Southwest® flights to Chicago (O'Hare) starting at $59

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Popular flights to Chicago (O'Hare) on Southwest Airlines

$

Dallas (Love Field) (DAL)to

Chicago (O'Hare) (ORD)
Depart: 03/10/2026
From
$79
Seen: 22 hrs ago
One-way
Basic

Denver (DEN)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$90
Seen: 10 hrs ago
One-way
Basic

Nashville (BNA)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$99
Seen: 16 hrs ago
One-way
Basic

Orlando (MCO)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$99
Seen: 8 hrs ago
One-way
Basic

Tampa (TPA)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$99
Seen: 22 hrs ago
One-way
Basic

Fort Lauderdale (FLL)to

Chicago (O'Hare) (ORD)
Depart: 03/07/2026
From
$99
Seen: 8 hrs ago
One-way
Basic

New York (LaGuardia) (LGA)to

Chicago (O'Hare) (ORD)
Depart: 03/04/2026
From
$104
Seen: 10 hrs ago
One-way
Basic

Baltimore/Washington (BWI)to

Chicago (O'Hare) (ORD)
Depart: 03/10/2026
From
$109
Seen: 7 hrs ago
One-way
Basic

Washington, D.C. (Reagan National) (DCA)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$109
Seen: 6 hrs ago
One-way
Basic

Phoenix (PHX)to

Chicago (O'Hare) (ORD)
Depart: 03/06/2026
From
$109
Seen: 9 hrs ago
One-way
Basic

Las Vegas (LAS)to

Chicago (O'Hare) (ORD)
Depart: 03/10/2026
From
$115
Seen: 19 hrs ago
One-way
Basic

Oakland (OAK)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$119
Seen: 38 minutes ago
One-way
Basic

San Diego (SAN)to

Chicago (O'Hare) (ORD)
Depart: 03/05/2026
From
$119
Seen: 6 hrs ago
One-way
Basic

Kansas City (MCI)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$126
Seen: 5 hrs ago
One-way
Basic

Houston (Hobby) (HOU)to

Chicago (O'Hare) (ORD)
Depart: 03/10/2026
From
$129
Seen: 11 hrs ago
One-way
Basic

Atlanta (ATL)to

Chicago (O'Hare) (ORD)
Depart: 03/10/2026
From
$129
Seen: 6 hrs ago
One-way
Basic

Austin (AUS)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$130
Seen: 8 hrs ago
One-way
Basic

Los Angeles (LAX)to

Chicago (O'Hare) (ORD)
Depart: 03/10/2026
From
$140
Seen: 5 minutes ago
One-way
Basic

San Francisco (SFO)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$149
Seen: 21 hrs ago
One-way
Basic

San Jose, CA (SJC)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026
From
$149
Seen: 21 hrs ago
One-way
Basic

*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.

Visit Chicago

Book your next flight to Chicago with Southwest Airlines and see why the Windy City is one of the most dynamic destinations in the U.S. Learn more about the Southwest Experience and start planning your Chicago getaway today.


Flying into Chicago O'Hare with Southwest Airlines

  • Enjoy convenient access to the northwestern suburbs and easy transit to downtown via the CTA Blue Line.
  • Arrive with ease thanks to gates located close to baggage claim.
  • Take advantage of frequent flights to Chicago, giving you the flexibility and confidence to plan your trip.
  • With low fares, friendly service, and no hidden fees, Southwest makes getting to Chicago as easy as enjoying it.

Best Food & Drink in Chicago

  • Try a classic Italian beef sandwich, a thin-crust tavern-cut pizza, or a Chicago-style hot dog loaded with veggies – but never ketchup!
  • Visit indoor exhibits at the Art Institute of Chicago
  • Explore neighborhoods like Andersonville, Hyde Park, and Uptown for authentic global cuisines inspired by generations of immigrant communities.
  • Don’t miss Chicago’s vibrant Restaurant Row, where top chefs and local favorites serve flavors from around the world.

Got flexible travel plans?

Use our Low Fare Calendar to find the lowest fares available inside your travel window.

Find flights

Details about Chicago O'Hare International Airport

Chicago airport
Airport code:
ORD
City:
Chicago
State:
Illinois
Concourse:
Terminal 5
Gates:
M Gates
Airport-provided WiFi
Cities with weekly flights from ORD:
106†
Cities with daily nonstop flights Monday through Friday from ORD:
8‡
Cities with daily nonstop flights Saturday through Sunday from ORD:
16§

† Weekly flights based on DOT published schedule average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Weekday flights based on DOT published schedule average flights Monday through Friday between 9/1/2025 and 9/30/2025.
§ Nonstop flights based on DOT published schedule average flights Saturday through Sunday between 9/1/2025 and 9/30/2025.

Find cheap flights to Chicago (O'Hare)

$

St. Louis (STL)to

Chicago (O'Hare) (ORD)
Depart: 03/17/2026

One-way

Basic

From
$59
Seen: 8 hrs ago

Minneapolis/St. Paul (MSP)to

Chicago (O'Hare) (ORD)
Depart: 03/10/2026

One-way

Basic

From
$59
Seen: 3 hrs ago

Memphis (MEM)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026

One-way

Basic

From
$59
Seen: 8 hrs ago

Cleveland (CLE)to

Chicago (O'Hare) (ORD)
Depart: 03/24/2026

One-way

Basic

From
$59
Seen: 9 hrs ago

Columbus (CMH)to

Chicago (O'Hare) (ORD)
Depart: 03/11/2026

One-way

Basic

From
$64
Seen: 9 hrs ago

Dallas (Love Field) (DAL)to

Chicago (O'Hare) (ORD)
Depart: 04/29/2026

One-way

Basic

From
$79
Seen: 21 hrs ago

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