Southwest® flights from Buffalo/Niagara Falls to Chicago-Midway from $139

Promo Code

Low fares from Buffalo/Niagara Falls to Chicago-Midway

$

Buffalo/Niagara Falls (BUF)to

Chicago-Midway (MDW)
Depart: 10/28/2026

One-way

Basic

From
$139
Seen: 1 hour ago

Buffalo/Niagara Falls (BUF)to

Chicago-Midway (MDW)
Depart: 10/21/2026

One-way

Basic

From
$139
Seen: 12 hrs ago

Buffalo/Niagara Falls (BUF)to

Chicago-Midway (MDW)
Depart: 12/01/2026

One-way

Basic

From
$139
Seen: 13 hrs ago

Buffalo/Niagara Falls (BUF)to

Chicago-Midway (MDW)
Depart: 11/03/2026

One-way

Basic

From
$139
Seen: 13 hrs ago

Buffalo/Niagara Falls (BUF)to

Chicago-Midway (MDW)
Depart: 12/10/2026

One-way

Basic

From
$139
Seen: 17 hrs ago

Buffalo/Niagara Falls (BUF)to

Chicago-Midway (MDW)
Depart: 10/29/2026

One-way

Basic

From
$139
Seen: 20 hrs ago

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

Find low fares

Explore flights from Buffalo/Niagara Falls to Chicago-Midway

Sep 2026
From$256*
Seen: 22 minutes ago
One Way/Basic
Oct 2026
From$139*
Seen: 1 hour ago
One Way/Basic
Nov 2026
From$139*
Seen: 9 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $139
cmp-daily-histogram-bars-legend-max-price-aria-label $394
Displaying fares for September-2026
  • BUF–MDW, 09/30/2026: From $256
    30

    Wed

    SEP

  • BUF–MDW, 10/01/2026: From $288
    01

    Thu

  • BUF–MDW, 10/02/2026: From $288
    02

    Fri

  • BUF–MDW: cmp-view-offers-disclaimer. Find Offers
    03

    Sat

  • BUF–MDW, 10/04/2026: From $288
    04

    Sun

  • BUF–MDW: cmp-view-offers-disclaimer. Find Offers
    05

    Mon

  • BUF–MDW, 10/06/2026: From $256
    06

    Tue

  • BUF–MDW: cmp-view-offers-disclaimer. Find Offers
    07

    Wed

  • BUF–MDW, 10/08/2026: From $288
    08

    Thu

  • BUF–MDW, 10/09/2026: From $298
    09

    Fri

  • BUF–MDW: cmp-view-offers-disclaimer. Find Offers
    10

    Sat

  • BUF–MDW: cmp-view-offers-disclaimer. Find Offers
    11

    Sun

  • BUF–MDW: cmp-view-offers-disclaimer. Find Offers
    12

    Mon

  • BUF–MDW, 10/13/2026: From $256
    13

    Tue

  • BUF–MDW, 10/14/2026: From $256
    14

    Wed

  • BUF–MDW, 10/15/2026: From $271
    15

    Thu

  • BUF–MDW, 10/16/2026: From $261
    16

    Fri

  • BUF–MDW, 10/17/2026: From $256
    17

    Sat

  • BUF–MDW: cmp-view-offers-disclaimer. Find Offers
    18

    Sun

  • BUF–MDW, 10/19/2026: From $261
    19

    Mon

  • BUF–MDW, 10/20/2026: From $139
    20

    Tue

  • BUF–MDW, 10/21/2026: From $139
    21

    Wed

  • BUF–MDW, 10/22/2026: From $139
    22

    Thu

  • BUF–MDW, 10/23/2026: From $160
    23

    Fri

  • BUF–MDW, 10/24/2026: From $139
    24

    Sat

  • BUF–MDW, 10/25/2026: From $394
    25

    Sun

  • BUF–MDW, 10/26/2026: From $139
    26

    Mon

  • BUF–MDW: cmp-view-offers-disclaimer. Find Offers
    27

    Tue

  • BUF–MDW, 10/28/2026: From $139
    28

    Wed

  • BUF–MDW, 10/29/2026: From $139
    29

    Thu

    • Range$139-$394

    *Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

    Flight Details

    Departing from:
    Buffalo Niagara International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    1 hour 39 minutes
    Distance:
    468 miles

    Route Information

    144† Weekly flights
    • 2‡ Nonstop flights per day Monday through Friday
    • 1‡ Nonstop flight on Saturday
    • 2‡ Nonstop flights on Sunday

    † Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.

    ‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.

    Questions we hear the most

    The average flight time from Buffalo/Niagara Falls to Chicago (Midway) is 1 hour 39 minutes.
    There are 144 weekly flights from Buffalo/Niagara Falls to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from Buffalo/Niagara Falls to Chicago (Midway) 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Buffalo/Niagara Falls to Chicago (Midway) once per day on Saturdays and 2 times per day on Sundays.
    To find the lowest fares by day and time to fly Buffalo/Niagara Falls to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Chicago Midway International Airport book yours with your flight.
    Yes! Flights from Buffalo/Niagara Falls to Chicago (Midway)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
    Check the status of your upcoming Southwest flight.
    Check out the Southwest Airlines® Help Center for answers about everything Southwest.

    Explore Flights from Other Popular Origins

    Popular Flights from Buffalo/Niagara Falls