$352+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Jul 26 — Aug 21
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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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
Cheapest
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 June 26, 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 26, 2026.
This oojo deal was found by Cheapflights users on 6/24. 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.
Tue 8/43:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
Tue 8/117:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/24![ITA Airways logo]()
$845
This ITA Airways deal was found by Cheapflights users on 6/21. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/303:00 pm
ORD
- BDS
1 stop25h 00m
ITA Airways
Tue 9/227:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/21![ITA Airways logo]()
$853
This ITA Airways deal was found by Cheapflights users on 6/21. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/303:00 pm
ORD
- BDS
2 stops34h 05m
ITA Airways
Mon 9/217:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/21![ITA Airways logo]()
$870
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:45 pm
ORD
- BDS
1 stop22h 10m
Multiple Airlines
Mon 9/219:30 am
BDS
- ORD
2 stops39h 20m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$879
This oojo deal was found by Cheapflights users on 6/24. 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.
Thu 9/33:00 pm
ORD
- BDS
1 stop16h 30m
ITA Airways
Wed 9/1611:15 am
BDS
- ORD
1 stop32h 55m
ITA Airways
Deal found 6/24![ITA Airways logo]()
$881
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:45 pm
ORD
- BDS
1 stop22h 10m
Multiple Airlines
Thu 9/2412:35 pm
BDS
- ORD
2 stops36h 40m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$884
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:45 pm
ORD
- BDS
1 stop22h 10m
Multiple Airlines
Sat 9/198:00 am
BDS
- ORD
2 stops41h 15m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$886
This ITA Airways deal was found by Cheapflights users on 6/21. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/293:00 pm
ORD
- BDS
1 stop20h 25m
ITA Airways
Mon 9/214:55 pm
BDS
- ORD
1 stop27h 15m
ITA Airways
Deal found 6/21![ITA Airways logo]()
$903
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/303:45 pm
ORD
- BDS
1 stop13h 30m
Multiple Airlines
Tue 9/229:30 am
BDS
- ORD
2 stops39h 20m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$906
This Gotogate deal was found by Cheapflights users on 6/22. 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.
Tue 9/153:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Thu 9/246:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/22![ITA Airways logo]()
$907
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 26, 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 26, 2026.
This ITA Airways deal was found by Cheapflights users on 6/21. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/303:00 pm
ORD
- BDS
1 stop25h 00m
ITA Airways
Tue 9/227:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/21![ITA Airways logo]()
$853
This Turkish Airlines deal was found by Cheapflights users on 6/21. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:10 pm
ORD
- BDS
2 stops43h 50m
Turkish Airlines
Thu 10/16:20 am
BDS
- ORD
2 stops34h 20m
Turkish Airlines
Deal found 6/21![Turkish Airlines logo]()
$1,238
This ITA Airways deal was found by Cheapflights users on 6/21. 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 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 6/21![ITA Airways logo]()
$961
This ITA Airways deal was found by Cheapflights users on 6/21. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Thu 9/246:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/21![ITA Airways logo]()
$968
This ITA Airways deal was found by Cheapflights users on 6/21. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Mon 9/217:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/21![ITA Airways logo]()
$968
This ITA Airways deal was found by Cheapflights users on 6/21. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:00 pm
ORD
- BDS
2 stops18h 20m
ITA Airways
Wed 9/237:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/21![ITA Airways logo]()
$985
This ITA Airways deal was found by Cheapflights users on 6/22. 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
2 stops34h 05m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/22![ITA Airways logo]()
$1,023
Last-minute flights from Chicago to BrindisiDiscover last-minute flight deals from Chicago to Brindisi. Data last updated June 26, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Brindisi. Data last updated June 26, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 7/243:45 pm
ORD
- BDS
1 stop22h 10m
Multiple Airlines
Fri 7/311:05 pm
BDS
- ORD
2 stops34h 00m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$1,138
This ITA Airways deal was found by Cheapflights users on 6/22. 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 6/22![ITA Airways logo]()
$961
This oojo deal was found by Cheapflights users on 6/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/269:45 pm
ORD
- BDS
2 stops37h 05m
British Airways
Sun 8/98:35 pm
BDS
- ORD
2 stops27h 15m
British Airways
Deal found 6/26![British Airways logo]()
$1,238
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 26, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated June 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:25 pm
ORD
- BDS
3 stops35h 05m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:25 pm
ORD
- BDS
3 stops32h 35m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/57:05 pm
ORD
- BDS
3 stops39h 00m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$426
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:11 am
ORD
- BDS
2 stops44h 19m
United Airlines
Deal found 6/25![United Airlines logo]()
$921
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 9/2510:25 pm
ORD
- BDS
2 stops41h 35m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$2,171
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 26, 2026.
Round-trip from | $845 (oojo) |
|---|---|
One-way from | $352 (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 2,558,603 searches. Data last updated June 26, 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 8/30
3:00 pm-11:00 pm
1 stop25h 00m
Brindisi Papola Casale
Tue 9/22
7:10 pm-1:10 pm
1 stop25h 00m
$853
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
$961
Quickest round-trip
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Wed 9/2
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
Thu 9/24
6:20 am-1:10 pm
1 stop13h 50m
$968
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Wed 9/2
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
Mon 9/21
7:10 pm-1:10 pm
1 stop25h 00m
$968
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Wed 9/2
3:00 pm-4:20 pm
2 stops18h 20m
Brindisi Papola Casale
Wed 9/23
7:10 pm-1:10 pm
1 stop25h 00m
$985
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 7/26
3:00 pm-8:05 am
2 stops34h 05m
Brindisi Papola Casale
Sun 8/9
6:20 am-1:10 pm
1 stop13h 50m
$1,023
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Mon 9/28
8:10 pm-11:00 pm
2 stops43h 50m
Brindisi Papola Casale
Thu 10/1
6:20 am-9:40 am
2 stops34h 20m
$1,238
Cheapest one-way
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 9/6
7:25 pm-1:30 pm
3 stops35h 05m
$352
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 7/5
9:00 pm-8:45 pm
2 stops40h 45m
$436
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Thu 9/24
3:00 pm-7:55 am
1 stop33h 55m
$727
Showing 1-10 of 13 resultsSorted 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 26, 2026.
Complete your trip
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Chicago and Brindisi flights
Browse other Chicago and Brindisi flight options. Last updated on June 26, 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 June 26, 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 2,558,603 searches. Data last updated June 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |