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Midway

$82+ Cheap flights from Buffalo (BUF) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
BUF — MDW
Jun 23 — Jun 301
Tue 6/23
Tue 6/30
1 adult, Economy
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Cheap flight deals from Buffalo to Midway

Cheapest flights from Buffalo to Midway
Explore the most affordable flight options available from Buffalo to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/222:48 pm
BUF
-
MDW
1 stop8h 15m
Frontier
Sat 7/256:05 am
MDW
-
BUF
1 stop27h 24m
Frontier
Deal found 5/21$248
This Priceline deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:50 pm
BUF
-
MDW
1 stop8h 21m
Frontier
Wed 6/176:00 am
MDW
-
BUF
1 stop6h 55m
Frontier
Deal found 5/22$249
This Frontier deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:50 pm
BUF
-
MDW
1 stop8h 21m
Frontier
Mon 7/66:05 am
MDW
-
BUF
1 stop6h 48m
Frontier
Deal found 5/23$250
This Frontier deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2012:29 pm
BUF
-
MDW
1 stop10h 42m
Frontier
Mon 6/226:00 am
MDW
-
BUF
1 stop6h 55m
Frontier
Deal found 5/21$251
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:50 pm
BUF
-
MDW
1 stop21h 14m
Frontier
Tue 6/1612:27 pm
MDW
-
BUF
1 stop24h 28m
Frontier
Deal found 5/19$255
This Southwest deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:10 pm
BUF
-
MDW
Nonstop1h 40m
Southwest
Wed 6/176:55 pm
MDW
-
BUF
Nonstop1h 30m
Southwest
Deal found 5/20$257
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:35 pm
BUF
-
MDW
Nonstop1h 40m
Southwest
Tue 9/2912:45 pm
MDW
-
BUF
Nonstop1h 30m
Southwest
Deal found 5/21$261
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/154:20 pm
BUF
-
MDW
1 stop6h 45m
Southwest
Wed 7/226:55 pm
MDW
-
BUF
Nonstop1h 35m
Southwest
Deal found 5/22$263
This Frontier deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:50 am
BUF
-
MDW
1 stop11h 18m
Frontier
Fri 7/246:00 am
MDW
-
BUF
1 stop6h 53m
Frontier
Deal found 5/19$270

Find flight deals from Buffalo to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Buffalo (BUF) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$248
(Kiwi.com)

One-way from

$82
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$334

Good round-trip deal

$411 or less

Good one-way deal

$208 or less
Provider with most accurate pricing for Buffalo-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Buffalo-Chicago Midway flights.
Search Deals
From Buffalo to Chicago Midway
Search Deals
One-way flight from Buffalo to Chicago Midway
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Buffalo to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Buffalo to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Buffalo to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 24, 2026.
Use the filters below to find and compare flights from Buffalo to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Wed 6/17

2:55 pm-3:35 pm

Nonstop1h 40m

Chicago Midway

Wed 6/24

7:50 am-10:25 am

Nonstop1h 35m

$257

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Sat 10/24

5:35 am-1:35 pm

1 stop9h 00m

Chicago Midway

Mon 10/26

1:20 pm-3:50 pm

Nonstop1h 30m

$301

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Wed 7/15

6:25 am-12:45 pm

1 stop7h 20m

Chicago Midway

Mon 7/20

1:00 pm-7:15 pm

2 stops5h 15m

$328

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Wed 8/5

3:00 pm-8:45 pm

1 stop6h 45m

Chicago Midway

Fri 8/7

2:35 pm-9:50 pm

2 stops6h 15m

$328

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Thu 8/13

6:12 am-9:17 am

1 stop4h 05m

Chicago Midway

Sun 8/16

6:42 pm-11:58 pm

1 stop4h 16m

$349

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Fri 9/4

1:40 pm-7:00 pm

1 stop6h 20m

Chicago Midway

Sun 9/6

1:35 pm-4:05 pm

Nonstop1h 30m

$359

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Fri 9/4

9:00 am-12:30 pm

1 stop4h 30m

Chicago Midway

Mon 9/7

5:59 pm-11:03 pm

1 stop4h 04m

$369

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Fri 10/9

7:55 pm-8:35 pm

Nonstop1h 40m

Chicago Midway

Mon 10/12

5:00 am-2:30 pm

1 stop8h 30m

$369

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Fri 8/7

7:10 pm-7:45 pm

Nonstop1h 35m

Chicago Midway

Sun 8/9

8:10 am-10:50 am

Nonstop1h 40m

$369
Cheapest one-way

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Wed 6/17

2:50 pm-10:11 pm

1 stop8h 21m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/24

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Buffalo to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Buffalo to Midway in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Buffalo-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Buffalo-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Buffalo-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Buffalo-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Buffalo-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Buffalo to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Buffalo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Buffalo to Chicago Midway Airport

What is the cheapest time of day to fly from BUF to MDW?

Find hourly flight availability from Buffalo to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 24, 2026.

A simple way to save on the total cost of your ticket is to fly from Buffalo to Chicago Midway Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 29% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Buffalo to Chicago Midway Airport?

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated May 24, 2026.
Peruse reviews from past customers who have flown with Southwest from Buffalo to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,270 reviews

Crew

8.6

Overall

7.9

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,270 reviews
Southwest
7.9
Good
4,270 reviews

Crew

8.6

Overall

7.9

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Buffalo to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Buffalo to Chicago Midway?

    Located just 8.3 mi from the city center, Buffalo is the airport most travelers will use when flying to Chicago Midway from Buffalo. Booking flights from Buffalo (BUF) to Chicago Midway should be relatively easy as there is 1 daily outbound flight to Chicago Midway from 1 airline.

  • How long is the flight from Buffalo to Chicago Midway Airport?

    Airlines like Southwest fly from Buffalo to Chicago Midway Airport in about 1h 40m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 466 mi. All flights are typically nonstop.

  • What is the cheapest airline to fly from Buffalo to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Buffalo to Chicago Midway Airport round-trip from $237. You may be able to fly from Buffalo to Chicago Midway Airport for 40% less than the average price by searching for this airline.

  • What are the cheapest flights from Buffalo to Chicago Midway Airport?

    On average you can expect to pay $367 for a flight from Buffalo to Chicago Midway Airport. The cheapest flight overall is $148 while the most popular route, (Buffalo - Chicago Midway) is currently priced at $230.

  • Can I find deals for flights from Buffalo to Midway that include hotel bookings?

    Yes. In addition to deals on Buffalo to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Buffalo to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Buffalo to Midway.

  • Can I find deals for business class flights from Buffalo to Midway?

    Yes. Cheapflights offers flight deals from Buffalo to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Buffalo to Midway

Discover the top airline that operate flights from Buffalo to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$237Average$369FlexibilityNo cancel feeOn-time63%

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