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Cheap flights from Buffalo to Chicago from $105

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Buffalo to Chicago departing on 8/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Buffalo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:48 pm - 10:03 pm
BUF
-
MDW
8h 15m
1 stop
Frontier Logo
6:05 am - 1:53 pm
MDW
-
BUF
6h 48m
1 stop
$255Frontier
Fri, Aug 14 - Mon, Aug 17
Southwest Logo
9:40 am - 2:55 pm
BUF
-
MDW
6h 15m
2 stops
Southwest Logo
6:30 pm - 9:00 pm
MDW
-
BUF
1h 30mnonstop
$257Southwest
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
6:15 am - 2:25 pm
BUF
-
MDW
9h 10m
2 stops
Southwest Logo
7:25 am - 12:00 pm
MDW
-
BUF
3h 35m
1 stop
$258Southwest
Tue, Oct 27 - Thu, Oct 29
Southwest Logo
6:30 am - 2:30 pm
BUF
-
MDW
9h 00m
2 stops
Southwest Logo
10:30 am - 6:25 pm
MDW
-
BUF
6h 55m
1 stop
$262Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
7:10 pm - 7:45 pm
BUF
-
MDW
1h 35mnonstop
Southwest Logo
3:15 pm - 10:15 pm
MDW
-
BUF
6h 00m
1 stop
$263Southwest
Thu, Aug 13 - Mon, Aug 17
Delta Logo
3:53 pm - 6:05 pm
BUF
-
MDW
3h 12m
1 stop
Delta Logo
6:45 pm - 11:59 pm
MDW
-
BUF
4h 14m
1 stop
$267Delta
Tue, Oct 27 - Fri, Oct 30
Southwest Logo
7:25 am - 2:40 pm
BUF
-
MDW
8h 15m
2 stops
Southwest Logo
5:00 am - 2:10 pm
MDW
-
BUF
8h 10m
1 stop
$268Southwest
Tue, Oct 6 - Thu, Oct 8
Southwest Logo
7:10 pm - 7:45 pm
BUF
-
MDW
1h 35mnonstop
Southwest Logo
8:05 am - 10:45 am
MDW
-
BUF
1h 40mnonstop
$269Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
9:40 am - 2:55 pm
BUF
-
MDW
6h 15m
2 stops
Southwest Logo
8:55 am - 7:45 pm
MDW
-
BUF
9h 50m
1 stop
$273Southwest
Thu, Sep 3 - Sun, Sep 6
Frontier Logo
2:48 pm - 10:03 pm
BUF
-
MDW
8h 15m
1 stop
Frontier Logo
6:05 am - 1:53 pm
MDW
-
BUF
6h 48m
1 stop
$276Frontier
Fri, Aug 7 - Mon, Aug 10

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Frontier flights from Buffalo to Chicago Midway Airport

Our best Frontier deals on Buffalo to Chicago Midway Airport flight tickets
Frontier
Aug 14
BUF2:48 pmBuffalo
8h 15m
1 stop
MDW10:03 pmChicago Midway
Aug 17
MDW6:05 amChicago Midway
6h 48m
1 stop
BUF1:53 pmBuffalo
$255
Frontier
Aug 7
BUF2:48 pmBuffalo
8h 15m
1 stop
MDW10:03 pmChicago Midway
Aug 10
MDW6:05 amChicago Midway
6h 48m
1 stop
BUF1:53 pmBuffalo
$276
Frontier
Oct 10
BUF1:13 pmBuffalo
9h 45m
1 stop
MDW9:58 pmChicago Midway
Oct 13
MDW12:03 pmChicago Midway
23h 15m
1 stop
BUF12:18 pmBuffalo
$277

Southwest flights from Buffalo to Chicago Midway Airport

Our best Southwest deals on Buffalo to Chicago Midway Airport flight tickets
Southwest
Sep 3
BUF9:40 amBuffalo
6h 15m
2 stops
MDW2:55 pmChicago Midway
Sep 6
MDW6:30 pmChicago Midway
1h 30m
BUF9:00 pmBuffalo
$257
Southwest
Oct 27
BUF6:15 amBuffalo
9h 10m
2 stops
MDW2:25 pmChicago Midway
Oct 29
MDW7:25 amChicago Midway
3h 35m
1 stop
BUF12:00 pmBuffalo
$258
Southwest
Aug 13
BUF6:30 amBuffalo
9h 00m
2 stops
MDW2:30 pmChicago Midway
Aug 17
MDW10:30 amChicago Midway
6h 55m
1 stop
BUF6:25 pmBuffalo
$262

momondo Fare Finder

 
Customize your flight search to find flights from Buffalo to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 23, 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

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Fri 8/14

2:48 pm-10:03 pm

1 stop8h 15m

Chicago Midway

Mon 8/17

6:05 am-1:53 pm

1 stop6h 48m

$255

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Thu 9/3

9:40 am-2:55 pm

2 stops6h 15m

Chicago Midway

Sun 9/6

6:30 pm-9:00 pm

Nonstop1h 30m

$257

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Tue 10/27

6:15 am-2:25 pm

2 stops9h 10m

Chicago Midway

Thu 10/29

7:25 am-12:00 pm

1 stop3h 35m

$258

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Thu 8/13

6:30 am-2:30 pm

2 stops9h 00m

Chicago Midway

Mon 8/17

10:30 am-6:25 pm

1 stop6h 55m

$262

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Thu 8/13

7:10 pm-7:45 pm

Nonstop1h 35m

Chicago Midway

Mon 8/17

3:15 pm-10:15 pm

1 stop6h 00m

$263

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Tue 10/27

3:53 pm-6:05 pm

1 stop3h 12m

Chicago Midway

Fri 10/30

6:45 pm-11:59 pm

1 stop4h 14m

$267

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Tue 10/6

7:25 am-2:40 pm

2 stops8h 15m

Chicago Midway

Thu 10/8

5:00 am-2:10 pm

1 stop8h 10m

$268
Quickest round-trip

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Thu 8/13

7:10 pm-7:45 pm

Nonstop1h 35m

Chicago Midway

Mon 8/17

8:05 am-10:45 am

Nonstop1h 40m

$269

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Thu 9/3

9:40 am-2:55 pm

2 stops6h 15m

Chicago Midway

Sun 9/6

8:55 am-7:45 pm

1 stop9h 50m

$273

BuffaloChicago

BUF - MDW

BUFMDW

Buffalo

Fri 8/7

2:48 pm-10:03 pm

1 stop8h 15m

Chicago Midway

Mon 8/10

6:05 am-1:53 pm

1 stop6h 48m

$276

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Buffalo to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Buffalo and Chicago Midway Airport?

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

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Buffalo, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Buffalo during the month January is also very affordable. Most momondo users find prices during this month for around $0.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Buffalo. The lowest ticket price found for a Thursday departure recently was $397. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Buffalo because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $496.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Buffalo in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $407 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $540. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Buffalo to Chicago Midway flight route?

Fly from Buffalo to Chicago Midway for the best Buffalo - Chicago Midway flight prices

What cabin class options are available on Buffalo to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Buffalo to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Buffalo to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Buffalo to Chicago Midway Airport.

When to book flights from Buffalo to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Buffalo to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Buffalo to Chicago Midway Airport (BUF to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Buffalo to Chicago Midway Airport

Best Price Found

$208

Fastest flight time

1h 35m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Buffalo in the past 72 hours is $208. The best round-trip flight deal from Buffalo to Chicago Midway Airport found on momondo in the last 72 hours is $369.
The fastest flight from Buffalo to Chicago Midway Airport takes 1h 35m
Direct flights go from Buffalo to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Buffalo to Chicago Midway Airport

  • How far is Buffalo to Chicago Midway by plane?

    Buffalo and Chicago Midway are 458.7 mi apart from one another. By plane, this route typically takes 1h 35m.

  • When did momondo last update prices for flights from Buffalo Airport to Chicago Midway Airport?

    Prices for flights from Buffalo Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Buffalo Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Buffalo Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Buffalo Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Buffalo to Chicago Midway Airport?

  • What is the most popular airline from Buffalo to Chicago Midway Airport?

Best airlines flying from Buffalo to Chicago Midway Airport

Compare and see reviews for airlines that fly from Buffalo to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $237Free CancellationRating
8.0
4,238 reviews
Search Southwest flights

  • Southwest Flights From Buffalo to Chicago Midway Airport

    Southwest flight deals from Buffalo to Chicago Midway Airport start from $237 round-trip. Over the 15 Southwest flights for this route in a normal week, average airfare is usually $369 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Buffalo to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Buffalo.

Can I find flights from Buffalo to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Buffalo which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Buffalo to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Buffalo. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Buffalo to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Buffalo. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago Midway Airport trip

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