BUF - MDW

$64 Find Cheap Flights from Buffalo to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Buffalo to Midway departing on 8/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Buffalo to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Buffalo to Chicago, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Buffalo to Midway (BUF-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Buffalo to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Buffalo to Midway

Tue, Sep 16 - Thu, Sep 18
Southwest Logo
6:50 am - 7:25 amBUF-MDW
1h 35mnonstop
Southwest Logo
9:00 pm - 11:30 pmMDW-BUF
1h 30mnonstop
$127Southwest
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Tue, Sep 16 - Thu, Sep 18
Southwest Logo
1:20 pm - 4:25 pmBUF-MDW
4h 05m1 stop
Southwest Logo
9:00 pm - 11:30 pmMDW-BUF
1h 30mnonstop
$137Southwest
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Tue, Sep 16 - Thu, Sep 18
Southwest Logo
1:20 pm - 7:10 pmBUF-MDW
6h 50m2 stops
Southwest Logo
9:00 pm - 11:30 pmMDW-BUF
1h 30mnonstop
$142Southwest
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Thu, Sep 18 - Mon, Sep 22
Southwest Logo
5:35 pm - 10:45 pmBUF-MDW
6h 10m1 stop
Southwest Logo
5:40 am - 1:50 pmMDW-BUF
7h 10m1 stop
$147Southwest
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Mon, Aug 18 - Wed, Aug 20
Delta Logo
4:43 pm - 9:49 pmBUF-MDW
6h 06m1 stop
Delta Logo
10:11 am - 3:38 pmMDW-BUF
4h 27m1 stop
$177Delta
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Fri, Aug 22 - Mon, Aug 25
Delta Logo
4:43 pm - 9:49 pmBUF-MDW
6h 06m1 stop
Delta Logo
6:17 pm - 10:59 pmMDW-BUF
3h 42m1 stop
$207Delta
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Sat, Aug 16 - Mon, Aug 18
Delta Logo
5:10 pm - 9:12 pmBUF-MDW
5h 02m1 stop
Delta Logo
6:17 pm - 10:59 pmMDW-BUF
3h 42m1 stop
$248Delta
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Fri, Aug 29 - Sun, Aug 31
Frontier Logo
4:55 pm - 12:24 amBUF-MDW
8h 29m1 stop
Frontier Logo
11:03 am - 7:16 pmMDW-BUF
7h 13m1 stop
$260Frontier
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Thu, Aug 7 - Sun, Aug 10
Frontier Logo
1:12 pm - 11:17 pmBUF-MDW
11h 05m1 stop
Frontier Logo
8:35 am - 7:47 amMDW-BUF
22h 12m1 stop
$270Frontier
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Thu, Jul 24 - Sat, Jul 26
Frontier Logo
5:04 pm - 10:24 pmBUF-MDW
6h 20m1 stop
Frontier Logo
9:12 pm - 8:52 amMDW-BUF
10h 40m1 stop
$276Frontier
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Useful Info

KAYAK's insights & trends for Buffalo to Midway flights

Get data-powered insights and trends into flights from Buffalo to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Buffalo to Chicago Midway Airport?

The average price of all round-trip flights from Buffalo to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Buffalo to Chicago Midway Airport. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Buffalo to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Buffalo to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Buffalo to Chicago Midway Airport is December, where tickets cost $247 (return) on average. On the other hand, the most expensive months are October and May, where the average cost of round-trip tickets is $563 and $478 respectively.

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Good to know

Low seasonMay
High seasonJune
Cheapest flight$64
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly with an average 9% increase in price.
Flight from Buffalo to Chicago Midway Airport

When to book flights from Buffalo to Midway

Are your dates flexible? Find out the best times to travel from Buffalo to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Buffalo to Chicago Midway Airport flights

  • What is the cheapest flight from Buffalo to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Buffalo to Chicago Midway Airport was $64 for a one-way ticket and $127 for a round-trip.

  • Do I need a passport to fly between Buffalo and Chicago Midway Airport?

    A passport is not required to fly from Buffalo to Chicago Midway Airport.

  • Which airports will I be using when flying from Buffalo to Chicago Midway Airport?

    Buffalo airport is called Buffalo and the only airport in Chicago Midway Airport is Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Buffalo to Chicago Midway Airport?

    American Airlines, JetBlue, Delta, WestJet, and United Airlines offer inflight Wi-Fi service on the Buffalo to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Buffalo to Chicago Midway Airport?

    The Boeing 737-800 Passenger/BBJ2 (winglets) is the aircraft model that flies most regularly on the Buffalo to Chicago Midway Airport flight route.

  • On which days can I fly direct from Buffalo to Chicago Midway Airport?

    There are nonstop flights from Buffalo to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Buffalo to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Buffalo to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Buffalo to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Buffalo is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Buffalo to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Buffalo with another airline. Booking your flights between Buffalo and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Buffalo to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Buffalo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Buffalo to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $166 or less one-way and $302 or less round-trip.

Prefer to fly direct from Buffalo to Chicago Midway Airport?

Find which airlines fly direct from Buffalo Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Buffalo to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Buffalo

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top airline flying from Buffalo to Midway

 
See real verified KAYAK customer reviews for airlines flying from Buffalo to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Buffalo to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4287 reviews
8.2Boarding
8.0Comfort
7.1Food
7.6Entertainment
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Everything you need to know for your flight from Buffalo to Midway

Information on your arrival and departure airports

Buffalo (BUF)
Midway (MDW)

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