$1,421 Cheap Flights from Brindisi (BDS) to Chicago (MDW)

View $1,421 flight on Sun, Oct 5, 2025Opens in a new window

Popular airlines from Papola Casale Airport (BDS) to Chicago Midway Airport (MDW)

Cheap Flights from Brindisi to Chicago (BDS-MDW)

Prices were available within the past 7 days and start at $1,421 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $741
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $741
Flights from Brindisi (BDS) to Chicago (MDW)
Origin airport
Papola Casale
Destination airport
Midway Intl.
Distance
5089 mi

Brindisi to Chicago Flights

The cheapest times to fly from Brindisi to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Brindisi to Chicago are during the month of . You can find some of the cheapest flights from Brindisi to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Brindisi to Chicago

Sunday is one of the best days to book for cheap flights from Brindisi to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Brindisi to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Brindisi to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $1,421 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Brindisi to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Brindisi to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW) cost?
Lock in a cheap one-way flight from $1,421 or cheap return flight from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW)?
Planning your trip for is a good way to save, as it's the cheapest month for flights between BDS and MDW. You'll usually find the lowest fares during off-peak months.
What is the cheapest airline that flies from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW)?
To find the cheapest airline that'll fly you from BDS to MDW, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW)?
There are no daily nonstop flights departing from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW). But you can choose flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from BDS to MDW?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW)?
To avoid possible delays on the Papola Casale Airport (BDS) to Midway Intl. Airport (MDW) route, fly before 3 PM. Departures after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW) last-minute?
Booking your flight from BDS to MDW shortly before your trip is usually more expensive. However, if you're flexible with your travel times and dates, you could land a cheap last-minute fare.
Is it cheaper to book a BDS to MDW flight and hotel package?
You'll typically save money by securing a BDS to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. After selecting your preferred accommodations and flights, you can add extras like car rentals, tours and activities.
Can I cancel or change the date of my flight from Papola Casale Airport (BDS) to Midway Intl. Airport (MDW)?
In most instances, you can modify or cancel your BDS to MDW flight. However, there may be additional charges, especially if you booked over 24 hours ago. Double-check your itinerary for the airline's rules and fees on flight changes, or if you need further information, head to our Customer Service portal.

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*Available to One Key members.