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$954+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
May 23 — May 301
Sat 5/23
Sat 5/30
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 23, 2026.

This TAP AIR PORTUGAL deal was found by Cheapflights users on 4/19. 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 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 stops43h 50m
TAP AIR PORTUGAL
Wed 11/183:20 pm
BDS
-
ORD
2 stops55h 10m
TAP AIR PORTUGAL
Deal found 4/19$954
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
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 4/22$1,103
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 7/54:55 pm
ORD
-
BDS
1 stop24h 40m
Multiple Airlines
Fri 7/3111:00 pm
BDS
-
ORD
2 stops43h 50m
Multiple Airlines
Deal found 4/21$1,106
This Mytrip deal was found by Cheapflights users on 4/18. 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 6/29:55 am
ORD
-
BDS
3 stops24h 30m
Multiple Airlines
Tue 6/92:20 pm
BDS
-
ORD
2 stops34h 55m
Multiple Airlines
Deal found 4/18$1,131
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sun 7/267:25 pm
ORD
-
BDS
2 stops19h 05m
Multiple Airlines
Sun 8/96:20 am
BDS
-
ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/22$1,159
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 7/279:00 pm
ORD
-
BDS
1 stop15h 45m
Multiple Airlines
Sat 8/88:50 am
BDS
-
ORD
2 stops34h 00m
Multiple Airlines
Deal found 4/22$1,170
This Cheapflightsfares deal was found by Cheapflights users on 4/18. 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 8/72:20 pm
ORD
-
BDS
1 stop11h 25m
SWISS
Sun 8/169:45 am
BDS
-
ORD
1 stop13h 10m
SWISS
Deal found 4/18$1,172
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sun 7/267:05 pm
ORD
-
BDS
1 stop17h 00m
SWISS
Sat 8/88:20 pm
BDS
-
ORD
1 stop23h 15m
SWISS
Deal found 4/22$1,176
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sun 7/267:25 pm
ORD
-
BDS
2 stops19h 05m
Multiple Airlines
Thu 8/66:20 am
BDS
-
ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/22$1,187
This KAYAK deal was found by Cheapflights users on 4/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/272:20 pm
ORD
-
BDS
1 stop11h 25m
SWISS
Sat 8/88:20 pm
BDS
-
ORD
1 stop23h 15m
SWISS
Deal found 4/22$1,204

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 23, 2026.

Round-trip from

$1,103
(Kiwi.com)
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 23, 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

Sun 7/5

4:55 pm-12:35 am

1 stop24h 40m

Brindisi Papola Casale

Fri 7/31

11:00 pm-11:50 am

2 stops43h 50m

$1,106

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 6/2

9:55 am-5:25 pm

3 stops24h 30m

Brindisi Papola Casale

Tue 6/9

2:20 pm-6:15 pm

2 stops34h 55m

$1,131

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 10/1

2:20 pm-2:00 pm

1 stop16h 40m

Brindisi Papola Casale

Sun 11/1

3:30 pm-4:20 pm

1 stop31h 50m

$1,276

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 8/7

8:10 pm-6:25 pm

2 stops39h 15m

Brindisi Papola Casale

Sun 8/16

11:15 am-9:40 am

2 stops29h 25m

$1,279

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-11:57 pm

2 stops24h 37m

$1,284
Quickest round-trip

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Mon 7/27

3:00 pm-10:30 am

1 stop12h 30m

Brindisi Papola Casale

Thu 8/6

6:20 am-1:10 pm

1 stop13h 50m

$1,300

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Mon 7/27

3:00 pm-8:05 am

2 stops34h 05m

Brindisi Papola Casale

Mon 8/10

7:10 pm-1:10 pm

1 stop25h 00m

$1,317

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 7/23

3:00 pm-6:25 pm

1 stop20h 25m

Brindisi Papola Casale

Thu 8/6

6:20 am-1:10 pm

1 stop13h 50m

$1,350

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 6/4

11:25 am-11:00 pm

2 stops52h 35m

Brindisi Papola Casale

Sun 6/14

6:20 am-9:40 am

2 stops34h 20m

$1,364

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sat 7/25

3:00 pm-8:05 am

2 stops34h 05m

Brindisi Papola Casale

Thu 8/6

6:20 am-1:10 pm

1 stop13h 50m

$1,367

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 11 resultsSorted by cheapest first
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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 1 airline has 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?

    SWISS, KLM, and ITA Airways can get you from Chicago to Brindisi in just under 16h 40m. Your travel time can differ by up to 3h 45m. 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 is the cheapest airline to fly from Chicago to Brindisi round-trip?

    ITA Airways, at $608, was found to be the cheapest airline from Chicago to Brindisi..

  • 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

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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 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 April 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
ITA AirwaysCheapest$608Average$993FlexibilityNo cancel feeOn-time81%

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