$409+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Nov 25 — Dec 21
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 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 October 26, 2026.
This Mytrip deal was found by Cheapflights users on 10/23. 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.
Mon 12/711:45 am -
3 stops28h 15m
Mon 12/142:25 pm -
2 stops26h 35m
Deal found 10/23![Multiple Airlines logo]()
$880
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:30 pm -
2 stops21h 30m
Wed 12/166:20 am -
2 stops18h 00m
Deal found 10/25![Multiple Airlines logo]()
$887
This FlightHub deal was found by Cheapflights users on 10/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:05 pm -
1 stop11h 35m
Sun 11/13:35 pm -
1 stop31h 40m
Deal found 10/22![Multiple Airlines logo]()
$1,219
This KAYAK deal was found by Cheapflights users on 10/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:50 pm -
2 stops33h 55m
Sat 12/126:20 am -
2 stops16h 55m
Deal found 10/23![SWISS logo]()
$1,248
This Turkish Airlines deal was found by Cheapflights users on 10/22. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:10 pm -
2 stops35h 20m
Sun 11/13:20 pm -
2 stops50h 40m
Deal found 10/22![Turkish Airlines logo]()
$1,393
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 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 October 26, 2026.
This Mytrip deal was found by Cheapflights users on 10/23. 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.
Mon 12/711:45 am -
3 stops28h 15m
Mon 12/146:20 am -
3 stops34h 40m
Deal found 10/23![Multiple Airlines logo]()
$916
This oojo deal was found by Cheapflights users on 10/24. 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.
Mon 1/1111:45 am -
2 stops19h 50m
Mon 1/253:20 pm -
2 stops34h 00m
Deal found 10/24![Turkish Airlines logo]()
$959
This Turkish Airlines deal was found by Cheapflights users on 10/22. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/88:05 pm -
2 stops19h 55m
Sun 4/116:20 am -
2 stops34h 15m
Deal found 10/22![Multiple Airlines logo]()
$944
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/911:45 am -
2 stops27h 50m
Wed 12/166:20 am -
3 stops34h 40m
Deal found 10/25![Multiple Airlines logo]()
$958
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 Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/111:55 pm -
3 stops26h 05m
Mon 1/253:20 pm -
2 stops55h 10m
Deal found 10/24![Multiple Airlines logo]()
$1,095
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 26, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/68:10 pm -
2 stops32h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$409
This Cheapflightsfares deal was found by Cheapflights users on 10/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:50 pm -
1 stop12h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![SWISS logo]()
$687
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 26, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $880 (Mytrip) |
One-way from | $409 (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 7,457,451 searches. Data last updated October 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
Quickest round-trip
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Fri 11/6
8:10 pm-11:10 am
2 stops32h 00m
Brindisi Papola Casale
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$409
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Mon 12/7
11:45 am-11:00 pm
3 stops28h 15m
Brindisi Papola Casale
Mon 12/14
6:20 am-10:00 am
3 stops34h 40m
$916
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Thu 4/8
8:05 pm-11:00 pm
2 stops19h 55m
Brindisi Papola Casale
Sun 4/11
6:20 am-9:35 am
2 stops34h 15m
$944
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Wed 12/9
11:45 am-10:35 pm
2 stops27h 50m
Brindisi Papola Casale
Wed 12/16
6:20 am-10:00 am
3 stops34h 40m
$958
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Mon 1/11
11:45 am-2:35 pm
2 stops19h 50m
Brindisi Papola Casale
Mon 1/25
3:20 pm-6:20 pm
2 stops34h 00m
$959
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Mon 1/11
1:55 pm-11:00 pm
3 stops26h 05m
Brindisi Papola Casale
Mon 1/25
3:20 pm-3:30 pm
2 stops55h 10m
$1,095
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
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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Complete your trip
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Chicago and Brindisi flights
Browse other Chicago and Brindisi flight options. Last updated on October 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 October 26, 2026.
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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 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |