$628+ Cheap flights from Chicago (CHI) to Brindisi (BDS)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Jul 20 — Jul 271
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Brindisi with Cheapflights
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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 June 20, 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 June 20, 2026.
This lol.travel deal was found by Cheapflights users on 6/19. 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 8/133:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
Wed 8/197:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/19![ITA Airways logo]()
$718
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/43:45 pm
ORD
- BDS
1 stop13h 30m
Multiple Airlines
Thu 10/1512:35 pm
BDS
- ORD
2 stops36h 40m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$810
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/43:45 pm
ORD
- BDS
1 stop13h 30m
Multiple Airlines
Fri 10/1612:05 pm
BDS
- ORD
2 stops40h 10m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$831
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/47:25 pm
ORD
- BDS
2 stops19h 05m
Multiple Airlines
Mon 10/196:00 pm
BDS
- ORD
1 stop27h 25m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$843
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/43:45 pm
ORD
- BDS
1 stop13h 30m
Multiple Airlines
Thu 10/812:35 pm
BDS
- ORD
2 stops36h 40m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$847
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/47:25 pm
ORD
- BDS
2 stops19h 05m
Multiple Airlines
Mon 10/126:00 pm
BDS
- ORD
1 stop27h 25m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$853
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 9/289:26 am
ORD
- BDS
2 stops28h 19m
Multiple Airlines
Mon 10/126:00 pm
BDS
- ORD
1 stop27h 25m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$883
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/43:45 pm
ORD
- BDS
1 stop13h 30m
Multiple Airlines
Tue 10/209:50 pm
BDS
- ORD
2 stops23h 35m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$893
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/43:45 pm
ORD
- BDS
1 stop13h 30m
Multiple Airlines
Wed 10/149:55 am
BDS
- ORD
2 stops35h 30m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$895
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 9/297:25 pm
ORD
- BDS
2 stops21h 20m
Multiple Airlines
Mon 10/126:00 pm
BDS
- ORD
1 stop27h 25m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$896
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/79:00 pm
ORD
- BDS
1 stop18h 10m
Multiple Airlines
Mon 10/1910:45 pm
BDS
- ORD
2 stops22h 40m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$899
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 June 20, 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 June 20, 2026.
This ITA Airways deal was found by Cheapflights users on 6/19. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/23:00 pm
ORD
- BDS
1 stop16h 30m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/19![ITA Airways logo]()
$995
This TAP AIR PORTUGAL deal was found by Cheapflights users on 6/17. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:05 pm
ORD
- BDS
2 stops41h 20m
TAP AIR PORTUGAL
Fri 10/93:15 pm
BDS
- ORD
2 stops31h 50m
TAP AIR PORTUGAL
Deal found 6/17![TAP AIR PORTUGAL logo]()
$1,030
This Turkish Airlines deal was found by Cheapflights users on 6/17. 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.
Wed 10/78:10 pm
ORD
- BDS
2 stops19h 50m
Turkish Airlines
Sun 10/183:15 pm
BDS
- ORD
2 stops49h 25m
Turkish Airlines
Deal found 6/17![Turkish Airlines logo]()
$1,089
This Cheapflightsfares deal was found by Cheapflights users on 6/15. 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.
Fri 9/47:05 pm
ORD
- BDS
1 stop17h 25m
SWISS
Mon 9/147:55 pm
BDS
- ORD
1 stop23h 40m
SWISS
Deal found 6/15![SWISS logo]()
$1,140
This ITA Airways deal was found by Cheapflights users on 6/19. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/19![ITA Airways logo]()
$995
This Cheapflightsfares deal was found by Cheapflights users on 6/15. 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 9/36:00 pm
ORD
- BDS
2 stops37h 30m
TAP AIR PORTUGAL
Wed 9/164:55 pm
BDS
- ORD
2 stops26h 45m
TAP AIR PORTUGAL
Deal found 6/15![TAP AIR PORTUGAL logo]()
$1,068
This Turkish Airlines deal was found by Cheapflights users on 6/17. 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.
Tue 9/2911:25 am
ORD
- BDS
2 stops20h 05m
Turkish Airlines
Tue 10/133:15 pm
BDS
- ORD
2 stops49h 25m
Turkish Airlines
Deal found 6/17![Turkish Airlines logo]()
$1,089
This ITA Airways deal was found by Cheapflights users on 6/18. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:00 pm
ORD
- BDS
2 stops34h 05m
ITA Airways
Wed 9/164:55 pm
BDS
- ORD
1 stop27h 15m
ITA Airways
Deal found 6/18![ITA Airways logo]()
$1,036
Last-minute flights from Chicago to BrindisiDiscover last-minute flight deals from Chicago to Brindisi. Data last updated June 20, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Brindisi. Data last updated June 20, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 6/15. 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.
Sun 7/1211:05 am
ORD
- BDS
2 stops24h 20m
Multiple Airlines
Sat 7/188:20 am
BDS
- ORD
2 stops36h 00m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$1,027
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:00 pm
ORD
- BDS
1 stop12h 55m
Multiple Airlines
Fri 7/2411:40 pm
BDS
- ORD
1 stop20h 30m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$975
This Gotogate deal was found by Cheapflights users on 6/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:00 pm
ORD
- BDS
2 stops34h 05m
ITA Airways
Fri 7/2411:15 am
BDS
- ORD
1 stop32h 55m
ITA Airways
Deal found 6/20![ITA Airways logo]()
$1,056
This ITA Airways deal was found by Cheapflights users on 6/20. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/20![ITA Airways logo]()
$961
This lol.travel deal was found by Cheapflights users on 6/16. 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.
Mon 7/273:00 pm
ORD
- BDS
1 stop16h 30m
ITA Airways
Mon 8/37:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/16![ITA Airways logo]()
$964
This Trip.com deal was found by Cheapflights users on 6/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:40 pm
ORD
- BDS
2 stops18h 20m
Multiple Airlines
Mon 8/34:55 pm
BDS
- ORD
2 stops46h 05m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$1,009
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 June 20, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated June 20, 2026.
This Booking.com deal was found by Cheapflights users on 6/17. 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 9/126:05 pm
ORD
- BDS
2 stops21h 55m
TAP AIR PORTUGAL
Deal found 6/17![TAP AIR PORTUGAL logo]()
$628
This oojo deal was found by Cheapflights users on 6/17. 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.
Sat 9/123:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
Deal found 6/17![ITA Airways logo]()
$767
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 June 20, 2026.
Round-trip from | $718 (lol.travel) |
|---|---|
One-way from | $628 (Booking.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 2,558,603 searches. Data last updated June 20, 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 - BDS
ORDBDS
Chicago O'Hare Intl
Sun 8/2
3:00 pm-2:30 pm
1 stop16h 30m
Brindisi Papola Casale
Sun 8/9
6:20 am-1:10 pm
1 stop13h 50m
$995
Quickest round-trip
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 7/26
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
Sun 8/9
6:20 am-1:10 pm
1 stop13h 50m
$995
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sat 10/3
6:05 pm-6:25 pm
2 stops41h 20m
Brindisi Papola Casale
Fri 10/9
3:15 pm-4:05 pm
2 stops31h 50m
$1,030
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Thu 9/3
3:00 pm-8:05 am
2 stops34h 05m
Brindisi Papola Casale
Wed 9/16
4:55 pm-1:10 pm
1 stop27h 15m
$1,036
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Thu 9/3
6:00 pm-2:30 pm
2 stops37h 30m
Brindisi Papola Casale
Wed 9/16
4:55 pm-12:40 pm
2 stops26h 45m
$1,068
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Wed 10/7
8:10 pm-11:00 pm
2 stops19h 50m
Brindisi Papola Casale
Sun 10/18
3:15 pm-9:40 am
2 stops49h 25m
$1,089
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Tue 9/29
11:25 am-2:30 pm
2 stops20h 05m
Brindisi Papola Casale
Tue 10/13
3:15 pm-9:40 am
2 stops49h 25m
$1,089
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Fri 9/4
7:05 pm-7:30 pm
1 stop17h 25m
Brindisi Papola Casale
Mon 9/14
7:55 pm-12:35 pm
1 stop23h 40m
$1,140
Cheapest one-way
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sat 9/12
6:05 pm-11:00 pm
2 stops21h 55m
$628
Quickest one-way
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sat 9/12
3:00 pm-4:10 pm
1 stop18h 10m
$767
Sorted by cheapest first
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.
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 June 20, 2026.
Complete your trip
Complete your trip to Brindisi by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Brindisi by cabin class
Find flights from Chicago to Brindisi, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Brindisi flights
Browse other Chicago and Brindisi flight options. Last updated on June 20, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 20, 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 2,558,603 searches. Data last updated June 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |