$412+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
May 31 — Jun 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
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 May 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 May 1, 2026.
This TAP AIR PORTUGAL deal was found by Cheapflights users on 4/27. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:10 pm
ORD
- BDS
2 stops19h 50m
TAP AIR PORTUGAL
Wed 11/183:20 pm
BDS
- ORD
2 stops55h 10m
TAP AIR PORTUGAL
Deal found 4/27![TAP AIR PORTUGAL logo]()
$953
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:00 pm
ORD
- BDS
1 stop19h 05m
Multiple Airlines
Thu 8/66:20 am
BDS
- ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$960
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:00 pm
ORD
- BDS
1 stop14h 40m
Multiple Airlines
Thu 8/66:20 am
BDS
- ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$1,030
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/253:00 pm
ORD
- BDS
1 stop12h 55m
Multiple Airlines
Thu 8/66:20 am
BDS
- ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$1,035
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:45 pm
ORD
- BDS
1 stop13h 30m
Multiple Airlines
Sat 8/85:55 am
BDS
- ORD
2 stops36h 55m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$1,088
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Mon 6/152:00 pm
ORD
- BDS
2 stops20h 05m
Multiple Airlines
Mon 6/227:10 pm
BDS
- ORD
2 stops24h 45m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$1,125
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Thu 6/251:20 pm
ORD
- BDS
1 stop24h 25m
Multiple Airlines
Sat 7/46:20 am
BDS
- ORD
2 stops36h 30m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$1,138
This ITA Airways deal was found by Cheapflights users on 4/29. 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.
Mon 7/273:00 pm
ORD
- BDS
1 stop16h 30m
ITA Airways
Thu 8/66:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,146
This ITA Airways deal was found by Cheapflights users on 4/29. 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 7/263:00 pm
ORD
- BDS
2 stops34h 05m
ITA Airways
Thu 8/66:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,164
This oojo deal was found by Cheapflights users on 4/30. 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.
Sat 7/253:00 pm
ORD
- BDS
1 stop16h 30m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/30![ITA Airways logo]()
$1,176
This ITA Airways deal was found by Cheapflights users on 4/29. 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 7/263:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Mon 8/107:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,186
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 May 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 May 1, 2026.
This ITA Airways deal was found by Cheapflights users on 4/29. 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.
Mon 7/273:00 pm
ORD
- BDS
1 stop16h 30m
ITA Airways
Thu 8/66:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,146
This KLM deal was found by Cheapflights users on 4/28. 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.
Fri 8/72:07 pm
ORD
- BDS
2 stops17h 23m
KLM
Sun 8/166:20 am
BDS
- ORD
2 stops21h 04m
KLM
Deal found 4/28![KLM logo]()
$1,284
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Mon 6/1511:05 am
ORD
- BDS
3 stops23h 00m
Multiple Airlines
Mon 6/227:55 pm
BDS
- ORD
3 stops30h 52m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$1,348
This SWISS deal was found by Cheapflights users on 4/30. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:05 pm
ORD
- BDS
1 stop30h 40m
SWISS
Mon 6/227:55 pm
BDS
- ORD
1 stop27h 00m
SWISS
Deal found 4/30![SWISS logo]()
$1,411
This Turkish Airlines deal was found by Cheapflights users on 4/29. 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 6/411:25 am
ORD
- BDS
2 stops28h 35m
Turkish Airlines
Sun 6/146:20 am
BDS
- ORD
2 stops58h 20m
Turkish Airlines
Deal found 4/29![Turkish Airlines logo]()
$1,479
This ITA Airways deal was found by Cheapflights users on 4/29. 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 7/263:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Mon 8/107:10 pm
BDS
- ORD
1 stop25h 00m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,186
This ITA Airways deal was found by Cheapflights users on 4/29. 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.
Thu 7/233:00 pm
ORD
- BDS
1 stop12h 30m
ITA Airways
Sun 8/96:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/29![ITA Airways logo]()
$1,361
This Gotogate deal was found by Cheapflights users on 4/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/253:00 pm
ORD
- BDS
2 stops34h 05m
ITA Airways
Sun 8/95:25 pm
BDS
- ORD
2 stops50h 45m
ITA Airways
Deal found 4/30![ITA Airways logo]()
$1,409
This oojo deal was found by Cheapflights users on 4/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/193:00 pm
ORD
- BDS
1 stop25h 00m
ITA Airways
Sat 6/276:20 am
BDS
- ORD
1 stop13h 50m
ITA Airways
Deal found 4/27![ITA Airways logo]()
$1,514
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 May 1, 2026.
Search for one-way flight options from Chicago to Brindisi. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:25 pm
ORD
- BDS
2 stops19h 05m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2510:25 pm
ORD
- BDS
2 stops40h 05m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:25 pm
ORD
- BDS
3 stops28h 40m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:25 pm
ORD
- BDS
3 stops42h 30m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/197:25 pm
ORD
- BDS
3 stops32h 50m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:05 pm
ORD
- BDS
2 stops29h 55m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$465
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 May 1, 2026.
Round-trip from | $960 (Kiwi.com) |
|---|---|
One-way from | $412 (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 May 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
Mon 7/27
3:00 pm-2:30 pm
1 stop16h 30m
Brindisi Papola Casale
Thu 8/6
6:20 am-1:10 pm
1 stop13h 50m
$1,146
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 7/26
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
Mon 8/10
7:10 pm-1:10 pm
1 stop25h 00m
$1,186
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Fri 8/7
2:07 pm-2:30 pm
2 stops17h 23m
Brindisi Papola Casale
Sun 8/16
6:20 am-8:24 pm
2 stops21h 04m
$1,284
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Mon 6/15
11:05 am-5:05 pm
3 stops23h 00m
Brindisi Papola Casale
Mon 6/22
7:55 pm-7:47 pm
3 stops30h 52m
$1,348
Quickest round-trip
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Thu 7/23
3:00 pm-10:30 am
1 stop12h 30m
Brindisi Papola Casale
Sun 8/9
6:20 am-1:10 pm
1 stop13h 50m
$1,361
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sat 7/25
3:00 pm-8:05 am
2 stops34h 05m
Brindisi Papola Casale
Sun 8/9
5:25 pm-1:10 pm
2 stops50h 45m
$1,409
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Mon 6/15
7:05 pm-8:45 am
1 stop30h 40m
Brindisi Papola Casale
Mon 6/22
7:55 pm-3:55 pm
1 stop27h 00m
$1,411
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Thu 6/4
11:25 am-11:00 pm
2 stops28h 35m
Brindisi Papola Casale
Sun 6/14
6:20 am-9:40 am
2 stops58h 20m
$1,479
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Fri 6/19
3:00 pm-11:00 pm
1 stop25h 00m
Brindisi Papola Casale
Sat 6/27
6:20 am-1:10 pm
1 stop13h 50m
$1,514
Cheapest one-way
ChicagoBrindisi
ORD - BDS
ORDBDS
Chicago O'Hare Intl
Sun 7/26
7:25 pm-12:35 am
3 stops22h 10m
$422
Showing 1-10 of 15 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 May 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 May 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 May 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 May 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$608 | Average$993 | FlexibilityNo cancel fee | On-time81% |