$412+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
may. 30 — jun. 61
Round-trip
1 adult, Economy
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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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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
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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 abril 30, 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 abril 30, 2026.
This TAP AIR PORTUGAL deal was found by Cheapflights users on 4/27. 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.
dom. 11/158:10 pm
ORD
- BDS
2 stops19h 50m
TAP AIR PORTUGAL
mié. 11/183:20 pm
BDS
- ORD
2 stops55h 10m
TAP AIR PORTUGAL
Deal found 4/27![TAP AIR PORTUGAL logo]()
$953
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
dom. 7/263:00 pm
ORD
- BDS
1 stop19h 05m
Multiple Airlines
jue. 8/66:20 am
BDS
- ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$960
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
jue. 7/233:00 pm
ORD
- BDS
1 stop14h 40m
Multiple Airlines
jue. 8/66:20 am
BDS
- ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$1,030
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
sáb. 7/253:00 pm
ORD
- BDS
1 stop12h 55m
Multiple Airlines
jue. 8/66:20 am
BDS
- ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$1,035
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
dom. 7/263:45 pm
ORD
- BDS
1 stop13h 30m
Multiple Airlines
sáb. 8/85:55 am
BDS
- ORD
2 stops36h 55m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$1,088
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
jue. 6/251:20 pm
ORD
- BDS
1 stop24h 25m
Multiple Airlines
sáb. 7/46:20 am
BDS
- ORD
2 stops36h 30m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$1,138
This ITA Airways deal was found by Cheapflights users on 4/29. 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.
lun. 7/273:00 pm
ORD
- BDS
1 stop16h 30m
ITA Airways
jue. 8/66:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,146
This Mytrip deal was found by Cheapflights users on 4/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/113:50 pm
ORD
- BDS
2 stops25h 40m
Multiple Airlines
lun. 5/257:10 pm
BDS
- ORD
3 stops31h 30m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$1,148
This oojo deal was found by Cheapflights users on 4/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/113:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
lun. 5/256:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/25![ITA Airways logo]()
$1,151
This ITA Airways deal was found by Cheapflights users on 4/29. 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.
dom. 7/263:00 pm
ORD
- BDS
2 stops34h 05m
ITA Airways
jue. 8/66:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,164
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 abril 30, 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 abril 30, 2026.
This oojo deal was found by Cheapflights users on 4/30. 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.
sáb. 7/253:00 pm
ORD
- BDS
1 stop16h 30m
ITA Airways
dom. 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/30![ITA Airways logo]()
$1,176
This KLM deal was found by Cheapflights users on 4/28. 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. 8/72:07 pm
ORD
- BDS
2 stops17h 23m
KLM
dom. 8/166:20 am
BDS
- ORD
2 stops21h 04m
KLM
Deal found 4/28![KLM logo]()
$1,284
This Turkish Airlines deal was found by Cheapflights users on 4/25. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/48:10 pm
ORD
- BDS
2 stops43h 50m
Turkish Airlines
dom. 6/146:20 am
BDS
- ORD
2 stops34h 20m
Turkish Airlines
Deal found 4/25![Turkish Airlines logo]()
$1,334
This ITA Airways deal was found by Cheapflights users on 4/29. 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.
dom. 7/263:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
lun. 8/107:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,186
This ITA Airways deal was found by Cheapflights users on 4/29. 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.
jue. 7/233:00 pm
ORD
- BDS
1 stop20h 25m
ITA Airways
lun. 8/107:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,236
This ITA Airways deal was found by Cheapflights users on 4/29. 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.
jue. 7/233:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
dom. 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,361
This oojo deal was found by Cheapflights users on 4/27. 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.
vie. 6/193:00 pm
ORD
- BDS
1 stop25h 00m
ITA Airways
sáb. 6/276:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/27![ITA Airways logo]()
$1,514
Last-minute flights from Chicago to BrindisiDiscover last-minute flight deals from Chicago to Brindisi. Data last updated abril 30, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Brindisi. Data last updated abril 30, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 4/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/113:50 pm
ORD
- BDS
2 stops25h 40m
Multiple Airlines
lun. 5/257:10 pm
BDS
- ORD
3 stops31h 30m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$1,148
This oojo deal was found by Cheapflights users on 4/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/113:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
lun. 5/256:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/25![ITA Airways logo]()
$1,151
This Mytrip deal was found by Cheapflights users on 4/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/127:05 pm
ORD
- BDS
3 stops32h 25m
Multiple Airlines
mar. 5/269:00 pm
BDS
- ORD
2 stops28h 15m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$1,189
This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/127:05 pm
ORD
- BDS
1 stop11h 55m
SWISS
mar. 5/269:30 am
BDS
- ORD
1 stop13h 25m
SWISS
Deal found 4/25![SWISS logo]()
$1,476
This Mytrip deal was found by Cheapflights users on 4/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/233:50 pm
ORD
- BDS
3 stops24h 20m
Multiple Airlines
sáb. 5/308:20 am
BDS
- ORD
2 stops35h 15m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$1,279
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 abril 30, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated abril 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/267:25 pm
ORD
- BDS
2 stops19h 05m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/2510:25 pm
ORD
- BDS
2 stops40h 05m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/207:25 pm
ORD
- BDS
3 stops28h 40m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/237:25 pm
ORD
- BDS
3 stops42h 30m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/197:25 pm
ORD
- BDS
3 stops32h 50m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/186:05 pm
ORD
- BDS
2 stops29h 55m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$465
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 abril 30, 2026.
Round-trip from | $960 (Kiwi.com) |
|---|---|
One-way from | $412 (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 abril 30, 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
sáb. 7/25
3:00 pm-2:30 pm
1 stop16h 30m
Brindisi Papola Casale
dom. 8/9
6:20 am-1:10 pm
1 stop13h 50m
$1,176
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
dom. 7/26
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
lun. 8/10
7:10 pm-1:10 pm
1 stop25h 00m
$1,186
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
jue. 7/23
3:00 pm-6:25 pm
1 stop20h 25m
Brindisi Papola Casale
lun. 8/10
7:10 pm-1:10 pm
1 stop25h 00m
$1,236
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
vie. 8/7
2:07 pm-2:30 pm
2 stops17h 23m
Brindisi Papola Casale
dom. 8/16
6:20 am-8:24 pm
2 stops21h 04m
$1,284
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
jue. 6/4
8:10 pm-11:00 pm
2 stops43h 50m
Brindisi Papola Casale
dom. 6/14
6:20 am-9:40 am
2 stops34h 20m
$1,334
Quickest round-trip
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
jue. 7/23
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
dom. 8/9
6:20 am-1:10 pm
1 stop13h 50m
$1,361
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
vie. 6/19
3:00 pm-11:00 pm
1 stop25h 00m
Brindisi Papola Casale
sáb. 6/27
6:20 am-1:10 pm
1 stop13h 50m
$1,514
Cheapest one-way
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
dom. 7/26
7:25 pm-12:35 am
3 stops22h 10m
$422
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
dom. 7/19
6:00 pm-12:35 am
2 stops23h 35m
$470
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
lun. 7/20
7:05 pm-2:00 pm
1 stop11h 55m
$573
Showing 1-10 of 14 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 abril 30, 2026.
Complete your trip
Complete your trip to Brindisi by adding a car rental and/or hotel reservation to your travel itinerary.
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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 abril 30, 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 abril 30, 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 abril 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |