$907+ 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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Nov 18 — Nov 251
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
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
Last-minute
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 19, 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 19, 2026.
This Flysmarter deal was found by Cheapflights users on 10/17. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:47 pm -
2 stops15h 48m
Tue 12/86:20 am -
2 stops16h 57m
Deal found 10/17![KLM logo]()
$907
This SWISS deal was found by Cheapflights users on 10/15. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:50 pm -
1 stop12h 55m
Fri 11/208:00 pm -
1 stop27h 15m
Deal found 10/15![SWISS logo]()
$985
This Booking.com deal was found by Cheapflights users on 10/15. 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.
Thu 10/228:10 pm -
2 stops20h 05m
Mon 11/21:15 pm -
2 stops28h 45m
Deal found 10/15![Multiple Airlines logo]()
$993
This Mytrip deal was found by Cheapflights users on 10/17. 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.
Tue 12/17:10 pm -
3 stops29h 50m
Tue 12/83:20 pm -
3 stops32h 35m
Deal found 10/17![Multiple Airlines logo]()
$998
This Booking.com deal was found by Cheapflights users on 10/15. 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.
Thu 10/226:00 pm -
2 stops22h 15m
Sun 11/112:20 pm -
2 stops29h 40m
Deal found 10/15![Multiple Airlines logo]()
$1,145
This Gotogate deal was found by Cheapflights users on 10/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:45 am -
2 stops28h 15m
Fri 11/203:20 pm -
2 stops25h 40m
Deal found 10/15![Turkish Airlines logo]()
$1,161
This Orbitz deal was found by Cheapflights users on 10/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:20 pm -
1 stop16h 40m
Sun 11/13:35 pm -
1 stop31h 40m
Deal found 10/19![SWISS logo]()
$1,216
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 19, 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 19, 2026.
This Turkish Airlines deal was found by Cheapflights users on 10/19. 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 10/19![Multiple Airlines logo]()
$944
This Turkish Airlines deal was found by Cheapflights users on 10/14. 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 3/18:15 pm -
2 stops35h 20m
Thu 3/46:20 am -
2 stops34h 40m
Deal found 10/14![Turkish Airlines logo]()
$975
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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.
Thu 4/810:30 pm -
2 stops28h 45m
Sun 4/1110:55 am -
1 stop14h 20m
Deal found 10/19![Lufthansa logo]()
$1,117
This SWISS deal was found by Cheapflights users on 10/15. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:50 pm -
2 stops21h 10m
Fri 11/208:00 pm -
1 stop27h 15m
Deal found 10/15![SWISS logo]()
$1,242
This Mytrip deal was found by Cheapflights users on 10/17. 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.
Tue 12/17:10 pm -
3 stops29h 50m
Tue 12/83:20 pm -
3 stops32h 35m
Deal found 10/17![Multiple Airlines logo]()
$998
This Gotogate deal was found by Cheapflights users on 10/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:45 am -
2 stops28h 15m
Fri 11/203:20 pm -
2 stops25h 40m
Deal found 10/15![Turkish Airlines logo]()
$1,161
Last-minute flights from Chicago to BrindisiDiscover last-minute flight deals from Chicago to Brindisi. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Brindisi. Data last updated October 19, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 10/15. 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.
Thu 10/228:10 pm -
2 stops20h 05m
Mon 11/21:15 pm -
2 stops28h 45m
Deal found 10/15![Multiple Airlines logo]()
$993
This Booking.com deal was found by Cheapflights users on 10/15. 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.
Thu 10/226:00 pm -
2 stops22h 15m
Sun 11/112:20 pm -
2 stops29h 40m
Deal found 10/15![Multiple Airlines logo]()
$1,145
This Orbitz deal was found by Cheapflights users on 10/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:20 pm -
1 stop16h 40m
Sun 11/13:35 pm -
1 stop31h 40m
Deal found 10/19![SWISS logo]()
$1,216
This Turkish Airlines deal was found by Cheapflights users on 10/15. 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 10/15![Turkish Airlines logo]()
$1,248
This SWISS deal was found by Cheapflights users on 10/15. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:50 pm -
1 stop12h 55m
Fri 11/208:00 pm -
1 stop27h 15m
Deal found 10/15![SWISS logo]()
$985
This Gotogate deal was found by Cheapflights users on 10/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:45 am -
2 stops28h 15m
Fri 11/203:20 pm -
2 stops25h 40m
Deal found 10/15![Turkish Airlines logo]()
$1,161
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 19, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $907 (Flysmarter) |
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 19, 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
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
Mon 3/1
8:15 pm-2:35 pm
2 stops35h 20m
Brindisi Papola Casale
Thu 3/4
6:20 am-10:00 am
2 stops34h 40m
$975
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Tue 12/1
7:10 pm-8:00 am
3 stops29h 50m
Brindisi Papola Casale
Tue 12/8
3:20 pm-4:55 pm
3 stops32h 35m
$998
Quickest round-trip
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Thu 4/8
10:30 pm-10:15 am
2 stops28h 45m
Brindisi Papola Casale
Sun 4/11
10:55 am-6:15 pm
1 stop14h 20m
$1,117
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sat 11/14
11:45 am-11:00 pm
2 stops28h 15m
Brindisi Papola Casale
Fri 11/20
3:20 pm-10:00 am
2 stops25h 40m
$1,161
ChicagoBrindisi
ORD Chicago O'Hare Intl - BDS Brindisi Papola Casale
ORDBDS
Chicago O'Hare Intl
Sat 11/14
6:50 pm-11:00 pm
2 stops21h 10m
Brindisi Papola Casale
Fri 11/20
8:00 pm-4:15 pm
1 stop27h 15m
$1,242
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Brindisi flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
Alternative routes for Chicago to Brindisi
See prices for flight routes from nearby airports that may be better suited for you.
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 October 19, 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 October 19, 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 October 19, 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 7,457,451 searches. Data last updated October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |