Cheap Flights from Chicago to Brindisi from $1,314

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Flight deals from Chicago to Brindisi

Looking for a cheap last-minute deal or the best return flight from Chicago to Brindisi Airport? If you want to travel next month, return fares start from $1,943. Find the lowest prices on one-way and return tickets right here.

Brindisi.$1,314 per passenger.Departing Thu, 13 Aug, returning Wed, 19 Aug.Return flight with ITA Airways.Outbound indirect flight with ITA Airways, departs from Chicago O'Hare International on Thu, 13 Aug, arriving in Brindisi.Inbound indirect flight with ITA Airways, departs from Brindisi on Wed, 19 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,314, select.

Brindisi.$1,606 per passenger.Departing Tue, 1 Sep, returning Tue, 8 Sep.Return flight with ITA Airways.Outbound indirect flight with ITA Airways, departs from Chicago O'Hare International on Tue, 1 Sep, arriving in Brindisi.Inbound indirect flight with ITA Airways, departs from Brindisi on Tue, 8 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,606, select.

Brindisi.$1,930 per passenger.Departing Mon, 27 Jul, returning Mon, 3 Aug.Return flight with ITA Airways.Outbound indirect flight with ITA Airways, departs from Chicago O'Hare International on Mon, 27 Jul, arriving in Brindisi.Inbound indirect flight with ITA Airways, departs from Brindisi on Mon, 3 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,930, select.

Brindisi.$1,943 per passenger.Departing Tue, 21 Jul, returning Tue, 28 Jul.Return flight with SWISS.Outbound indirect flight with SWISS, departs from Chicago O'Hare International on Tue, 21 Jul, arriving in Brindisi.Inbound indirect flight with SWISS, departs from Brindisi on Tue, 28 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,943, select.

Brindisi.$2,110 per passenger.Departing Fri, 18 Sep, returning Fri, 2 Oct.Return flight with SWISS and Lufthansa.Outbound indirect flight with SWISS, departs from Chicago O'Hare International on Fri, 18 Sep, arriving in Brindisi.Inbound indirect flight with Lufthansa, departs from Brindisi on Fri, 2 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,110, select.

Brindisi.$2,164 per passenger.Departing Tue, 14 Jul, returning Tue, 22 Dec.Return flight with United and ITA Airways.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 14 Jul, arriving in Brindisi.Inbound indirect flight with ITA Airways, departs from Brindisi on Tue, 22 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,164, select.

Brindisi.$2,224 per passenger.Departing Sun, 18 Oct, returning Sat, 31 Oct.Return flight with SWISS and Lufthansa.Outbound indirect flight with SWISS, departs from Chicago O'Hare International on Sun, 18 Oct, arriving in Brindisi.Inbound indirect flight with Lufthansa, departs from Brindisi on Sat, 31 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,224, select.

Brindisi.$4,858 per passenger.Departing Fri, 26 Jun, returning Fri, 3 Jul.Return flight with Emirates.Outbound indirect flight with Emirates, departs from Chicago O'Hare International on Fri, 26 Jun, arriving in Brindisi.Inbound indirect flight with Emirates, departs from Brindisi on Fri, 3 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $4,858, select.

Find the cheapest month to fly from Chicago to Brindisi

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Brindisi flights are currently cheapest in August.

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Chicago to Brindisi: Alternative routes

Compare routes from Chicago to Brindisi below. You may find an airport to fly into that's cheaper, faster, or easier than Brindisi.

Brindisi

3km from central Brindisi

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from $1,314

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Chicago to Brindisi: Flight information

The things to know before you go.

Cheapest flight found	$1,314
Cheapest month to fly	August

Finding cheap flights from Chicago to Brindisi: Frequently asked questions

How much are return flights from Chicago to Brindisi?

The best price we found for a return flight from Chicago to Brindisi is $1,314. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Chicago to Brindisi?

Currently, there are no airlines that fly direct from Chicago to Brindisi. But we found flights with one stop from $1,314.

How many flights are there a week from Chicago to Brindisi?

As of June 2026, there are no flights flying from Chicago to Brindisi.

When is the cheapest time to fly from Chicago to Brindisi?

The cheapest month to fly from Chicago to Brindisi is usually August.

Which upcoming date is cheapest to fly from Chicago to Brindisi Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Brindisi Airport on Thursday, 13 August 2026.

Can I get a direct flight from Chicago to Brindisi Airport?

No airlines currently offer direct flights between Chicago and Brindisi Airport. Most routes have one or more stops.

How can I find the best flight deal to Brindisi?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Brindisi but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Brindisi?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Brindisi is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago to Brindisi with?

The cheapest airline that flies to Brindisi is ITA Airways .

Travelling from Chicago to Brindisi Papola Casale Airport (BDS): What you need to know

Brindisi Papola Casale Airport is located in Brindisi. The city follows the UTC+1 timezone and is seven hours ahead of Chicago.
Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules worth sticking to. Make sure you're at the airport on time to catch your flight from Chicago to BDS.
July is a peak travel month. If you're heading away then or around a major holiday like Christmas or Thanksgiving, be there even earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

A stopover is the ideal opportunity to break up your journey and maybe even visit a new city. When searching for cheap flights from Chicago to BDS departing from Chicago O'Hare International Airport (ORD), deselect the 'Direct flights only' box to discover where you can stop along the way. Some popular options include:
- Munich Franz Joseph Strauss Airport (MUC)
- Rome Leonardo da Vinci Fiumicino Airport (FCO)
- Zurich Airport (ZRH)
ORD is around 27 kilometres from central Chicago. If you're catching a taxi, driving or ride-sharing from the centre, it'll take 30 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the trip time to be around 45 minutes.
Searching for a comfortable hotel near Chicago O'Hare International Airport? If you've booked an early flight from Chicago to Brindisi Papola Casale Airport, these accommodation options will have you sleeping moments from your departure lounge:
When it comes to the on-time performance of Chicago O'Hare International Airport, 70% of flights complete their journey on time.
ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

You can get to MDW from the centre of Chicago in approximately 25 minutes by car (depending on traffic conditions). The ride on public transport takes roughly 30 minutes to travel the 16 kilometres or so.
Kick off your holiday early with an additional night away from home. Before your Chicago to BDS flight, kick back in one of these hotels near Chicago Midway International Airport:
Chicago Midway International Airport has an on-time performance rate of 76%. This figure provides insight into how frequently flights that take off from this airport land at their destination on time.
MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

The journey to RFD from central Chicago is around 2 hours by public transport. If you're in a car, it'll take you about 1 hour 40 minutes to cover the 145 kilometres or so.
Make catching an early Chicago to Brindisi Papola Casale Airport flight the easiest part of your journey. Stay at one of these accommodation options near Chicago Rockford International Airport and get to your departure gate without rushing:
Flights that leave from RFD arrive at their final stop as scheduled 71% of the time.
The street address of Chicago Rockford International Airport is 2 Airport Cir.

About Brindisi Papola Casale Airport (BDS)

Consider staying in a hotel close to BDS if you're catching a late flight from Chicago to Brindisi Papola Casale Airport. Check in to one of these accommodation options and get some sleep sooner:
Booking your vehicle around one week in advance of your Chicago to Brindisi Papola Casale Airport flight can help you find the best deal.

Getting from Brindisi Papola Casale Airport (BDS) to central Brindisi

Brindisi Papola Casale Airport to the centre of Brindisi is roughly 3 kilometres. If you're taking a taxi or renting a car, do some research to make your trip as easy as possible. Journey times may vary depending on traffic conditions and the time of day.
Travelling on public transport will take you around 25 minutes.

How to find the cheapest flights from Chicago to Brindisi Papola Casale Airport (BDS)

The cheapest price we've found for a one-way ticket from Chicago to Brindisi Papola Casale Airport is $1,066. For a return flight on this route, the best price is $1,314. Depending on the availability and when you book, these fares may change.
Booking ahead of time is often the key to finding a cheap flight from Chicago to BDS. Prices tend to rise as demand increases, so the closer your departure date, the more you'll likely spend.
The 'Whole month' search tool shows you the cheapest Chicago to Brindisi Papola Casale Airport tickets across the entire month. It's a great way to find a bargain if your travel dates are flexible.
There's no need to search every day to find out if fares have dropped when you create a Price Alert. We'll notify you as soon as a lower fare pops up on plane tickets from Chicago to BDS.
Filters make it easier to save some cash on your flight from Chicago to Brindisi Papola Casale Airport. Choose the airlines, flight times and number of stops that match your plans. Then sort the results by 'Cheapest' to find the best price quickly.

The best time to fly from Chicago to Brindisi Papola Casale Airport (BDS)

December is the quietest month for flights from Chicago to Brindisi Papola Casale Airport (BDS), while August is the busiest. Work out the best time to visit Brindisi based on whether you like a laid-back vibe or a lively atmosphere.
When booking your Chicago to BDS plane ticket, consider what kind of weather you prefer. August is the warmest month in Brindisi, with temperatures ranging from 22ºC to 32ºC.
Search for cheap tickets from Chicago to Brindisi Papola Casale Airport in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between 5ºC and 14ºC.

More about Brindisi

When it comes to looking for somewhere to rest your head, you'll find the best places to stay in Brindisi right here. Explore these options as soon as you've booked your flight from Chicago to Brindisi Papola Casale Airport:
There are so many things to do and see in this city, it can be tricky to work out where to start. Torre Guaceto, Castello Federiciano and Castello Svevo di Brindisi are highlights which should feature on every Brindisi itinerary.

Explore more of Italy

Bari is just one of the many cities in Italy waiting to be discovered once you've seen the sights of Brindisi. Around 105 kilometres away to the northwest, popular attractions include Basilica di San Nicola, Piazza Mercantile and Teatro Petruzzelli.
Salerno is another standout destination in Italy and is around 274 kilometres west of Brindisi. No journey is complete without dropping by Medieval Aqueduct, Spiaggia Santa Teresa and Teatro Municipale Giuseppe Verdi.