$39 Cheap Flights from Buffalo (BUF) to Chicago (MDW)

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Find available prices by choosing your travel dates.

Cheap Flights from Buffalo to Chicago (BUF-MDW)

Prices were available within the past 7 days and start at $39 for one-way flights and $77 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Southwest Airlines
Southwest Airlines
Southwest Airlines
Southwest Airlines
Southwest Airlines
Southwest Airlines
Delta
Southwest Airlines
Frontier Airlines
Flights from Buffalo (BUF) to Chicago (MDW)
Origin airport
Buffalo Niagara Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$77
Distance
466 mi

Buffalo to Chicago Flights

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

The best time to book a flight from Buffalo to Chicago

Sunday is one of the best days to book for cheap flights from Buffalo 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 Buffalo 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 Buffalo to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $39 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 Buffalo 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 Buffalo 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

Is it cheaper to buy a plane ticket from Buffalo Niagara International Airport to MDW last minute?
When it’s time to book your flights, it’s better to be prepared. While it’s possible to pick up a last-minute deal on a BUF to Midway Airport flight, tickets usually don’t get cheaper as the date of departure nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to book a domestic flight is between 28 – 35 days ahead. For international journeys it’s three to four months.
What airports do you fly into for Chicago from Buffalo?
From Buffalo, you can reach Chicago through Midway Intl. Airport (MDW), O’Hare Intl. Airport (ORD) and Lewis University Airport (LOT). Be sure to check which terminal is more convenient for you before you make a decision. If you pick Midway Intl. Airport (MDW), it’s about 9 mi southwest of the downtown area. Use the dollars you save when booking your airfare with Expedia to discover the city’s top sights, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from Buffalo Niagara International Airport to MDW?
You can quickly make changes to your BUF to MDW ticket by logging in to the Expedia Trips portal. Before you amend times or dates, browse the rules in your itinerary to find out what you can do and if charges apply. Some airlines charge a change fee per person, plus any difference in prices. But if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also browse our Customer Service portal for more information and to chat with our Virtual Agent.

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*Available to One Key members.