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$283+ 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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDS
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
1 adult, Economy
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Cheap 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 septiembre 16, 2025.

Round-trip from

$675
(lol.travel)

One-way from

$283
(Kiwi.com)
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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Find 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 septiembre 16, 2025.

This lol.travel deal was found by Cheapflights users on 9/15. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/167:05 pmORD - BDS
1 stop11h 55mSWISS
mar. 10/219:35 amBDS - ORD
1 stop13h 20mSWISS
Deal found 9/15$675
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/169:40 pmORD - BDS
2 stops18h 05mMultiple Airlines
mar. 10/217:35 amBDS - ORD
2 stops19h 20mMultiple Airlines
Deal found 9/15$786
This Mytrip deal was found by Cheapflights users on 9/14. 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.
sáb. 10/116:15 pmORD - BDS
2 stops19h 40mMultiple Airlines
sáb. 10/2510:55 pmBDS - ORD
2 stops23h 50mMultiple Airlines
Deal found 9/14$856
This Ovago deal was found by Cheapflights users on 9/14. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/113:45 pmORD - BDS
1 stop20h 15mSWISS
sáb. 10/258:25 pmBDS - ORD
1 stop27h 55mSWISS
Deal found 9/14$997
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/303:45 pmORD - BDS
1 stop11h 40mUnited Airlines
vie. 10/36:20 amBDS - ORD
1 stop13h 55mUnited Airlines
Deal found 9/16$2,228

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 septiembre 16, 2025.
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

jue. 10/16

7:05 pm-2:00 pm

1 stop11h 55m

Brindisi Papola Casale

mar. 10/21

9:35 am-3:55 pm

1 stop13h 20m

$675

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

dom. 3/1

8:25 pm-11:00 pm

2 stops19h 35m

Brindisi Papola Casale

jue. 3/5

6:10 am-3:15 pm

2 stops40h 05m

$737

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

jue. 10/16

9:40 pm-10:45 pm

2 stops18h 05m

Brindisi Papola Casale

mar. 10/21

7:35 am-7:55 pm

2 stops19h 20m

$786

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

sáb. 10/11

6:15 pm-8:55 pm

2 stops19h 40m

Brindisi Papola Casale

sáb. 10/25

10:55 pm-3:45 pm

2 stops23h 50m

$856

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

sáb. 10/11

3:45 pm-7:00 pm

1 stop20h 15m

Brindisi Papola Casale

sáb. 10/25

8:25 pm-5:20 pm

1 stop27h 55m

$997

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

lun. 12/1

2:20 pm-10:30 am

2 stops37h 10m

$283

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

lun. 12/15

6:40 am-9:25 am

3 stops43h 45m

$377

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

lun. 12/15

6:50 pm-2:40 pm

1 stop12h 50m

$552

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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 time of day to fly from CHI to BDS?

Find hourly flight availability from Chicago to Brindisi. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 16, 2025.

It’s typically best to fly out from Chicago to Brindisi in the afternoon. Doing so could potentially save you 30% on the flight price compared to flying at noon, which is usually more expensive.

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 septiembre 16, 2025.
Read reviews from past customers who have flown SWISS and ITA Airways 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
1,737 reviews

Entertainment

6.8

Boarding

7.7

Comfort

7.4

Crew

8.2

Overall

7.6

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Joanne,Sep 2025

OPO - ZRH

The seats were very cramped, even though I paid for an upgraded seat. The seats were also hard, and needed new padding. This made is made it very challenging for this 11 hour flight. The foot was alright. The crew were excellent, and the movie selection was very good. The experience was so challenging what my husband says he does not want to fly to Europe any more.
SWISS
7.6
Good
1,737 reviews
SWISS
7.6
Good
1,737 reviews

Entertainment

6.8

Boarding

7.7

Comfort

7.4

Crew

8.2

Overall

7.6

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Joanne,Sep 2025

OPO - ZRH

The seats were very cramped, even though I paid for an upgraded seat. The seats were also hard, and needed new padding. This made is made it very challenging for this 11 hour flight. The foot was alright. The crew were excellent, and the movie selection was very good. The experience was so challenging what my husband says he does not want to fly to Europe any more.
ITA Airways
6.7
Okay
1,036 reviews
SWISS
7.6
Good
1,737 reviews

Entertainment

6.8

Boarding

7.7

Comfort

7.4

Crew

8.2

Overall

7.6

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Joanne,Sep 2025

OPO - ZRH

The seats were very cramped, even though I paid for an upgraded seat. The seats were also hard, and needed new padding. This made is made it very challenging for this 11 hour flight. The foot was alright. The crew were excellent, and the movie selection was very good. The experience was so challenging what my husband says he does not want to fly to Europe any more.

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 and TAP AIR PORTUGAL can get you from Chicago to Brindisi in just under 11h 55m. Your travel time can differ by up to 7h 40m. 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?

    SWISS, at $1,008, 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

Traveling to a place near Brindisi?

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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
O'Hare Intl to Brindisi flights
Midway 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 septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SWISSCheapest$1,008Average$1,574FlexibilityNo cancel feeOn-time79%

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