Southwest® flights from Knoxville to Chicago-Midway from $149

Promo Code

Low fares from Knoxville to Chicago-Midway

$

Knoxville (TYS)to

Chicago-Midway (MDW)
Depart: 12/08/2026

One-way

Basic

From
$149

Low fares from Knoxville to Chicago-Midway

$

Knoxville (TYS)to

Chicago-Midway (MDW)
Depart: 12/08/2026

One-way

Basic

From
$149
Seen: 10 hrs ago

Knoxville (TYS)to

Chicago-Midway (MDW)
Depart: 02/02/2027

One-way

Basic

From
$149
Seen: 4 hrs ago

Knoxville (TYS)to

Chicago-Midway (MDW)
Depart: 12/19/2026

One-way

Basic

From
$149
Seen: 10 hrs ago

Knoxville (TYS)to

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

One-way

Basic

From
$164
Seen: 18 hrs ago

Knoxville (TYS)to

Chicago-Midway (MDW)
Depart: 12/20/2026

One-way

Basic

From
$175
Seen: 15 hrs ago

Knoxville (TYS)to

Chicago-Midway (MDW)
Depart: 01/31/2027

One-way

Basic

From
$175
Seen: 8 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 Knoxville to Chicago-Midway

Nov 2026
From$190*
Seen: 20 hrs ago
One Way/Basic
Dec 2026
From$149*
Seen: 10 hrs ago
One Way/Basic
Jan 2027
From$175*
Seen: 8 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $149
cmp-daily-histogram-bars-legend-max-price-aria-label $320
Displaying fares for November-2026
  • TYS–MDW, 11/10/2026: From $235
    10

    Tue

    NOV

  • TYS–MDW, 11/11/2026: From $235
    11

    Wed

  • TYS–MDW, 11/12/2026: From $275
    12

    Thu

  • TYS–MDW, 11/13/2026: From $275
    13

    Fri

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    14

    Sat

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    15

    Sun

  • TYS–MDW, 11/16/2026: From $220
    16

    Mon

  • TYS–MDW, 11/17/2026: From $220
    17

    Tue

  • TYS–MDW, 11/18/2026: From $220
    18

    Wed

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    19

    Thu

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    20

    Fri

  • TYS–MDW, 11/21/2026: From $220
    21

    Sat

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    22

    Sun

  • TYS–MDW, 11/23/2026: From $220
    23

    Mon

  • TYS–MDW, 11/24/2026: From $320
    24

    Tue

  • TYS–MDW, 11/25/2026: From $220
    25

    Wed

  • TYS–MDW, 11/26/2026: From $190
    26

    Thu

  • TYS–MDW, 11/27/2026: From $287
    27

    Fri

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    28

    Sat

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    29

    Sun

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    30

    Mon

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    01

    Tue

    DEC

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    02

    Wed

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

    Thu

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    04

    Fri

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

    Sat

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    06

    Sun

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

    Mon

  • TYS–MDW, 12/08/2026: From $149
    08

    Tue

  • TYS–MDW: cmp-view-offers-disclaimer. Find Offers
    09

    Wed

    • Range$149-$320

    *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:
    Mc Ghee Tyson Airport
    Arriving at:
    Chicago Midway International Airport
    Distance:
    459 miles

    Questions we hear the most

    There are 74 weekly flights from Knoxville to Chicago (Midway) on Southwest Airlines.
    To find the lowest fares by day and time to fly Knoxville 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 Knoxville 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 Knoxville