Cheap Southwest Airlines flights Dallas (DFW) to Chicago (ORD)

Flights from Dallas (DFW) to Chicago (ORD)
Origin airport
Dallas-Fort Worth Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Contour Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United
Popular airline
Spirit Airlines
Distance
801 mi
Average flight time
2 hours 25 mins

Frequently asked questions

How much is a Southwest Airlines flight from Dallas-Fort Worth Intl. Airport (DFW) to O'Hare Intl. Airport (ORD)?
Landing cheap one-way Southwest Airlines flights from DFW to ORD on Expedia is easy — just filter by "Price (lowest to highest)." Or check out our affordable round-trip fares for your next exciting adventure.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from DFW to ORD with Southwest Airlines?
Southwest Airlines flights to Chicago are often cheaper in the low-season months of January and February. Whether you're in search of a return or one-way ticket, you could score a better deal then.
What is the cheapest time to book flights from Dallas-Fort Worth Intl. Airport (DFW) to O'Hare Intl. Airport (ORD) with Southwest Airlines?
Search for affordable Southwest Airlines flights from Dallas-Fort Worth Intl. Airport (DFW) to O'Hare Intl. Airport (ORD) one to three months ahead of your departure day. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. No matter the fare type and itinerary, the best day to book a domestic flight is usually Sunday and the most expensive tends to be Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does Southwest Airlines fly nonstop from Dallas-Fort Worth Intl. Airport (DFW) to O'Hare Intl. Airport (ORD)?
To see if there's a direct route from DFW to ORD with Southwest Airlines or any other airlines, check the "Nonstop" filter when looking for flights.
What is the earliest Southwest Airlines flight from DFW to ORD?
Browse Southwest Airlines's earliest flights from DFW to ORD by selecting the "Morning" and "Early Morning" filters. Not only will you get to your destination sooner, early departures also have a 20% less chance of being canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does Southwest Airlines fly into in Chicago?
O'Hare Intl. Airport (ORD) is the primary Chicago gateway for Southwest Airlines flights from Dallas-Fort Worth Intl. Airport (DFW).
Can I change or cancel my Southwest Airlines flight from Dallas-Fort Worth Intl. Airport (DFW) to O'Hare Intl. Airport (ORD)?
It's generally possible to modify or cancel your flight, although additional fees may apply if you booked over 24 hours ago. Prefer to keep your options open? Make use of our "No cancel fee" or "Changes included" filter to find flights that won't charge you extra if you have to revise your plans. To modify your booking, go to "Trips," select your flight and click on "Manage Booking" for more information.

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