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Cheap flights from Chicago to Brindisi from $666

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 1/28. 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.
KLM Logo
1:57 pm - 2:30 pm
ORD
-
BDS
17h 33m2 stops
KLM Logo
3:20 pm - 9:00 pm
BDS
-
ORD
36h 40m2 stops
$666KLM
Wed, Jan 28 - Sun, Feb 1
Multiple Airlines Logo
6:00 pm - 2:30 pm
ORD
-
BDS
37h 30m2 stops
Multiple Airlines Logo
3:15 pm - 4:15 pm
BDS
-
ORD
56h 00m2 stops
$675Multiple Airlines
Wed, Apr 29 - Thu, May 7
SWISS Logo
6:10 pm - 7:10 pm
ORD
-
BDS
42h 00m2 stops
SWISS Logo
3:30 pm - 12:45 pm
BDS
-
ORD
28h 15m1 stop
$726SWISS
Wed, Jan 28 - Sun, Feb 1
ITA Airways Logo
3:00 pm - 11:00 pm
ORD
-
BDS
25h 00m1 stop
ITA Airways Logo
3:15 pm - 1:10 pm
BDS
-
ORD
28h 55m1 stop
$767ITA Airways
Wed, Apr 29 - Thu, May 7
Multiple Airlines Logo
9:40 pm - 5:00 pm
ORD
-
BDS
12h 20m1 stop
Multiple Airlines Logo
6:20 am - 2:50 pm
BDS
-
ORD
15h 30m2 stops
$776Multiple Airlines
Wed, Apr 29 - Thu, May 7
Multiple Airlines Logo
7:05 pm - 2:00 pm
ORD
-
BDS
11h 55m1 stop
Multiple Airlines Logo
6:20 am - 2:50 pm
BDS
-
ORD
15h 30m2 stops
$781Multiple Airlines
Tue, Apr 28 - Thu, May 7
Lufthansa Logo
5:55 pm - 11:00 pm
ORD
-
BDS
22h 05m2 stops
Lufthansa Logo
6:20 am - 7:55 pm
BDS
-
ORD
20h 35m2 stops
$797Lufthansa
Tue, Apr 28 - Thu, May 7
SWISS Logo
7:05 pm - 2:00 pm
ORD
-
BDS
11h 55m1 stop
SWISS Logo
2:50 pm - 3:55 pm
BDS
-
ORD
32h 05m1 stop
$801SWISS
Tue, Apr 28 - Thu, May 7
Multiple Airlines Logo
3:45 pm - 7:50 pm
ORD
-
BDS
21h 05m3 stops
Multiple Airlines Logo
10:35 pm - 6:15 pm
BDS
-
ORD
26h 40m2 stops
$897Multiple Airlines
Wed, Apr 29 - Thu, May 7
Turkish Airlines Logo
11:50 am - 11:00 pm
ORD
-
BDS
52h 10m2 stops
Turkish Airlines Logo
6:10 am - 6:25 pm
BDS
-
ORD
43h 15m2 stops
$995Turkish Airlines
Wed, Jan 28 - Sun, Feb 1

SWISS flights from Chicago to Brindisi

Our best SWISS deals on Chicago to Brindisi flight tickets
SWISS
Jan 28
ORD6:10 pmChicago O'Hare Intl
42h 00m
2 stops
BDS7:10 pmBrindisi Papola Casale
Feb 1
BDS3:30 pmBrindisi Papola Casale
28h 15m
1 stop
ORD12:45 pmChicago O'Hare Intl
$726
Find similar
SWISS
Apr 28
ORD7:05 pmChicago O'Hare Intl
11h 55m
1 stop
BDS2:00 pmBrindisi Papola Casale
May 7
BDS2:50 pmBrindisi Papola Casale
32h 05m
1 stop
ORD3:55 pmChicago O'Hare Intl
$801
Find similar
SWISS
Apr 2
ORD7:05 pmChicago O'Hare Intl
16h 50m
1 stop
BDS6:55 pmBrindisi Papola Casale
Apr 10
BDS6:20 amBrindisi Papola Casale
16h 35m
2 stops
ORD3:55 pmChicago O'Hare Intl
$1,044
Find similar

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 December 4, 2025.
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

Wed 1/28

1:57 pm-2:30 pm

2 stops17h 33m

Brindisi Papola Casale

Sun 2/1

3:20 pm-9:00 pm

2 stops36h 40m

$666

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 4/29

6:00 pm-2:30 pm

2 stops37h 30m

Brindisi Papola Casale

Thu 5/7

3:15 pm-4:15 pm

2 stops56h 00m

$675

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 1/28

6:10 pm-7:10 pm

2 stops42h 00m

Brindisi Papola Casale

Sun 2/1

3:30 pm-12:45 pm

1 stop28h 15m

$726

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 4/29

3:00 pm-11:00 pm

1 stop25h 00m

Brindisi Papola Casale

Thu 5/7

3:15 pm-1:10 pm

1 stop28h 55m

$767

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 4/29

9:40 pm-5:00 pm

1 stop12h 20m

Brindisi Papola Casale

Thu 5/7

6:20 am-2:50 pm

2 stops15h 30m

$776

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 4/28

7:05 pm-2:00 pm

1 stop11h 55m

Brindisi Papola Casale

Thu 5/7

6:20 am-2:50 pm

2 stops15h 30m

$781

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 4/28

5:55 pm-11:00 pm

2 stops22h 05m

Brindisi Papola Casale

Thu 5/7

6:20 am-7:55 pm

2 stops20h 35m

$797

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 4/28

7:05 pm-2:00 pm

1 stop11h 55m

Brindisi Papola Casale

Thu 5/7

2:50 pm-3:55 pm

1 stop32h 05m

$801

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 4/29

3:45 pm-7:50 pm

3 stops21h 05m

Brindisi Papola Casale

Thu 5/7

10:35 pm-6:15 pm

2 stops26h 40m

$897

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 1/28

11:50 am-11:00 pm

2 stops52h 10m

Brindisi Papola Casale

Sun 2/1

6:10 am-6:25 pm

2 stops43h 15m

$995

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 is the cheapest day to depart on your flight to Brindisi?

The cheapest day to depart from Chicago to Brindisi is on a Tuesday. Travelers who choose to depart for Brindisi on a Tuesday will often find tickets for as low as $894. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Brindisi on Saturday is $1,252.

What is the cheapest time of day to depart on your flight to Brindisi?

In the afternoon is the cheapest time of day to fly from Chicago to Brindisi when you can find flight prices for as low as $1,006. Flying to Brindisi in the afternoon is an ideal time because this is during off-peak travel hours. Flights to Brindisi are more costly at noon, with an average ticket price of $1,434. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

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

11h 55m

Direct flights

None
The fastest flight from Chicago to Brindisi takes 11h 55m
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 11h 55m.

  • 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
1,097 reviews
Search ITA Airways flights
SWISSPriceFrom $1,008Free CancellationRating
7.5
1,803 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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