$317+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Jul 31 — Aug 71
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
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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 July 1, 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 July 1, 2026.
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Tue 8/257:40 pm
BDS
- ORD
1 stop24h 30m
ITA Airways
Deal found 6/26![ITA Airways logo]()
$729
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/148:40 am
ORD
- BDS
2 stops29h 15m
Multiple Airlines
Fri 8/2112:35 pm
BDS
- ORD
3 stops33h 09m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$764
This oojo deal was found by Cheapflights users on 6/30. 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.
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 6/30![ITA Airways logo]()
$880
This oojo deal was found by Cheapflights users on 6/30. 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.
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 6/30![ITA Airways logo]()
$891
This oojo deal was found by Cheapflights users on 6/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/23:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/28![ITA Airways logo]()
$893
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 July 1, 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 July 1, 2026.
This ITA Airways deal was found by Cheapflights users on 6/27. 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 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 stop12h 30m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/27![ITA Airways logo]()
$897
This United Airlines deal was found by Cheapflights users on 6/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:50 pm
ORD
- BDS
1 stop11h 40m
United Airlines
Thu 10/156:20 am
BDS
- ORD
1 stop13h 50m
United Airlines
Deal found 6/30![United Airlines logo]()
$1,077
This Cheapflightsfares deal was found by Cheapflights users on 6/29. 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.
Fri 9/47:05 pm
ORD
- BDS
2 stops20h 55m
SWISS
Mon 9/147:55 pm
BDS
- ORD
1 stop23h 40m
SWISS
Deal found 6/29![SWISS logo]()
$1,357
This British Airways deal was found by Cheapflights users on 7/1. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/29:45 pm
ORD
- BDS
2 stops37h 05m
British Airways
Sun 8/98:35 pm
BDS
- ORD
2 stops27h 23m
British Airways
Deal found 7/1![British Airways logo]()
$1,442
This TAP AIR PORTUGAL deal was found by Cheapflights users on 6/30. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:00 pm
ORD
- BDS
2 stops22h 00m
TAP AIR PORTUGAL
Mon 9/144:55 pm
BDS
- ORD
2 stops54h 05m
TAP AIR PORTUGAL
Deal found 6/30![TAP AIR PORTUGAL logo]()
$1,506
This FlightHub deal was found by Cheapflights users on 6/30. 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.
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 6/30![ITA Airways logo]()
$934
This TAP AIR PORTUGAL deal was found by Cheapflights users on 7/1. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/26:00 pm
ORD
- BDS
2 stops22h 00m
Multiple Airlines
Sun 8/911:15 am
BDS
- ORD
3 stops28h 37m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$2,166
This ITA Airways deal was found by Cheapflights users on 6/29. 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.
Sun 10/113:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Thu 10/157:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 6/29![ITA Airways logo]()
$1,173
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:50 pm
ORD
- BDS
1 stop11h 40m
United Airlines
Thu 10/16:20 am
BDS
- ORD
2 stops39h 32m
United Airlines
Deal found 6/26![United Airlines logo]()
$1,598
Last-minute flights from Chicago to BrindisiDiscover last-minute flight deals from Chicago to Brindisi. Data last updated July 1, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Brindisi. Data last updated July 1, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 6/30. 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.
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 6/30![ITA Airways logo]()
$891
This oojo deal was found by Cheapflights users on 6/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/23:00 pm
ORD
- BDS
1 stop18h 10m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 6/28![ITA Airways logo]()
$893
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/148:40 am
ORD
- BDS
2 stops29h 15m
Multiple Airlines
Fri 8/2112:35 pm
BDS
- ORD
3 stops33h 09m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$764
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Tue 8/257:40 pm
BDS
- ORD
1 stop24h 30m
ITA Airways
Deal found 6/26![ITA Airways logo]()
$729
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:05 am
ORD
- BDS
2 stops24h 20m
Multiple Airlines
Tue 8/257:10 pm
BDS
- ORD
2 stops24h 45m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$896
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 July 1, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Mon 8/177:25 pm
ORD
- BDS
2 stops14h 40m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Tue 8/1810:25 pm
ORD
- BDS
3 stops40h 35m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Wed 8/197:25 pm
ORD
- BDS
2 stops14h 15m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$327
This Booking.com deal was found by Cheapflights users on 6/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:00 pm
ORD
- BDS
1 stop20h 25m
ITA Airways
Deal found 6/28![ITA Airways logo]()
$532
This ITA Airways deal was found by Cheapflights users on 6/28. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:00 pm
ORD
- BDS
1 stop20h 25m
ITA Airways
Deal found 6/28![ITA Airways logo]()
$553
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Mon 8/179:00 pm
ORD
- BDS
1 stop15h 45m
Aer Lingus
Deal found 6/28![Aer Lingus logo]()
$564
This Flightnetwork deal was found by Cheapflights users on 7/1. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:05 pm
ORD
- BDS
2 stops39h 05m
TAP AIR PORTUGAL
Deal found 7/1![TAP AIR PORTUGAL logo]()
$586
This British Airways deal was found by Cheapflights users on 7/1. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/159:15 pm
ORD
- BDS
1 stop15h 35m
British Airways
Deal found 7/1![British Airways logo]()
$614
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 July 1, 2026.
Round-trip from | $729 (lol.travel) |
|---|---|
One-way from | $317 (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 July 1, 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-10:30 am
1 stop12h 30m
Brindisi Papola Casale
Sun 8/9
6:20 am-1:10 pm
1 stop13h 50m
$897
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
$934
Quickest round-trip
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 10/11
3:50 pm-10:30 am
1 stop11h 40m
Brindisi Papola Casale
Thu 10/15
6:20 am-1:10 pm
1 stop13h 50m
$1,077
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 10/11
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
Thu 10/15
7:10 pm-1:10 pm
1 stop25h 00m
$1,173
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Fri 9/4
7:05 pm-11:00 pm
2 stops20h 55m
Brindisi Papola Casale
Mon 9/14
7:55 pm-12:35 pm
1 stop23h 40m
$1,357
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 8/2
9:45 pm-5:50 pm
2 stops37h 05m
Brindisi Papola Casale
Sun 8/9
8:35 pm-4:58 pm
2 stops27h 23m
$1,442
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Fri 9/4
6:00 pm-11:00 pm
2 stops22h 00m
Brindisi Papola Casale
Mon 9/14
4:55 pm-4:00 pm
2 stops54h 05m
$1,506
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Mon 9/28
3:50 pm-10:30 am
1 stop11h 40m
Brindisi Papola Casale
Thu 10/1
6:20 am-2:52 pm
2 stops39h 32m
$1,598
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 8/2
6:00 pm-11:00 pm
2 stops22h 00m
Brindisi Papola Casale
Sun 8/9
11:15 am-8:52 am
3 stops28h 37m
$2,166
Cheapest one-way
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Tue 8/18
10:25 pm-10:00 pm
3 stops40h 35m
$326
Showing 1-10 of 12 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 July 1, 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 July 1, 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 July 1, 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 July 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |