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Cheap flights from Chicago to Brindisi from $509

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Brindisi departing on 6/12. 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
8:10 pm - 2:30 pm
ORD
-
BDS
35h 20m
2 stops
Multiple Airlines Logo
6:20 am - 9:40 am
BDS
-
ORD
34h 20m
2 stops
$817Multiple Airlines
Thu, Apr 23 - Sat, May 2
Multiple Airlines Logo
2:09 pm - 7:55 am
ORD
-
BDS
34h 46m
2 stops
Multiple Airlines Logo
9:25 pm - 2:00 pm
BDS
-
ORD
23h 35m
1 stop
$893Multiple Airlines
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 - 9:40 am
BDS
-
ORD
25h 25m
2 stops
$926Multiple Airlines
Tue, Sep 1 - Wed, Sep 16
Multiple Airlines Logo
11:25 am - 6:25 pm
ORD
-
BDS
24h 00m
2 stops
Multiple Airlines Logo
11:15 am - 9:40 am
BDS
-
ORD
29h 25m
2 stops
$938Multiple Airlines
Tue, Sep 1 - Wed, Sep 16
ITA Airways Logo
3:00 pm - 10:30 am
ORD
-
BDS
12h 30m
1 stop
ITA Airways Logo
6:20 am - 1:10 pm
BDS
-
ORD
13h 50m
1 stop
$969ITA Airways
Tue, Sep 1 - Wed, Sep 16
Multiple Airlines Logo
8:10 pm - 10:30 am
ORD
-
BDS
31h 20m
2 stops
Multiple Airlines Logo
3:15 pm - 9:40 am
BDS
-
ORD
25h 25m
2 stops
$982Multiple Airlines
Thu, Apr 2 - Thu, Apr 9
Turkish Airlines Logo
8:10 pm - 11:00 pm
ORD
-
BDS
19h 50m
2 stops
Turkish Airlines Logo
6:20 am - 9:40 am
BDS
-
ORD
58h 20m
2 stops
$986Turkish Airlines
Mon, Apr 13 - Fri, Apr 17
Multiple Airlines Logo
7:25 pm - 8:05 am
ORD
-
BDS
29h 40m
3 stops
Multiple Airlines Logo
5:05 pm - 9:25 pm
BDS
-
ORD
35h 20m
3 stops
$994Multiple Airlines
Thu, Apr 2 - Thu, Apr 9
ITA Airways Logo
9:15 am - 2:30 pm
ORD
-
BDS
22h 15m
2 stops
ITA Airways Logo
11:15 am - 1:10 pm
BDS
-
ORD
32h 55m
1 stop
$1,003ITA Airways
Tue, Sep 1 - Wed, Sep 16
Aer Lingus Logo
9:00 pm - 10:00 pm
ORD
-
BDS
18h 00m
1 stop
Aer Lingus Logo
10:50 pm - 5:42 pm
BDS
-
ORD
25h 52m
2 stops
$1,008Aer Lingus
Fri, Jun 19 - Sat, Jun 27

ITA Airways flights from Chicago to Brindisi

Our best ITA Airways deals on Chicago to Brindisi flight tickets
ITA Airways
Sep 1
ORD3:00 pmChicago O'Hare Intl
12h 30m
1 stop
BDS10:30 amBrindisi Papola Casale
Sep 16
BDS6:20 amBrindisi Papola Casale
13h 50m
1 stop
ORD1:10 pmChicago O'Hare Intl
$969
ITA Airways
Sep 1
ORD9:15 amChicago O'Hare Intl
22h 15m
2 stops
BDS2:30 pmBrindisi Papola Casale
Sep 16
BDS11:15 amBrindisi Papola Casale
32h 55m
1 stop
ORD1:10 pmChicago O'Hare Intl
$1,003
ITA Airways
Sep 1
ORD3:00 pmChicago O'Hare Intl
18h 20m
2 stops
BDS4:20 pmBrindisi Papola Casale
Sep 16
BDS6:20 amBrindisi Papola Casale
13h 50m
1 stop
ORD1:10 pmChicago O'Hare Intl
$1,028

TAP AIR PORTUGAL flights from Chicago to Brindisi

Our best TAP AIR PORTUGAL deals on Chicago to Brindisi flight tickets
TAP AIR PORTUGAL
Jun 19
ORD6:00 pmChicago O'Hare Intl
22h 00m
2 stops
BDS11:00 pmBrindisi Papola Casale
Jun 27
BDS11:15 amBrindisi Papola Casale
35h 45m
2 stops
ORD4:00 pmChicago O'Hare Intl
$1,296
TAP AIR PORTUGAL
Jun 12
ORD6:00 pmChicago O'Hare Intl
22h 00m
2 stops
BDS11:00 pmBrindisi Papola Casale
Jun 27
BDS3:15 pmBrindisi Papola Casale
31h 45m
2 stops
ORD4:00 pmChicago O'Hare Intl
$1,306
TAP AIR PORTUGAL
Jun 12
ORD6:00 pmChicago O'Hare Intl
22h 00m
2 stops
BDS11:00 pmBrindisi Papola Casale
Jun 27
BDS11:15 amBrindisi Papola Casale
35h 45m
2 stops
ORD4:00 pmChicago O'Hare Intl
$1,307

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 March 8, 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

8:10 pm-2:30 pm

2 stops35h 20m

Brindisi Papola Casale

Sat 5/2

6:20 am-9:40 am

2 stops34h 20m

$817

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 4/23

2:09 pm-7:55 am

2 stops34h 46m

Brindisi Papola Casale

Sat 5/2

9:25 pm-2:00 pm

1 stop23h 35m

$893

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 9/1

8:10 pm-11:00 pm

2 stops19h 50m

Brindisi Papola Casale

Wed 9/16

3:15 pm-9:40 am

2 stops25h 25m

$926

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 9/1

11:25 am-6:25 pm

2 stops24h 00m

Brindisi Papola Casale

Wed 9/16

11:15 am-9:40 am

2 stops29h 25m

$938
Quickest round-trip

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 9/1

3:00 pm-10:30 am

1 stop12h 30m

Brindisi Papola Casale

Wed 9/16

6:20 am-1:10 pm

1 stop13h 50m

$969

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 4/2

8:10 pm-10:30 am

2 stops31h 20m

Brindisi Papola Casale

Thu 4/9

3:15 pm-9:40 am

2 stops25h 25m

$982

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Mon 4/13

8:10 pm-11:00 pm

2 stops19h 50m

Brindisi Papola Casale

Fri 4/17

6:20 am-9:40 am

2 stops58h 20m

$986

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 4/2

7:25 pm-8:05 am

3 stops29h 40m

Brindisi Papola Casale

Thu 4/9

5:05 pm-9:25 pm

3 stops35h 20m

$994

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 9/1

9:15 am-2:30 pm

2 stops22h 15m

Brindisi Papola Casale

Wed 9/16

11:15 am-1:10 pm

1 stop32h 55m

$1,003

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 6/19

9:00 pm-10:00 pm

1 stop18h 00m

Brindisi Papola Casale

Sat 6/27

10:50 pm-5:42 pm

2 stops25h 52m

$1,008

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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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 is the cheapest airline that flies from Chicago to Brindisi Papola Casale?

TAP AIR PORTUGAL is the most popular carrier operating from Chicago to Brindisi Papola Casale

What airlines fly to Brindisi?

Lufthansa, ITA Airways and Turkish Airlines are the top three most popular airlines that fly to Brindisi from Chicago according to our data. Lufthansa is the first choice among our users, with 41% 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

18h 00m

Direct flights

None
The fastest flight from Chicago to Brindisi takes 18h 00m
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 18h 00m.

  • 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.

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 $608Free CancellationRating
6.7
1,159 reviews
Search ITA Airways flights
SWISSPriceFrom $877Free CancellationRating
7.6
1,889 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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