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Cheap flights from Chicago to Brindisi from $251

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 11/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Brindisi (CHI-BDS)

Cheap round-trip flights

Logo
7:10 pm - 2:30 pmORD-BDS
36h 20m2 stops
Logo
9:20 am - 3:00 pmBDS-ORD
36h 40m2 stops
$637
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Wed, Nov 5 - Tue, Nov 18
Logo
7:30 pm - 9:50 pmORD-BDS
20h 20m2 stops
Logo
10:20 pm - 5:20 pmBDS-ORD
26h 00m2 stops
$660
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Fri, Oct 31 - Fri, Nov 7
Logo
6:30 pm - 9:15 pmORD-BDS
19h 45m2 stops
Logo
6:10 am - 5:20 pmBDS-ORD
18h 10m2 stops
$703
Find Deal
Tue, Nov 4 - Sun, Nov 9
SWISS Logo
7:50 pm - 2:05 pmORD-BDS
12h 15m1 stop
SWISS Logo
8:00 pm - 4:20 pmBDS-ORD
27h 20m1 stop
$751SWISS
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Fri, Oct 31 - Fri, Nov 7
Turkish Airlines Logo
11:25 am - 2:30 pmORD-BDS
44h 05m2 stops
Turkish Airlines Logo
3:15 pm - 10:00 pmBDS-ORD
37h 45m2 stops
$844Turkish Airlines
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Fri, Sep 19 - Sun, Sep 28
SWISS Logo
7:05 pm - 7:35 pmORD-BDS
17h 30m1 stop
SWISS Logo
8:25 pm - 3:55 pmBDS-ORD
26h 30m1 stop
$890SWISS
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Wed, Oct 8 - Sat, Oct 18
Lufthansa Logo
6:00 pm - 11:00 pmORD-BDS
46h 00m2 stops
Lufthansa Logo
3:20 pm - 3:20 pmBDS-ORD
31h 00m2 stops
$891Lufthansa
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Mon, Nov 3 - Tue, Nov 18
ITA Airways Logo
3:00 pm - 11:00 pmORD-BDS
25h 00m1 stop
ITA Airways Logo
7:10 pm - 1:10 pmBDS-ORD
25h 00m1 stop
$947ITA Airways
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Fri, Sep 12 - Thu, Sep 25
Turkish Airlines Logo
11:50 am - 11:00 pmORD-BDS
28h 10m2 stops
Turkish Airlines Logo
3:20 pm - 10:05 amBDS-ORD
49h 45m2 stops
$954Turkish Airlines
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Sun, Nov 2 - Tue, Nov 18
ITA Airways Logo
3:00 pm - 11:30 pmORD-BDS
25h 30m2 stops
ITA Airways Logo
7:10 pm - 1:10 pmBDS-ORD
25h 00m1 stop
$993ITA Airways
Find Deal
Fri, Sep 12 - Thu, Sep 25

SWISS flights from Chicago to Brindisi

Our best SWISS deals on Chicago to Brindisi flight tickets
SWISS
Oct 31
ORD7:50 pmChicago O'Hare Intl
12h 15m
1 stop
BDS2:05 pmBrindisi Papola Casale
Nov 7
BDS8:00 pmBrindisi Papola Casale
27h 20m
1 stop
ORD4:20 pmChicago O'Hare Intl
$751
Find similar
SWISS
Oct 8
ORD7:05 pmChicago O'Hare Intl
17h 30m
1 stop
BDS7:35 pmBrindisi Papola Casale
Oct 18
BDS8:25 pmBrindisi Papola Casale
26h 30m
1 stop
ORD3:55 pmChicago O'Hare Intl
$890
Find similar
SWISS
Oct 8
ORD7:05 pmChicago O'Hare Intl
11h 55m
1 stop
BDS2:00 pmBrindisi Papola Casale
Oct 14
BDS9:35 amBrindisi Papola Casale
13h 20m
1 stop
ORD3:55 pmChicago O'Hare Intl
$928
Find similar

Turkish Airlines flights from Chicago to Brindisi

Our best Turkish Airlines deals on Chicago to Brindisi flight tickets
Turkish Airlines
Sep 19
ORD11:25 amChicago O'Hare Intl
44h 05m
2 stops
BDS2:30 pmBrindisi Papola Casale
Sep 28
BDS3:15 pmBrindisi Papola Casale
37h 45m
2 stops
ORD10:00 pmChicago O'Hare Intl
$844
Find similar
Turkish Airlines
Nov 2
ORD11:50 amChicago O'Hare Intl
28h 10m
2 stops
BDS11:00 pmBrindisi Papola Casale
Nov 18
BDS3:20 pmBrindisi Papola Casale
49h 45m
2 stops
ORD10:05 amChicago O'Hare Intl
$954
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 August 21, 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 11/5

7:10 pm-2:30 pm

2 stops36h 20m

Brindisi Papola Casale

Tue 11/18

9:20 am-3:00 pm

2 stops36h 40m

$637

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 10/31

7:30 pm-9:50 pm

2 stops20h 20m

Brindisi Papola Casale

Fri 11/7

10:20 pm-5:20 pm

2 stops26h 00m

$660

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Tue 11/4

6:30 pm-9:15 pm

2 stops19h 45m

Brindisi Papola Casale

Sun 11/9

6:10 am-5:20 pm

2 stops18h 10m

$703

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 10/31

7:50 pm-2:05 pm

1 stop12h 15m

Brindisi Papola Casale

Fri 11/7

8:00 pm-4:20 pm

1 stop27h 20m

$751

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 9/19

11:25 am-2:30 pm

2 stops44h 05m

Brindisi Papola Casale

Sun 9/28

3:15 pm-10:00 pm

2 stops37h 45m

$844

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Wed 10/8

7:05 pm-7:35 pm

1 stop17h 30m

Brindisi Papola Casale

Sat 10/18

8:25 pm-3:55 pm

1 stop26h 30m

$890

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Mon 11/3

6:00 pm-11:00 pm

2 stops46h 00m

Brindisi Papola Casale

Tue 11/18

3:20 pm-3:20 pm

2 stops31h 00m

$891

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 9/12

3:00 pm-11:00 pm

1 stop25h 00m

Brindisi Papola Casale

Thu 9/25

7:10 pm-1:10 pm

1 stop25h 00m

$947

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Sun 11/2

11:50 am-11:00 pm

2 stops28h 10m

Brindisi Papola Casale

Tue 11/18

3:20 pm-10:05 am

2 stops49h 45m

$954

ChicagoBrindisi

ORD - BDS

ORDBDS

Chicago O'Hare Intl

Fri 9/12

3:00 pm-11:30 pm

2 stops25h 30m

Brindisi Papola Casale

Thu 9/25

7:10 pm-1:10 pm

1 stop25h 00m

$993

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 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

Direct flights

None
There are no direct flights from Chicago to Brindisi. There are no popular flight routes from Chicago to Brindisi.
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  • 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
SWISSPriceFrom $1,008Free CancellationRating
7.6
1,702 reviews
Search SWISS flights

Traveling to a place near Brindisi?

Book flights to Brindisi if you plan to visit one of these locations
Lecce
Taranto
Ostuni
Gallipoli
Porto Cesareo
Otranto
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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