h 05m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$340
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Tue 11/24
8:05 pm-10:35 pm
2 stops43h 30m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$386
Quickest round-trip
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Tue 11/24
3:40 pm-11:00 pm
1 stop24h 20m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$827
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Wed 11/25
7:05 am-2:55 pm
2 stops24h 50m
Brindisi Papola Casale
Wed 12/2
10:45 pm-1:10 pm
2 stops21h 25m
$869
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Thu 4/8
8:05 pm-11:00 pm
2 stops19h 55m
Brindisi Papola Casale
Sun 4/11
3:15 pm-9:35 am
2 stops25h 20m
$934
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Tue 11/24
8:05 pm-11:00 pm
3 stops19h 55m
Brindisi Papola Casale
Tue 12/1
10:20 pm-3:30 pm
2 stops24h 10m
$1,028
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Mon 3/1
8:15 pm-2:35 pm
2 stops35h 20m
Brindisi Papola Casale
Thu 3/4
6:20 am-10:00 am
2 stops34h 40m
$1,085
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Thu 4/8
7:05 pm-7:05 pm
1 stop17h 00m
Brindisi Papola Casale
Sun 4/11
2:50 pm-3:55 pm
1 stop32h 05m
$1,112
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Fri 10/30
11:19 am-2:35 pm
2 stops21h 16m
Brindisi Papola Casale
Fri 11/6
6:20 am-8:30 pm
2 stops21h 10m
$1,117
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Thu 4/8
10:30 pm-10:15 am
2 stops28h 45m
Brindisi Papola Casale
Sun 4/11
10:55 am-6:15 pm
1 stop14h 20m
$1,135
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Chicago-Brindisi flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Brindisi flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago-Brindisi flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Brindisi flights, Cheapflights users trust Ovago the most. Ovago 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-Brindisi 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 Brindisi
Have a flexible travel schedule? Discover the best time to fly to Brindisi from Chicago with our price prediction graph.
CHI-BDS
ORD-BDS
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 Brindisi
CHI-BDS
ORD-BDS
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Brindisi
Get insights into the airlines that provide service to Brindisi. 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 Brindisi. Reviews last updated October 14, 2026.
Read reviews from past customers who have flown SWISS from Chicago to Brindisi. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Food
7.1
Entertainment
6.8
Crew
8.3
Comfort
7.4
Overall
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
BOS - ZRH
Boarding
7.7
Food
7.1
Entertainment
6.8
Crew
8.3
Comfort
7.4
Overall
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
BOS - ZRH
Related info for your journey
Find useful and relevant information for your journey from Chicago to Brindisi. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Brindisi?
Book flights to Brindisi if you plan to visit one of these locationsGallipoli
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Other flights to Brindisi
Explore flights to Brindisi departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
Complete your trip
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Chicago and Brindisi flights
Browse other Chicago and Brindisi flight options. Last updated on October 14, 2026.
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Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Chicago to Brindisi
Discover the top airline that operate flights from Chicago to Brindisi. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |