$455+ Cheap flights from Chicago (CHI) to Brindisi (BDS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Nov 30 — Dec 71
Round-trip
1 adult, Economy
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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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
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 October 31, 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 October 31, 2026.
This KLM deal was found by Cheapflights users on 10/27. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:39 am -
2 stops19h 56m
Fri 12/186:20 am -
2 stops16h 57m
Deal found 10/27![KLM logo]()
$995
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/118:10 pm -
3 stops19h 50m
Fri 12/185:10 pm -
2 stops30h 40m
Deal found 10/27![Multiple Airlines logo]()
$1,034
This KLM deal was found by Cheapflights users on 10/28. 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.
Sat 12/122:41 pm -
2 stops16h 54m
Sat 12/196:20 am -
2 stops17h 40m
Deal found 10/28![KLM logo]()
$1,037
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/121:55 pm -
3 stops26h 05m
Sat 12/193:20 pm -
3 stops35h 32m
Deal found 10/28![Multiple Airlines logo]()
$1,204
This SmartFares deal was found by Cheapflights users on 10/28. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:50 pm -
1 stop12h 55m
Sat 12/196:30 pm -
1 stop28h 45m
Deal found 10/28![SWISS logo]()
$1,244
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 October 31, 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 October 31, 2026.
This Turkish Airlines deal was found by Cheapflights users on 10/29. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/811:20 am -
2 stops44h 10m
Sun 4/116:20 am -
2 stops42h 50m
Deal found 10/29![Turkish Airlines logo]()
$954
This KLM deal was found by Cheapflights users on 10/27. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:39 am -
2 stops19h 56m
Fri 12/186:20 am -
2 stops16h 57m
Deal found 10/27![KLM logo]()
$995
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/118:10 pm -
3 stops19h 50m
Fri 12/183:20 pm -
3 stops32h 30m
Deal found 10/27![Multiple Airlines logo]()
$1,125
This KLM deal was found by Cheapflights users on 10/28. 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.
Sat 12/122:41 pm -
2 stops16h 54m
Sat 12/196:20 am -
2 stops17h 40m
Deal found 10/28![KLM logo]()
$1,037
This Turkish Airlines deal was found by Cheapflights users on 10/25. 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.
Mon 3/111:45 am -
2 stops28h 15m
Thu 3/46:20 am -
2 stops34h 40m
Deal found 10/25![Turkish Airlines logo]()
$1,235
This TAP AIR PORTUGAL deal was found by Cheapflights users on 10/30. 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.
Thu 4/811:00 am -
3 stops20h 30m
Sun 4/116:20 am -
3 stops32h 11m
Deal found 10/30![TAP AIR PORTUGAL logo]()
$2,479
This Gurufare deal was found by Cheapflights users on 10/28. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/124:20 pm -
2 stops15h 25m
Sat 12/196:30 pm -
1 stop28h 45m
Deal found 10/28![Multiple Airlines logo]()
$1,320
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 October 31, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:05 pm -
3 stops52h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$455
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Sat 11/76:50 pm -
1 stop12h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![SWISS logo]()
$1,058
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 October 31, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $934 (oojo) |
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 7,457,451 searches. Data last updated October 31, 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 Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sat 11/7
8:05 pm-7:30 am
3 stops52h 25m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$455
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Thu 4/8
11:20 am-2:30 pm
2 stops44h 10m
Brindisi Papola Casale
Sun 4/11
6:20 am-6:10 pm
2 stops42h 50m
$954
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Fri 12/11
11:39 am-2:35 pm
2 stops19h 56m
Brindisi Papola Casale
Fri 12/18
6:20 am-4:17 pm
2 stops16h 57m
$995
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sat 12/12
2:41 pm-2:35 pm
2 stops16h 54m
Brindisi Papola Casale
Sat 12/19
6:20 am-5:00 pm
2 stops17h 40m
$1,037
Quickest round-trip
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sat 11/7
6:50 pm-2:45 pm
1 stop12h 55m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$1,058
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Fri 12/11
8:10 pm-11:00 pm
3 stops19h 50m
Brindisi Papola Casale
Fri 12/18
3:20 pm-4:50 pm
3 stops32h 30m
$1,125
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Mon 3/1
11:45 am-11:00 pm
2 stops28h 15m
Brindisi Papola Casale
Thu 3/4
6:20 am-10:00 am
2 stops34h 40m
$1,235
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sat 12/12
4:20 pm-2:45 pm
2 stops15h 25m
Brindisi Papola Casale
Sat 12/19
6:30 pm-4:15 pm
1 stop28h 45m
$1,320
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Thu 4/8
11:00 am-2:30 pm
3 stops20h 30m
Brindisi Papola Casale
Sun 4/11
6:20 am-7:31 am
3 stops32h 11m
$2,479
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Chicago-Brindisi flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Brindisi flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago-Brindisi flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Brindisi flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Brindisi flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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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Chicago and Brindisi flights
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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 7,457,451 searches. Data last updated October 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |