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$402+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
May 9 — May 161
Sat 5/9
Sat 5/16
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 9, 2026.

This TAP AIR PORTUGAL deal was found by Cheapflights users on 4/7. 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 10/186:00 pm
ORD
-
BDS
2 stops22h 00m
TAP AIR PORTUGAL
Thu 10/223:15 pm
BDS
-
ORD
2 stops31h 45m
TAP AIR PORTUGAL
Deal found 4/7$909
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 8/23:45 pm
ORD
-
BDS
1 stop13h 30m
Multiple Airlines
Mon 10/269:40 am
BDS
-
ORD
2 stops36h 15m
Multiple Airlines
Deal found 4/4$925
This Gotogate deal was found by Cheapflights users on 4/9. 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.
Sun 9/138:10 pm
ORD
-
BDS
2 stops19h 50m
Multiple Airlines
Mon 9/213:15 pm
BDS
-
ORD
2 stops25h 25m
Multiple Airlines
Deal found 4/9$936
This Turkish Airlines deal was found by Cheapflights users on 4/6. 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 4/2311:25 am
ORD
-
BDS
2 stops24h 00m
Multiple Airlines
Sat 5/23:15 pm
BDS
-
ORD
2 stops25h 25m
Multiple Airlines
Deal found 4/6$982
This Mytrip deal was found by Cheapflights users on 4/7. 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.
Thu 5/712:59 pm
ORD
-
BDS
3 stops24h 46m
Multiple Airlines
Thu 5/147:30 am
BDS
-
ORD
3 stops47h 26m
Multiple Airlines
Deal found 4/7$997
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 9/73:45 pm
ORD
-
BDS
1 stop21h 00m
Multiple Airlines
Mon 9/216:00 pm
BDS
-
ORD
1 stop27h 25m
Multiple Airlines
Deal found 4/7$998
This Justfly.com deal was found by Cheapflights users on 4/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/711:25 am
ORD
-
BDS
2 stops20h 05m
Multiple Airlines
Sun 9/206:20 am
BDS
-
ORD
2 stops34h 20m
Multiple Airlines
Deal found 4/7$1,008
This Turkish Airlines deal was found by Cheapflights users on 4/6. 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 4/2311:25 am
ORD
-
BDS
2 stops24h 00m
Turkish Airlines
Sat 5/23:15 pm
BDS
-
ORD
2 stops49h 25m
Turkish Airlines
Deal found 4/6$1,013

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 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$925
(Kiwi.com)

One-way from

$402
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-Brindisi Papola Casale flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Brindisi Papola Casale flights.
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From Chicago (CHI) to Brindisi Papola Casale
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One-way flight from Chicago (CHI) to Brindisi Papola Casale
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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 9, 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

Thu 4/23

11:25 am-6:25 pm

2 stops24h 00m

Brindisi Papola Casale

Sat 5/2

3:15 pm-9:40 am

2 stops25h 25m

$982

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Mon 9/7

11:25 am-11:00 pm

2 stops52h 35m

Brindisi Papola Casale

Mon 9/21

11:15 am-9:40 am

2 stops29h 25m

$1,002

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 4/23

11:25 am-6:25 pm

2 stops24h 00m

Brindisi Papola Casale

Sat 5/2

3:15 pm-9:40 am

2 stops49h 25m

$1,013

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sun 8/2

3:45 pm-12:35 am

2 stops25h 50m

Brindisi Papola Casale

Mon 10/26

6:20 am-6:20 pm

3 stops18h 00m

$1,016

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 5/7

8:10 pm-2:30 pm

2 stops35h 20m

Brindisi Papola Casale

Thu 5/14

3:15 pm-9:40 am

2 stops25h 25m

$1,153

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Mon 9/7

10:43 am-7:45 pm

3 stops26h 02m

Brindisi Papola Casale

Sun 9/20

11:50 am-2:30 pm

2 stops33h 40m

$1,252
Quickest round-trip

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 9/22

10:50 am-10:30 am

2 stops16h 40m

Brindisi Papola Casale

Tue 10/6

6:20 am-8:12 pm

2 stops20h 52m

$1,378

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 7/24

9:00 pm-10:00 pm

1 stop18h 00m

Brindisi Papola Casale

Sat 8/1

10:50 pm-11:30 am

1 stop19h 40m

$1,380

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 6/4

11:25 am-2:30 pm

2 stops20h 05m

Brindisi Papola Casale

Sun 6/14

6:20 am-9:40 am

2 stops34h 20m

$1,412

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 6/4

8:10 pm-11:00 pm

2 stops43h 50m

Brindisi Papola Casale

Sun 6/14

6:20 am-9:40 am

2 stops34h 20m

$1,413

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 18 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Chicago-Brindisi flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Brindisi flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
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

What is the cheapest month to book a flight from Chicago to Brindisi?

Currently, March is the cheapest month in which you can book a flight from Chicago to Brindisi (average of $527). Flying from Chicago to Brindisi in June is currently the most expensive (average of $1,113). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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?

    Turkish Airlines can get you from Chicago to Brindisi in just under 24h. Your travel time can differ by up to . The distance between Chicago and Brindisi is about 5084 mi.

  • 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.

  • What is the cheapest month to book a flight from Chicago to Brindisi?

    Currently, March is the cheapest month in which you can book a flight from Chicago to Brindisi (average of $527). Flying from Chicago to Brindisi in June is currently the most expensive (average of $1,113). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Brindisi?

Book flights to Brindisi if you plan to visit one of these locations
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 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
ITA AirwaysCheapest$608Average$993FlexibilityNo cancel feeOn-time81%
SWISSCheapest$780Average$1,054FlexibilityNo cancel feeOn-time79%

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