Southwest® flights from Chicago (O'Hare) to Dallas (Love Field) from $100

Promo Code

Low fares from Chicago (O'Hare) to Dallas (Love Field)

$

Chicago (Midway) (MDW)to

Dallas (Love Field) (DAL)
Depart: 05/12/2026

One-way

Basic

From
$100
Seen: 19 hrs ago

Chicago (Midway) (MDW)to

Dallas (Love Field) (DAL)
Depart: 06/09/2026

One-way

Basic

From
$100
Seen: 19 hrs ago

Chicago (Midway) (MDW)to

Dallas (Love Field) (DAL)
Depart: 05/13/2026

One-way

Basic

From
$100
Seen: 15 hrs ago

Chicago (Midway) (MDW)to

Dallas (Love Field) (DAL)
Depart: 04/29/2026

One-way

Basic

From
$100
Seen: 23 hrs ago

Chicago (Midway) (MDW)to

Dallas (Love Field) (DAL)
Depart: 04/27/2026

One-way

Basic

From
$100
Seen: 22 hrs ago

Chicago (Midway) (MDW)to

Dallas (Love Field) (DAL)
Depart: 06/02/2026

One-way

Basic

From
$100
Seen: 14 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 Chicago (O'Hare) to Dallas (Love Field)

Apr 2026
From$100*
Seen: 9 hrs ago
One Way/Basic
May 2026
From$100*
Seen: 14 hrs ago
One Way/Basic
Jun 2026
From$100*
Seen: 17 hrs ago
One Way/Basic
$100
$203
Displaying fares for April-2026
  • 02

    Thu

    APR

  • 03

    Fri

  • 04

    Sat

  • 05

    Sun

  • 06

    Mon

  • 07

    Tue

  • 08

    Wed

  • 09

    Thu

  • 10

    Fri

  • 11

    Sat

  • 12

    Sun

  • 13

    Mon

  • 14

    Tue

  • 15

    Wed

  • 16

    Thu

  • 17

    Fri

  • 18

    Sat

  • 19

    Sun

  • 20

    Mon

  • 21

    Tue

  • 22

    Wed

  • 23

    Thu

  • 24

    Fri

  • 25

    Sat

  • 26

    Sun

  • 27

    Mon

  • 28

    Tue

  • 29

    Wed

  • 30

    Thu

  • 01

    Fri

    MAY

    • Range$100-$203

    *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:
    O'Hare International Airport
    Arriving at:
    Dallas Love Field
    Average flight time:
    2 hours 26 minutes
    Distance:
    798 miles

    Route Information

    120† Weekly flights
    • 2‡ Nonstop flights per day Monday through Friday
    • 2‡ Nonstop flights on Saturday
    • 3‡ 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.

    Explore Dallas (Love Field)

    Deep in the heart of Texas is the city of Dallas. A modern and diverse city, Dallas has a wide array of cultural offerings and food options, so you’re sure to find something that’s right up your alley.

    If you’re into nature, the Dallas Arboretum and Botanical Garden has acres of colorful flowers and interesting plants for you to enjoy. There’s also the Perot Museum of Nature and Science. More into historical landmarks? The Sixth Floor Museum and John F. Kennedy Memorial Plaza can help you dive into one of the most talked about events in American history. Art lovers will rejoice at Dallas Museum of Art with its collection of over 20,000 pieces spanning from ancient to modern day.

    Questions we hear the most

    The average flight time from Chicago (O'Hare) to Dallas (Love Field) is 2 hours 26 minutes.
    There are 120 weekly flights from Chicago (O'Hare) to Dallas (Love Field) on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (O'Hare) to Dallas (Love Field) 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (O'Hare) to Dallas (Love Field) 2 times per day on Saturdays and 3 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (O'Hare) to Dallas (Love Field) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Dallas Love Field book yours with your flight.
    Yes! Flights from Chicago (O'Hare) to Dallas (Love Field)—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 Chicago (O'Hare)