Cheap Flights from South Bend (SBN) to Chicago (PWK)

Popular airlines from South Bend Intl. Airport (SBN) to Chicago, IL (PWK-Chicago Executive)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

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 $209
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $209
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $445
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $445

Frequently asked questions

How much does a flight from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK) cost?
Secure a cheap one-way flight or cheap return flight from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK)?
is the least expensive month to fly from SBN to PWK. Planning your trip for the off-season is often the key to finding better deals on flights.
What is the cheapest airline that flies from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from SBN to PWK. Then, sort your results by "Price (lowest to highest)" to pick up a great deal.
How many flights per day from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK)?
There are no daily direct flights departing from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be soaring above the clouds before you know it.
What day of the week has the most flights from SBN to PWK?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can change depending on a number of factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK)?
To avoid potential delays on the South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK) route, travel before 3 PM. Later flights 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.
What airports do you fly into for Chicago from South Bend Intl. Airport (SBN)?
Check out your flight options from South Bend Intl. Airport (SBN) to O'Hare Intl. Airport (ORD). This is the only Chicago airport you can arrive at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK) last-minute?
Holding off until just before your trip to book a ticket from SBN to PWK often results in higher prices. While you may find some last-minute deals, they're not always guaranteed. Keep your travel schedule open for the best chance of landing a bargain.
Is it cheaper to book a SBN to PWK flight and hotel package?
Compared with arranging hotels and flights separately, booking a SBN to PWK flight and hotel package with Expedia could result in significant savings. Better still, managing everything in one place will take the stress out of travel planning. Just secure your flights and select from our extensive range of hotels, then personalize your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from South Bend Intl. Airport (SBN) to Chicago Executive Airport (PWK)?
If you booked your SBN to PWK flight in the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more information.

Travel information

Origin airport
South Bend Intl.
Destination airport
Chicago Executive
Distance
86 mi

Book with confidence

South Bend to Chicago Flights

The cheapest times to fly from South Bend 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 South Bend to Chicago are during the month of . You can find some of the cheapest flights from South Bend to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from South Bend to Chicago

Sunday is one of the best days to book for cheap flights from South Bend 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 South Bend 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 South Bend to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from 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 South Bend 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 South Bend 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.

 

South Bend to Chicago Flights
*Available to One Key members.