$46 Cheap Flights from Buffalo (BUF) to Chicago (MDW)

View $46 flight on Wed, Aug 27, 2025Opens in a new window

Popular airlines from Buffalo Niagara Intl. Airport (BUF) to Chicago Midway Airport (MDW)

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Cheap Flights from Buffalo to Chicago (BUF-MDW)

Prices were available within the past 7 days and start at $46 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Sep 2 - Thu, Sep 4
BUF
Buffalo
MDW
Chicago
$91 Roundtrip, found 15 hours ago
$91
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Tue, Sep 2 from Buffalo to Chicago, returning Thu, Sep 4, priced at $91 found 15 hours ago
Southwest Airlines
Sat, Aug 30 - Tue, Sep 2
BUF
Buffalo
MDW
Chicago
$106 Roundtrip, found 10 hours ago
$106
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Sat, Aug 30 from Buffalo to Chicago, returning Tue, Sep 2, priced at $106 found 10 hours ago
Southwest Airlines
Sat, Aug 30 - Tue, Sep 2
BUF
Buffalo
MDW
Chicago
$120 Roundtrip, found 10 hours ago
$120
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Sat, Aug 30 from Buffalo to Chicago, returning Tue, Sep 2, priced at $120 found 10 hours ago
Southwest Airlines
Tue, Sep 2 - Thu, Sep 4
BUF
Buffalo
MDW
Chicago
$121 Roundtrip, found 15 hours ago
$121
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Tue, Sep 2 from Buffalo to Chicago, returning Thu, Sep 4, priced at $121 found 15 hours ago
Southwest Airlines
Tue, Aug 26 - Mon, Sep 1
BUF
Buffalo
MDW
Chicago
$122 Roundtrip, found 3 hours ago
$122
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Aug 26 from Buffalo to Chicago, returning Mon, Sep 1, priced at $122 found 3 hours ago
Southwest Airlines
Sat, Aug 30 - Tue, Sep 2
BUF
Buffalo
MDW
Chicago
$125 Roundtrip, found 10 hours ago
$125
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Sat, Aug 30 from Buffalo to Chicago, returning Tue, Sep 2, priced at $125 found 10 hours ago
Southwest Airlines
Tue, Oct 14 - Mon, Oct 20
BUF
Buffalo
MDW
Chicago
$129 Roundtrip, found 1 day ago
$129
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 14 from Buffalo to Chicago, returning Mon, Oct 20, priced at $129 found 1 day ago
Southwest Airlines
Sat, Sep 13 - Tue, Sep 16
BUF
Buffalo
MDW
Chicago
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 13 from Buffalo to Chicago, returning Tue, Sep 16, priced at $130 found 1 day ago
Delta
Fri, Aug 22 - Mon, Aug 25
BUF
Buffalo
MDW
Chicago
$134 Roundtrip, found 2 hours ago
$134
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Aug 22 from Buffalo to Chicago, returning Mon, Aug 25, priced at $134 found 2 hours ago
Frontier Airlines
Wed, Jul 30 - Sun, Aug 3
BUF
Buffalo
MDW
Chicago
$274 Roundtrip, found 15 hours ago
$274
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Jul 30 from Buffalo to Chicago, returning Sun, Aug 3, priced at $274 found 15 hours ago

Find the cheapest month to fly from Buffalo (BUF) to Chicago (MDW)

November is typically the cheapest month to fly

From $128 - $668 per traveler.

Graph displaying average flight prices per month

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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
$91
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 September. 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 $46 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

How much does a flight from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW) cost?
Cheap round-trip fares from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW) start at $137. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines flight leaving BUF on August 2 2025 and touching down at MDW. The price was last updated on July 7 2025 and has not changed since.
What is the cheapest month to fly from BUF to MDW?
The cheapest flights from BUF to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW)?
Fly nonstop from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW) on a Southwest Airlines flight.
What is the cheapest airline that flies from BUF to MDW?
Journey from BUF to MDW with Southwest Airlines. This airline currently offers the cheapest one-way fare on this route, starting at $69. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from BUF on September 9 2025. Prices were last updated on July 7 2025 and have not changed since.
How many flights per day from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW)?
On average, you can take your pick of 6 direct flights flying from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW) each week. If you don't see one that suits your schedule, think about a flight with a layover. Filter your search results on Expedia to include one or two stops and opt for the next best option.
What are the most popular departure times for flights from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW)?
Flights between BUF and MDW tend to be busiest at 6 AM. For a less crowded experience and possibly cheaper fares, look for a departure outside the usual busy windows.
What day of the week has the most flights from BUF to MDW?
Fly on a Friday if you're looking for the biggest selection of flights from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW).
What is the earliest flight from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW)?
Hop on the earliest flight at around 6:20AM UTC-5, departing from Buffalo Niagara Intl. Airport (BUF). You'll be in the air for about 2h, reaching Midway Intl. Airport (MDW) at approximately 7:20AM UTC-6.
How long does it take to fly from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW)?
The average flight duration from BUF to MDW is 1 hour and 52 minutes, covering a distance of 470 mi.
What is the best time to fly from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW)?
Choose a flight from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW) that leaves before 3 PM to reduce the risk of cancellations and delays. Later departures have a 22% higher chance of being canceled, on average.**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 Buffalo Niagara Intl. Airport (BUF)?
Take a direct flight from Buffalo Niagara Intl. Airport (BUF) to Chicago and arrive at O'Hare Intl. Airport (ORD). Another convenient point of entry into this city is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW) last-minute?
Waiting until right before your break to book a flight from BUF to MDW often results in higher prices. While you might find some last-minute discounts, there's no guarantee. Allow some flexibility in your schedule for the best chance of scoring a bargain.
Is it cheaper to book a BUF to MDW flight and hotel package?
Securing a BUF to MDW flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Choose from our impressive range of accommodations and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Buffalo Niagara Intl. Airport (BUF) to Midway Intl. Airport (MDW)?
If you reserved your BUF to MDW flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

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*Available to One Key members.