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$298+ 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This KLM deal was found by Cheapflights users on 1/27. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:12 pm
ORD
-
BDS
2 stops17h 23m
KLM
Wed 3/46:10 am
BDS
-
ORD
2 stops22h 47m
KLM
Deal found 1/27$714
This oojo deal was found by Cheapflights users on 1/27. 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.
Sun 9/138:55 am
ORD
-
BDS
2 stops18h 35m
ITA Airways
Wed 9/236:20 am
BDS
-
ORD
1 stop13h 50m
ITA Airways
Deal found 1/27$786
This FlightHub deal was found by Cheapflights users on 1/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/134:05 pm
ORD
-
BDS
1 stop13h 05m
Multiple Airlines
Wed 9/239:30 am
BDS
-
ORD
1 stop13h 25m
Multiple Airlines
Deal found 1/27$882
This Ovago deal was found by Cheapflights users on 1/27. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:45 pm
ORD
-
BDS
1 stop24h 15m
Multiple Airlines
Wed 3/49:20 pm
BDS
-
ORD
2 stops20h 50m
Multiple Airlines
Deal found 1/27$894
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1312:50 pm
ORD
-
BDS
2 stops27h 20m
Multiple Airlines
Fri 3/2012:20 pm
BDS
-
ORD
2 stops28h 45m
Multiple Airlines
Deal found 1/27$1,064
This Turkish Airlines deal was found by Cheapflights users on 1/26. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/411:50 am
ORD
-
BDS
2 stops19h 45m
Turkish Airlines
Sun 2/86:10 am
BDS
-
ORD
2 stops34h 55m
Turkish Airlines
Deal found 1/26$1,068
This Justfly.com deal was found by Cheapflights users on 1/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:45 pm
ORD
-
BDS
1 stop24h 15m
Lufthansa
Wed 3/43:20 pm
BDS
-
ORD
1 stop28h 50m
Lufthansa
Deal found 1/27$1,100
This FlightHub deal was found by Cheapflights users on 1/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:00 pm
ORD
-
BDS
2 stops46h 00m
TAP AIR PORTUGAL
Sat 6/273:15 pm
BDS
-
ORD
2 stops31h 45m
TAP AIR PORTUGAL
Deal found 1/27$1,163

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$714
(KLM)

One-way from

$298
(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 January 29, 2026.
Use the filters below to find and compare flights from Chicago to Brindisi that are best for you.

Fly from

Chicago

Fly to

Brindisi

Route

Depart

Return

Price

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 2/25

2:12 pm-2:35 pm

2 stops17h 23m

Brindisi Papola Casale

Wed 3/4

6:10 am-9:57 pm

2 stops22h 47m

$714

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 2/25

3:45 pm-11:00 pm

1 stop24h 15m

Brindisi Papola Casale

Wed 3/4

9:20 pm-11:10 am

2 stops20h 50m

$894

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 3/13

12:50 pm-10:10 pm

2 stops27h 20m

Brindisi Papola Casale

Fri 3/20

12:20 pm-11:05 am

2 stops28h 45m

$1,064

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 2/25

3:45 pm-11:00 pm

1 stop24h 15m

Brindisi Papola Casale

Wed 3/4

3:20 pm-1:10 pm

1 stop28h 50m

$1,100

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 6/19

6:00 pm-11:00 pm

2 stops46h 00m

Brindisi Papola Casale

Sat 6/27

3:15 pm-4:00 pm

2 stops31h 45m

$1,163

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 6/9

9:15 am-10:30 am

2 stops18h 15m

Brindisi Papola Casale

Mon 6/22

11:15 am-1:10 pm

1 stop32h 55m

$1,174

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 6/12

6:00 pm-11:00 pm

2 stops46h 00m

Brindisi Papola Casale

Sat 6/27

6:20 am-4:00 pm

2 stops40h 40m

$1,176

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 6/12

8:10 pm-10:30 am

2 stops31h 20m

Brindisi Papola Casale

Sat 6/27

3:15 pm-9:40 am

2 stops49h 25m

$1,205

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 6/12

3:00 pm-10:35 am

2 stops36h 35m

Brindisi Papola Casale

Sat 6/27

6:20 am-1:10 pm

1 stop13h 50m

$1,212

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 4/3

10:25 pm-7:40 am

3 stops50h 15m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

  • 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 $548). Flying from Chicago to Brindisi in June is currently the most expensive (average of $1,125). 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.

Reviews of airlines servicing Brindisi

Get insights into the airlines that provide service to Brindisi. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Brindisi. Reviews last updated January 29, 2026.
Read reviews from past customers who have flown SWISS from Chicago to Brindisi. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
SWISS
7.6
Good
1,864 reviews

Boarding

7.7

Food

7.1

Overall

7.6

Crew

8.3

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Henriette,Dec 2025

ZRH - JNB

The flight was good but again my luggage was delayed. The 2nd time now. I know it us at the airlines fault but maybe there have to be more control on which luggage on on which plane. Especially if a flight has been delayed.
SWISS
7.6
Good
1,864 reviews
SWISS
7.6
Good
1,864 reviews

Boarding

7.7

Food

7.1

Overall

7.6

Crew

8.3

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Henriette,Dec 2025

ZRH - JNB

The flight was good but again my luggage was delayed. The 2nd time now. I know it us at the airlines fault but maybe there have to be more control on which luggage on on which plane. Especially if a flight has been delayed.

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?

    KLM and Lufthansa can get you from Chicago to Brindisi in just under 17h 23m. Your travel time can differ by up to 6h 52m. 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 $726, 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 $548). Flying from Chicago to Brindisi in June is currently the most expensive (average of $1,125). 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?

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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
Midway to Bari flights
O'Hare Intl to Brindisi 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
ITA AirwaysCheapest$726Average$993FlexibilityNo cancel feeOn-time81%
SWISSCheapest$985Average$1,246FlexibilityNo cancel feeOn-time79%

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