$465+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
jul 3 — jul 101
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 junho 3, 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 junho 3, 2026.
This oojo deal was found by Cheapflights users on 6/2. 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 8/153:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
qui 8/206:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/2![ITA Airways logo]()
$886
This FlightHub deal was found by Cheapflights users on 5/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 8/156:05 pm
ORD
- BDS
2 stops21h 55m
TAP AIR PORTUGAL
qui 8/204:55 pm
BDS
- ORD
2 stops30h 05m
TAP AIR PORTUGAL
Deal found 5/30![TAP AIR PORTUGAL logo]()
$999
This Mytrip deal was found by Cheapflights users on 6/1. 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.
qui 9/37:25 pm
ORD
- BDS
2 stops17h 35m
Multiple Airlines
qua 9/1611:25 pm
BDS
- ORD
2 stops20h 15m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$1,068
This Cheapflightsfares deal was found by Cheapflights users on 6/2. 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.
qui 9/36:00 pm
ORD
- BDS
2 stops37h 30m
TAP AIR PORTUGAL
qua 9/164:55 pm
BDS
- ORD
2 stops26h 45m
TAP AIR PORTUGAL
Deal found 6/2![TAP AIR PORTUGAL logo]()
$1,069
This oojo deal was found by Cheapflights users on 5/30. 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.
qui 9/33:00 pm
ORD
- BDS
1 stop20h 25m
ITA Airways
qua 9/167:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 5/30![ITA Airways logo]()
$1,089
This FlightHub deal was found by Cheapflights users on 6/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 9/46:00 pm
ORD
- BDS
2 stops22h 00m
TAP AIR PORTUGAL
seg 9/144:55 pm
BDS
- ORD
2 stops54h 05m
TAP AIR PORTUGAL
Deal found 6/2![TAP AIR PORTUGAL logo]()
$1,097
This oojo deal was found by Cheapflights users on 5/30. 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.
dom 7/263:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
dom 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 5/30![ITA Airways logo]()
$1,148
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 junho 3, 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 junho 3, 2026.
This ITA Airways deal was found by Cheapflights users on 5/30. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 8/153:00 pm
ORD
- BDS
2 stops34h 05m
ITA Airways
qui 8/206:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 5/30![ITA Airways logo]()
$938
This TAP AIR PORTUGAL deal was found by Cheapflights users on 6/2. 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.
sáb 8/156:05 pm
ORD
- BDS
2 stops21h 55m
TAP AIR PORTUGAL
qui 8/203:15 pm
BDS
- ORD
2 stops31h 45m
TAP AIR PORTUGAL
Deal found 6/2![TAP AIR PORTUGAL logo]()
$1,010
This Mytrip deal was found by Cheapflights users on 6/1. 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.
qui 9/37:25 pm
ORD
- BDS
2 stops17h 35m
Multiple Airlines
qua 9/1611:25 pm
BDS
- ORD
2 stops20h 15m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$1,068
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 9/42:20 pm
ORD
- BDS
1 stop11h 25m
SWISS
seg 9/149:30 am
BDS
- ORD
1 stop13h 25m
SWISS
Deal found 5/29![SWISS logo]()
$1,196
This KLM deal was found by Cheapflights users on 6/3. 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.
dom 8/22:07 pm
ORD
- BDS
2 stops17h 23m
KLM
dom 8/93:15 pm
BDS
- ORD
2 stops32h 09m
KLM
Deal found 6/3![KLM logo]()
$1,234
This oojo deal was found by Cheapflights users on 5/31. 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.
qui 9/33:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
qua 9/167:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 5/31![ITA Airways logo]()
$1,089
This FlightHub deal was found by Cheapflights users on 5/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 9/36:00 pm
ORD
- BDS
2 stops37h 30m
TAP AIR PORTUGAL
qua 9/164:55 pm
BDS
- ORD
2 stops26h 45m
TAP AIR PORTUGAL
Deal found 5/29![TAP AIR PORTUGAL logo]()
$1,100
This oojo deal was found by Cheapflights users on 6/2. 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.
dom 8/23:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
dom 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/2![ITA Airways logo]()
$1,149
This oojo deal was found by Cheapflights users on 6/3. 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.
dom 7/263:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
dom 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/3![ITA Airways logo]()
$1,150
Last-minute flights from Chicago to BrindisiDiscover last-minute flight deals from Chicago to Brindisi. Data last updated junho 3, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Brindisi. Data last updated junho 3, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 5/30. 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.
qui 6/43:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
dom 6/147:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 5/30![ITA Airways logo]()
$1,460
This oojo deal was found by Cheapflights users on 5/29. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 6/123:00 pm
ORD
- BDS
1 stop25h 00m
ITA Airways
sáb 6/277:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 5/29![ITA Airways logo]()
$1,496
This oojo deal was found by Cheapflights users on 5/30. 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.
sex 6/193:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
sáb 6/276:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 5/30![ITA Airways logo]()
$1,461
This oojo deal was found by Cheapflights users on 5/30. 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.
dom 7/263:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
dom 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 5/30![ITA Airways logo]()
$1,148
This Cheapflightsfares deal was found by Cheapflights users on 5/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 7/264:05 pm
ORD
- BDS
1 stop12h 30m
Lufthansa
dom 8/910:55 am
BDS
- ORD
2 stops16h 00m
Lufthansa
Deal found 5/30![Lufthansa logo]()
$1,207
This Justfly.com deal was found by Cheapflights users on 6/2. 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.
dom 7/266:45 pm
ORD
- BDS
2 stops36h 15m
SWISS
dom 8/911:15 am
BDS
- ORD
2 stops32h 20m
SWISS
Deal found 6/2![SWISS logo]()
$1,463
This oojo deal was found by Cheapflights users on 6/1. 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.
dom 7/264:05 pm
ORD
- BDS
2 stops17h 05m
Multiple Airlines
dom 8/97:10 pm
BDS
- ORD
2 stops26h 45m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$1,482
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 junho 3, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated junho 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/31. 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 6/277:25 pm
ORD
- BDS
3 stops39h 05m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
sex 6/269:30 pm
ORD
- BDS
2 stops34h 25m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$591
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 junho 3, 2026.
Round-trip from | $886 (oojo) |
|---|---|
One-way from | $465 (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 junho 3, 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 8/15
3:00 pm-8:05 am
2 stops34h 05m
Brindisi Papola Casale
qui 8/20
6:20 am-1:10 pm
1 stop13h 50m
$938
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
sáb 8/15
6:05 pm-11:00 pm
2 stops21h 55m
Brindisi Papola Casale
qui 8/20
3:15 pm-4:00 pm
2 stops31h 45m
$1,010
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
qui 9/3
7:25 pm-8:00 pm
2 stops17h 35m
Brindisi Papola Casale
qua 9/16
11:25 pm-12:40 pm
2 stops20h 15m
$1,068
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
qui 9/3
3:00 pm-4:10 pm
1 stop18h 10m
Brindisi Papola Casale
qua 9/16
7:10 pm-1:10 pm
1 stop25h 00m
$1,089
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
qui 9/3
6:00 pm-2:30 pm
2 stops37h 30m
Brindisi Papola Casale
qua 9/16
4:55 pm-12:40 pm
2 stops26h 45m
$1,100
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
dom 8/2
3:00 pm-4:10 pm
1 stop18h 10m
Brindisi Papola Casale
dom 8/9
6:20 am-1:10 pm
1 stop13h 50m
$1,149
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
dom 7/26
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
dom 8/9
6:20 am-1:10 pm
1 stop13h 50m
$1,150
Quickest round-trip
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
sex 9/4
2:20 pm-8:45 am
1 stop11h 25m
Brindisi Papola Casale
seg 9/14
9:30 am-3:55 pm
1 stop13h 25m
$1,196
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
dom 8/2
2:07 pm-2:30 pm
2 stops17h 23m
Brindisi Papola Casale
dom 8/9
3:15 pm-4:24 pm
2 stops32h 09m
$1,234
Cheapest one-way
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
sex 6/26
9:30 pm-2:55 pm
2 stops34h 25m
$591
Showing 1-10 of 11 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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Explore flights to Brindisi departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on junho 3, 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 junho 3, 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 junho 3, 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 junho 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |