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$399+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
May 18 — May 251
Mon 5/18
Mon 5/25
1 adult, Economy
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Cheap flight deals from Chicago to Brindisi

Cheapest flights from Chicago to Brindisi
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 April 18, 2026.

This TAP AIR PORTUGAL deal was found by Cheapflights users on 4/13. 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 11/158:15 pm
ORD
-
BDS
2 stops19h 45m
TAP AIR PORTUGAL
Wed 11/183:20 pm
BDS
-
ORD
2 stops55h 10m
TAP AIR PORTUGAL
Deal found 4/13$953
This FlightHub deal was found by Cheapflights users on 4/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:10 pm
ORD
-
BDS
2 stops35h 20m
Multiple Airlines
Wed 9/163:15 pm
BDS
-
ORD
2 stops25h 25m
Multiple Airlines
Deal found 4/15$982
This Turkish Airlines deal was found by Cheapflights users on 4/15. 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 4/238:10 pm
ORD
-
BDS
2 stops35h 20m
Turkish Airlines
Sat 5/23:15 pm
BDS
-
ORD
2 stops49h 25m
Turkish Airlines
Deal found 4/15$1,079
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/123:40 pm
ORD
-
BDS
3 stops33h 25m
Multiple Airlines
Tue 5/193:15 pm
BDS
-
ORD
3 stops30h 38m
Multiple Airlines
Deal found 4/14$1,082
This Cheapflightsfares deal was found by Cheapflights users on 4/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:05 pm
ORD
-
BDS
1 stop17h 00m
SWISS
Wed 9/169:30 am
BDS
-
ORD
1 stop13h 25m
SWISS
Deal found 4/15$1,086
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:45 pm
ORD
-
BDS
3 stops33h 20m
Multiple Airlines
Sat 5/97:10 pm
BDS
-
ORD
3 stops27h 50m
Multiple Airlines
Deal found 4/14$1,120
This oojo deal was found by Cheapflights users on 4/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:00 pm
ORD
-
BDS
2 stops18h 20m
ITA Airways
Wed 9/167:10 pm
BDS
-
ORD
1 stop25h 00m
ITA Airways
Deal found 4/15$1,183
This KLM deal was found by Cheapflights users on 4/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:00 pm
ORD
-
BDS
2 stops17h 30m
KLM
Tue 5/196:20 am
BDS
-
ORD
2 stops21h 06m
KLM
Deal found 4/14$1,186

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 April 18, 2026.

Round-trip from

$982
(FlightHub)

One-way from

$399
(Kiwi.com)
From Chicago (CHI) to Brindisi Papola Casale
Search Deals
One-way flight from Chicago (CHI) to Brindisi Papola Casale
Search Deals

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 April 18, 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

Price

Cheapest round-trip

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 9/1

3:00 pm-4:20 pm

2 stops18h 20m

Brindisi Papola Casale

Wed 9/16

7:10 pm-1:10 pm

1 stop25h 00m

$1,183

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 5/12

2:00 pm-2:30 pm

2 stops17h 30m

Brindisi Papola Casale

Tue 5/19

6:20 am-8:26 pm

2 stops21h 06m

$1,186

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 9/1

8:45 am-3:15 pm

3 stops23h 30m

Brindisi Papola Casale

Wed 9/16

7:10 pm-3:10 pm

3 stops27h 00m

$1,265

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 6/4

8:10 pm-11:00 pm

2 stops19h 50m

Brindisi Papola Casale

Sun 6/14

6:20 am-9:40 am

2 stops34h 20m

$1,279

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 5/28

8:45 am-12:40 pm

2 stops20h 55m

Brindisi Papola Casale

Thu 6/4

5:05 pm-7:25 pm

3 stops33h 20m

$1,299

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 5/29

8:10 pm-11:00 pm

2 stops19h 50m

Brindisi Papola Casale

Fri 6/5

6:20 am-9:40 am

2 stops34h 20m

$1,399

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 5/28

3:00 pm-6:25 pm

1 stop20h 25m

Brindisi Papola Casale

Thu 6/4

6:20 am-1:10 pm

1 stop13h 50m

$1,440
Quickest round-trip

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 6/19

3:00 pm-2:30 pm

1 stop16h 30m

Brindisi Papola Casale

Sat 6/27

6:20 am-1:10 pm

1 stop13h 50m

$1,501

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 6/12

8:10 pm-11:00 pm

2 stops43h 50m

Brindisi Papola Casale

Sat 6/27

6:20 am-9:40 am

2 stops58h 20m

$1,514
Cheapest one-way
Quickest one-way

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 10/7

7:25 pm-11:00 pm

3 stops20h 35m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Sorted 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.
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
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.

  • What airport do you fly into for flights to Brindisi from Chicago?

    Brindisi Papola Casale (BDS) is the airport you will fly into if you book a flight from Chicago to Brindisi. You should not have trouble finding flights to Papola Casale from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Brindisi airport from Chicago. It is only a 1.9 mi journey from Papola Casale (BDS) to Brindisi’s city center.

  • How long is the flight from Chicago to Brindisi?

    ITA Airways, KLM, and Turkish Airlines can get you from Chicago to Brindisi in just under 17h 30m. Your travel time can differ by up to 2h 20m. The distance between Chicago and Brindisi is about 5084 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Brindisi round-trip?

    ITA Airways, at $608, was found to be the cheapest airline from Chicago to Brindisi. An alternate airline flying to your destination would be SWISS.

  • Can I find deals for flights from Chicago to Brindisi that include hotel bookings?

    Yes. In addition to deals on Chicago to Brindisi flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Brindisi?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Brindisi.

  • Can I find deals for business class flights from Chicago to Brindisi?

    Yes. Cheapflights offers flight deals from Chicago to Brindisi by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Brindisi?

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Gallipoli

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Alternative routes for Chicago to Brindisi

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Bari flights

Top 2 airlines flying from Chicago to Brindisi

Discover the top 2 airlines 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 April 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
ITA AirwaysCheapest$608Average$993FlexibilityNo cancel feeOn-time81%
SWISSCheapest$780Average$1,253FlexibilityNo cancel feeOn-time79%

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