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Cheap flights from Chicago to Brindisi from $465

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 6/27. 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
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
ITA Airways Logo
3:00 pm - 4:10 pm
ORD
-
BDS
18h 10m
1 stop
ITA Airways Logo
6:20 am - 1:10 pm
BDS
-
ORD
13h 50m
1 stop
$886ITA Airways
Sat, Aug 15 - Thu, Aug 20
ITA Airways Logo
3:00 pm - 8:05 am
ORD
-
BDS
34h 05m
2 stops
ITA Airways Logo
6:20 am - 1:10 pm
BDS
-
ORD
13h 50m
1 stop
$938ITA Airways
Sat, Aug 15 - Thu, Aug 20
TAP AIR PORTUGAL Logo
6:05 pm - 11:00 pm
ORD
-
BDS
21h 55m
2 stops
TAP AIR PORTUGAL Logo
3:15 pm - 4:00 pm
BDS
-
ORD
31h 45m
2 stops
$1,010TAP AIR PORTUGAL
Sat, Aug 15 - Thu, Aug 20
TAP AIR PORTUGAL Logo
6:00 pm - 2:30 pm
ORD
-
BDS
37h 30m
2 stops
TAP AIR PORTUGAL Logo
4:55 pm - 12:40 pm
BDS
-
ORD
26h 45m
2 stops
$1,068TAP AIR PORTUGAL
Thu, Sep 3 - Wed, Sep 16
TAP AIR PORTUGAL Logo
6:00 pm - 2:30 pm
ORD
-
BDS
37h 30m
2 stops
TAP AIR PORTUGAL Logo
4:55 pm - 12:40 pm
BDS
-
ORD
26h 45m
2 stops
$1,069TAP AIR PORTUGAL
Thu, Sep 3 - Wed, Sep 16
ITA Airways Logo
3:00 pm - 2:30 pm
ORD
-
BDS
16h 30m
1 stop
ITA Airways Logo
11:15 am - 1:10 pm
BDS
-
ORD
32h 55m
1 stop
$1,089ITA Airways
Thu, Sep 3 - Wed, Sep 16
ITA Airways Logo
3:00 pm - 2:30 pm
ORD
-
BDS
16h 30m
1 stop
ITA Airways Logo
11:15 am - 1:10 pm
BDS
-
ORD
32h 55m
1 stop
$1,090ITA Airways
Thu, Sep 3 - Wed, Sep 16
TAP AIR PORTUGAL Logo
6:00 pm - 11:00 pm
ORD
-
BDS
22h 00m
2 stops
TAP AIR PORTUGAL Logo
4:55 pm - 4:00 pm
BDS
-
ORD
54h 05m
2 stops
$1,097TAP AIR PORTUGAL
Fri, Sep 4 - Mon, Sep 14
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
$1,128ITA Airways
Sun, Jul 26 - Sun, Aug 9
Multiple Airlines Logo
11:05 am - 9:30 pm
ORD
-
BDS
27h 25m
3 stops
Multiple Airlines Logo
5:35 pm - 12:40 pm
BDS
-
ORD
26h 05m
2 stops
$1,132Multiple Airlines
Thu, Sep 3 - Wed, Sep 16

KLM flights from Chicago to Brindisi

Our best KLM deals on Chicago to Brindisi flight tickets
KLM
Aug 2
ORD2:07 pmChicago O'Hare Intl
17h 23m
2 stops
BDS2:30 pmBrindisi Papola Casale
Aug 9
BDS3:15 pmBrindisi Papola Casale
32h 09m
2 stops
ORD4:24 pmChicago O'Hare Intl
$1,233
KLM
Aug 2
ORD2:07 pmChicago O'Hare Intl
17h 23m
2 stops
BDS2:30 pmBrindisi Papola Casale
Aug 9
BDS3:15 pmBrindisi Papola Casale
32h 09m
2 stops
ORD4:24 pmChicago O'Hare Intl
$1,234
KLM
Aug 2
ORD2:07 pmChicago O'Hare Intl
17h 23m
2 stops
BDS2:30 pmBrindisi Papola Casale
Aug 9
BDS6:20 amBrindisi Papola Casale
21h 07m
2 stops
ORD8:27 pmChicago O'Hare Intl
$1,402

TAP AIR PORTUGAL flights from Chicago to Brindisi

Our best TAP AIR PORTUGAL deals on Chicago to Brindisi flight tickets
TAP AIR PORTUGAL
Aug 15
ORD6:05 pmChicago O'Hare Intl
21h 55m
2 stops
BDS11:00 pmBrindisi Papola Casale
Aug 20
BDS3:15 pmBrindisi Papola Casale
31h 45m
2 stops
ORD4:00 pmChicago O'Hare Intl
$1,010
TAP AIR PORTUGAL
Sep 3
ORD6:00 pmChicago O'Hare Intl
37h 30m
2 stops
BDS2:30 pmBrindisi Papola Casale
Sep 16
BDS4:55 pmBrindisi Papola Casale
26h 45m
2 stops
ORD12:40 pmChicago O'Hare Intl
$1,068
TAP AIR PORTUGAL
Sep 3
ORD6:00 pmChicago O'Hare Intl
37h 30m
2 stops
BDS2:30 pmBrindisi Papola Casale
Sep 16
BDS4:55 pmBrindisi Papola Casale
26h 45m
2 stops
ORD12:40 pmChicago O'Hare Intl
$1,069

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 June 5, 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

Sat 8/15

3:00 pm-4:10 pm

1 stop18h 10m

Brindisi Papola Casale

Thu 8/20

6:20 am-1:10 pm

1 stop13h 50m

$886

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sat 8/15

3:00 pm-8:05 am

2 stops34h 05m

Brindisi Papola Casale

Thu 8/20

6:20 am-1:10 pm

1 stop13h 50m

$938

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sat 8/15

6:05 pm-11:00 pm

2 stops21h 55m

Brindisi Papola Casale

Thu 8/20

3:15 pm-4:00 pm

2 stops31h 45m

$1,010

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 9/3

6:00 pm-2:30 pm

2 stops37h 30m

Brindisi Papola Casale

Wed 9/16

4:55 pm-12:40 pm

2 stops26h 45m

$1,068

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 9/3

6:00 pm-2:30 pm

2 stops37h 30m

Brindisi Papola Casale

Wed 9/16

4:55 pm-12:40 pm

2 stops26h 45m

$1,069

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 9/3

3:00 pm-2:30 pm

1 stop16h 30m

Brindisi Papola Casale

Wed 9/16

11:15 am-1:10 pm

1 stop32h 55m

$1,089

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 9/3

3:00 pm-2:30 pm

1 stop16h 30m

Brindisi Papola Casale

Wed 9/16

11:15 am-1:10 pm

1 stop32h 55m

$1,090

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 9/4

6:00 pm-11:00 pm

2 stops22h 00m

Brindisi Papola Casale

Mon 9/14

4:55 pm-4:00 pm

2 stops54h 05m

$1,097
Quickest round-trip

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sun 7/26

3:00 pm-10:30 am

1 stop12h 30m

Brindisi Papola Casale

Sun 8/9

6:20 am-1:10 pm

1 stop13h 50m

$1,128

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Thu 9/3

11:05 am-9:30 pm

3 stops27h 25m

Brindisi Papola Casale

Wed 9/16

5:35 pm-12:40 pm

2 stops26h 05m

$1,132

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 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 49% of people opting to fly with this airline when traveling to Brindisi. Keep in mind that there are 3 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

12h 30m

Direct flights

None
The fastest flight from Chicago to Brindisi takes 12h 30m
There are no direct flights from Chicago to Brindisi. There are no popular flight routes from Chicago to Brindisi.
Search flight deals

Frequently asked questions about flying from Chicago to Brindisi

  • 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 12h 30m.

  • 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
1,247 reviews
Search ITA Airways 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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