$339+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Oct 12 — Oct 191
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
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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 September 12, 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 September 12, 2026.
This lol.travel deal was found by Cheapflights users on 9/11. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:05 pm -
1 stop11h 55m
Tue 10/202:50 pm -
1 stop28h 45m
Deal found 9/11![SWISS logo]()
$775
This lol.travel deal was found by Cheapflights users on 9/8. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:00 pm -
1 stop16h 30m
Thu 10/2211:15 am -
1 stop32h 55m
Deal found 9/8![ITA Airways logo]()
$839
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:40 pm -
1 stop11h 15m
Sat 10/178:20 pm -
1 stop23h 15m
Deal found 9/11![SWISS logo]()
$892
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Thu 10/153:45 pm -
3 stops24h 15m
Tue 10/207:10 pm -
3 stops31h 05m
Deal found 9/11![Multiple Airlines logo]()
$899
This Mytrip deal was found by Cheapflights users on 9/8. 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 10/162:15 pm -
2 stops21h 15m
Thu 10/223:20 pm -
2 stops31h 40m
Deal found 9/8![Multiple Airlines logo]()
$936
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Mon 10/268:45 am -
3 stops30h 30m
Mon 11/22:25 pm -
2 stops32h 50m
Deal found 9/11![Multiple Airlines logo]()
$944
This Mytrip deal was found by Cheapflights users on 9/8. 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 10/2311:25 am -
3 stops24h 00m
Fri 10/309:20 am -
2 stops31h 40m
Deal found 9/8![Multiple Airlines logo]()
$985
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 September 12, 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 September 12, 2026.
This lol.travel deal was found by Cheapflights users on 9/8. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:00 pm -
1 stop16h 30m
Thu 10/2211:15 am -
1 stop32h 55m
Deal found 9/8![ITA Airways logo]()
$839
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:40 pm -
1 stop11h 15m
Sat 10/178:20 pm -
1 stop23h 15m
Deal found 9/11![SWISS logo]()
$892
This KLM deal was found by Cheapflights users on 9/9. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:55 pm -
2 stops17h 40m
Thu 11/126:20 am -
2 stops21h 29m
Deal found 9/9![KLM logo]()
$1,007
This Turkish Airlines deal was found by Cheapflights users on 9/8. 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.
Fri 10/2311:25 am -
2 stops53h 35m
Fri 10/306:20 am -
2 stops59h 40m
Deal found 9/8![Turkish Airlines logo]()
$1,041
This Expedia deal was found by Cheapflights users on 9/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:40 pm -
1 stop24h 20m
Mon 11/28:50 am -
2 stops35h 20m
Deal found 9/11![Multiple Airlines logo]()
$1,079
This Turkish Airlines deal was found by Cheapflights users on 9/11. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:10 pm -
2 stops43h 50m
Sat 10/176:20 am -
2 stops58h 20m
Deal found 9/11![Turkish Airlines logo]()
$1,101
This Booking.com deal was found by Cheapflights users on 9/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:55 am -
3 stops22h 55m
Mon 10/2610:50 pm -
2 stops26h 30m
Deal found 9/11![Multiple Airlines logo]()
$1,119
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Fri 10/233:00 pm -
1 stop12h 30m
Fri 10/3010:55 pm -
2 stops47h 00m
Deal found 9/8![Multiple Airlines logo]()
$1,164
This Turkish Airlines deal was found by Cheapflights users on 9/11. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/18:15 pm -
2 stops19h 45m
Thu 3/43:20 pm -
2 stops49h 40m
Deal found 9/11![Turkish Airlines logo]()
$1,276
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Sat 10/109:55 am -
3 stops22h 55m
Sat 10/178:00 pm -
2 stops24h 10m
Deal found 9/11![Multiple Airlines logo]()
$1,209
Last-minute flights from Chicago to BrindisiDiscover last-minute flight deals from Chicago to Brindisi. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Brindisi. Data last updated September 12, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:40 pm -
1 stop11h 15m
Sat 10/178:20 pm -
1 stop23h 15m
Deal found 9/11![SWISS logo]()
$892
This lol.travel deal was found by Cheapflights users on 9/11. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:05 pm -
1 stop11h 55m
Tue 10/202:50 pm -
1 stop28h 45m
Deal found 9/11![SWISS logo]()
$775
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Thu 10/153:45 pm -
3 stops24h 15m
Tue 10/207:10 pm -
3 stops31h 05m
Deal found 9/11![Multiple Airlines logo]()
$899
This lol.travel deal was found by Cheapflights users on 9/8. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:00 pm -
1 stop16h 30m
Thu 10/2211:15 am -
1 stop32h 55m
Deal found 9/8![ITA Airways logo]()
$839
This Mytrip deal was found by Cheapflights users on 9/8. 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 10/162:15 pm -
2 stops21h 15m
Thu 10/223:20 pm -
2 stops31h 40m
Deal found 9/8![Multiple Airlines logo]()
$936
This Mytrip deal was found by Cheapflights users on 9/8. 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 10/2311:25 am -
3 stops24h 00m
Fri 10/309:20 am -
2 stops31h 40m
Deal found 9/8![Multiple Airlines logo]()
$985
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Mon 10/268:45 am -
3 stops30h 30m
Mon 11/22:25 pm -
2 stops32h 50m
Deal found 9/11![Multiple Airlines logo]()
$944
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 September 12, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 11/126:30 pm -
3 stops36h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 11/136:30 pm -
3 stops29h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/106:30 pm -
3 stops35h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/116:30 pm -
2 stops29h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 11/146:30 pm -
2 stops35h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 11/155:40 pm -
2 stops30h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Mon 11/93:55 pm -
2 stops21h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$409
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 September 12, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $775 (lol.travel) |
One-way from | $339 (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 September 12, 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
Fri 11/13
6:30 pm-7:25 am
3 stops29h 55m
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 11/10
8:05 pm-8:10 am
2 stops29h 05m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$398
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Wed 10/7
9:55 am-4:40 pm
3 stops23h 45m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$435
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Wed 10/7
10:30 pm-7:50 pm
1 stop14h 20m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$508
Quickest round-trip
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sat 11/14
6:50 pm-2:45 pm
1 stop12h 55m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$595
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Tue 11/10
3:40 pm-11:00 pm
1 stop24h 20m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$698
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sun 11/15
3:40 pm-11:00 pm
1 stop24h 20m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$698
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Wed 11/4
6:30 pm-7:10 pm
2 stops41h 40m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$809
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Fri 10/16
3:00 pm-2:30 pm
1 stop16h 30m
Brindisi Papola Casale
Thu 10/22
11:15 am-1:10 pm
1 stop32h 55m
$839
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sat 10/10
2:40 pm-8:55 am
1 stop11h 15m
Brindisi Papola Casale
Sat 10/17
8:20 pm-12:35 pm
1 stop23h 15m
$892
Showing 1-10 of 18 resultsSorted 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 September 12, 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.
Comfort
7.4
Entertainment
6.8
Food
7.1
Boarding
7.7
Crew
8.2
Overall
7.5
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
LAX - ZRH
Comfort
7.4
Entertainment
6.8
Food
7.1
Boarding
7.7
Crew
8.2
Overall
7.5
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
LAX - 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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Chicago and Brindisi flights
Browse other Chicago and Brindisi flight options. Last updated on September 12, 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 September 12, 2026.
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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 September 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |