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Cheap flights from Chicago to Brindisi from $732

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Brindisi departing on 4/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Brindisi

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:00 pm - 9:45 pm
ORD
-
BDS
17h 45m
1 stop
Multiple Airlines Logo
9:25 pm - 6:15 pm
BDS
-
ORD
27h 50m
2 stops
$732Multiple Airlines
Sun, Apr 19 - Sun, Apr 26
SWISS Logo
7:05 pm - 7:05 pm
ORD
-
BDS
17h 00m
1 stop
SWISS Logo
7:55 pm - 12:35 pm
BDS
-
ORD
23h 40m
1 stop
$741SWISS
Sun, Apr 19 - Sun, Apr 26
Multiple Airlines Logo
11:25 am - 11:00 pm
ORD
-
BDS
28h 35m
2 stops
Multiple Airlines Logo
11:15 am - 9:40 am
BDS
-
ORD
29h 25m
2 stops
$768Multiple Airlines
Thu, Apr 23 - Sat, May 2
SWISS Logo
7:05 pm - 2:00 pm
ORD
-
BDS
11h 55m
1 stop
SWISS Logo
9:45 am - 3:55 pm
BDS
-
ORD
13h 10m
1 stop
$782SWISS
Thu, Apr 23 - Sat, May 2
Multiple Airlines Logo
8:10 pm - 11:00 pm
ORD
-
BDS
19h 50m
2 stops
Multiple Airlines Logo
3:15 pm - 6:15 pm
BDS
-
ORD
34h 00m
2 stops
$806Multiple Airlines
Sun, Apr 19 - Sun, Apr 26
Lufthansa Logo
10:30 pm - 10:15 am
ORD
-
BDS
28h 45m
2 stops
Lufthansa Logo
10:55 am - 6:15 pm
BDS
-
ORD
14h 20m
1 stop
$823Lufthansa
Thu, Apr 23 - Sat, May 2
Multiple Airlines Logo
9:40 pm - 11:00 pm
ORD
-
BDS
18h 20m
2 stops
Multiple Airlines Logo
6:20 am - 7:55 pm
BDS
-
ORD
20h 35m
2 stops
$869Multiple Airlines
Tue, May 26 - Tue, Jun 9
Multiple Airlines Logo
3:45 pm - 9:45 pm
ORD
-
BDS
23h 00m
1 stop
Multiple Airlines Logo
11:35 pm - 2:00 pm
BDS
-
ORD
21h 25m
2 stops
$871Multiple Airlines
Sun, Mar 29 - Sun, Apr 5
SWISS Logo
7:05 pm - 8:45 am
ORD
-
BDS
30h 40m
1 stop
SWISS Logo
7:55 pm - 12:45 pm
BDS
-
ORD
23h 50m
1 stop
$908SWISS
Sun, Mar 29 - Sun, Apr 5
Multiple Airlines Logo
4:30 pm - 7:05 am
ORD
-
BDS
31h 35m
2 stops
Multiple Airlines Logo
8:35 pm - 2:00 pm
BDS
-
ORD
24h 25m
1 stop
$1,046Multiple Airlines
Tue, May 26 - Tue, Jun 9

SWISS flights from Chicago to Brindisi

Our best SWISS deals on Chicago to Brindisi flight tickets
SWISS
Apr 19
ORD7:05 pmChicago O'Hare Intl
17h 00m
1 stop
BDS7:05 pmBrindisi Papola Casale
Apr 26
BDS7:55 pmBrindisi Papola Casale
23h 40m
1 stop
ORD12:35 pmChicago O'Hare Intl
$741
SWISS
Apr 23
ORD7:05 pmChicago O'Hare Intl
11h 55m
1 stop
BDS2:00 pmBrindisi Papola Casale
May 2
BDS9:45 amBrindisi Papola Casale
13h 10m
1 stop
ORD3:55 pmChicago O'Hare Intl
$782
SWISS
Mar 29
ORD7:05 pmChicago O'Hare Intl
30h 40m
1 stop
BDS8:45 amBrindisi Papola Casale
Apr 5
BDS7:55 pmBrindisi Papola Casale
23h 50m
1 stop
ORD12:45 pmChicago O'Hare Intl
$908

ITA Airways flights from Chicago to Brindisi

Our best ITA Airways deals on Chicago to Brindisi flight tickets
ITA Airways
Jun 12
ORD3:00 pmChicago O'Hare Intl
12h 30m
1 stop
BDS10:30 amBrindisi Papola Casale
Jun 26
BDS6:20 amBrindisi Papola Casale
13h 50m
1 stop
ORD1:10 pmChicago O'Hare Intl
$1,188
ITA Airways
Jun 12
ORD3:00 pmChicago O'Hare Intl
25h 00m
1 stop
BDS11:00 pmBrindisi Papola Casale
Jun 26
BDS6:20 amBrindisi Papola Casale
13h 50m
1 stop
ORD1:10 pmChicago O'Hare Intl
$1,208
ITA Airways
Jun 12
ORD3:00 pmChicago O'Hare Intl
36h 35m
2 stops
BDS10:35 amBrindisi Papola Casale
Jun 26
BDS6:20 amBrindisi Papola Casale
13h 50m
1 stop
ORD1:10 pmChicago O'Hare Intl
$1,224

momondo 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, momondo users made 832,500 searches. Data last updated January 20, 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

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sun 4/19

9:00 pm-9:45 pm

1 stop17h 45m

Brindisi Papola Casale

Sun 4/26

9:25 pm-6:15 pm

2 stops27h 50m

$732

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sun 4/19

7:05 pm-7:05 pm

1 stop17h 00m

Brindisi Papola Casale

Sun 4/26

7:55 pm-12:35 pm

1 stop23h 40m

$741

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 4/23

11:25 am-11:00 pm

2 stops28h 35m

Brindisi Papola Casale

Sat 5/2

11:15 am-9:40 am

2 stops29h 25m

$768

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 4/23

7:05 pm-2:00 pm

1 stop11h 55m

Brindisi Papola Casale

Sat 5/2

9:45 am-3:55 pm

1 stop13h 10m

$782

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sun 4/19

8:10 pm-11:00 pm

2 stops19h 50m

Brindisi Papola Casale

Sun 4/26

3:15 pm-6:15 pm

2 stops34h 00m

$806

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 4/23

10:30 pm-10:15 am

2 stops28h 45m

Brindisi Papola Casale

Sat 5/2

10:55 am-6:15 pm

1 stop14h 20m

$823

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 5/26

9:40 pm-11:00 pm

2 stops18h 20m

Brindisi Papola Casale

Tue 6/9

6:20 am-7:55 pm

2 stops20h 35m

$869

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sun 3/29

3:45 pm-9:45 pm

1 stop23h 00m

Brindisi Papola Casale

Sun 4/5

11:35 pm-2:00 pm

2 stops21h 25m

$871

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sun 3/29

7:05 pm-8:45 am

1 stop30h 40m

Brindisi Papola Casale

Sun 4/5

7:55 pm-12:45 pm

1 stop23h 50m

$908

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 5/26

4:30 pm-7:05 am

2 stops31h 35m

Brindisi Papola Casale

Tue 6/9

8:35 pm-2:00 pm

1 stop24h 25m

$1,046

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Brindisi from

How to get the cheapest flight ticket from Chicago to Brindisi

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Brindisi?

ITA Airways, Lufthansa and Turkish Airlines are the top three most popular airlines that fly to Brindisi from Chicago according to our data. ITA Airways is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Brindisi. Keep in mind that there are 4 different airlines that fly to Brindisi on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago to Brindisi

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Brindisi according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Brindisi (CHI to BDS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Brindisi

Fastest flight time

17h 45m

Direct flights

None
The fastest flight from Chicago to Brindisi takes 17h 45m
There are no direct flights from Chicago to Brindisi. There are no popular flight routes from Chicago to Brindisi.
Search flight deals

  • How far is Chicago to Brindisi Papola Casale by plane?

    There are 5078.7 mi between Chicago and Brindisi Papola Casale. By plane, this route typically takes 17h 45m.

  • When did momondo last update prices for flights from Chicago to Brindisi Papola Casale Airport?

    Prices for flights from Chicago to Brindisi Papola Casale Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Brindisi Papola Casale Airport?

  • How old do you have to be to fly from Chicago to Brindisi Papola Casale Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Brindisi Papola Casale Airport.

  • What documentation or ID do you need to fly to Brindisi Papola Casale Airport?

    The travel and health documents required for your trip to Brindisi Papola Casale Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Brindisi Papola Casale Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Brindisi?

Best airlines flying from Chicago to Brindisi

Compare and see reviews for airlines that fly from Chicago to Brindisi with momondo
Airline
Rating
Free Cancellation
Price
ITA AirwaysPriceFrom $726Free CancellationRating
6.7
1,130 reviews
Search ITA Airways flights
SWISSPriceFrom $985Free CancellationRating
7.5
1,855 reviews
Search SWISS flights

Traveling to a place near Brindisi?

Book flights to Brindisi if you plan to visit one of these locations
Lecce
Ostuni
Taranto
Gallipoli
Otranto
Porto Cesareo
Martina Franca
Torre Dell'Orso

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Brindisi?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Brindisi. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Brindisi with flexible booking policies on momondo?

Flights from Chicago to Brindisi with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Brindisi?

momondo helps you find the best flight between Chicago and Brindisi by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Brindisi right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Brindisi, momondo offers a useful price alert feature which will track prices for flights to Brindisi from Chicago and alert you when they change.

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