$74 Cheap Flights from Chicago (ORD) to Dallas (DAL)

View $74 flight on Thu, May 22, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Dallas (ORD-DAL)

Prices were available within the past 7 days and start at $74 for one-way flights and $147 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sat, May 17 - Wed, May 21
ORD
Chicago
DAL
Dallas
$147 Roundtrip, found 17 hours ago
$147
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, May 17 from Chicago to Dallas, returning Wed, May 21, priced at $147 found 17 hours ago
Southwest Airlines
Sat, May 17 - Wed, May 21
ORD
Chicago
DAL
Dallas
$157 Roundtrip, found 17 hours ago
$157
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, May 17 from Chicago to Dallas, returning Wed, May 21, priced at $157 found 17 hours ago
Southwest Airlines
Thu, May 22 - Sat, May 31
ORD
Chicago
DAL
Dallas
$172 Roundtrip, just found
$172
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, May 22 from Chicago to Dallas, returning Sat, May 31, priced at $172 just found
Southwest Airlines
Sat, May 17 - Wed, May 21
ORD
Chicago
DAL
Dallas
$177 Roundtrip, found 17 hours ago
$177
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, May 17 from Chicago to Dallas, returning Wed, May 21, priced at $177 found 17 hours ago
Southwest Airlines
Thu, Jul 3 - Fri, Jul 4
ORD
Chicago
DAL
Dallas
$179 Roundtrip, just found
$179
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, Jul 3 from Chicago to Dallas, returning Fri, Jul 4, priced at $179 just found
Southwest Airlines
Sat, May 17 - Tue, May 20
ORD
Chicago
DAL
Dallas
$182 Roundtrip, found 17 hours ago
$182
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, May 17 from Chicago to Dallas, returning Tue, May 20, priced at $182 found 17 hours ago
Southwest Airlines
Wed, May 21 - Sat, May 31
ORD
Chicago
DAL
Dallas
$182 Roundtrip, found 4 hours ago
$182
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Wed, May 21 from Chicago to Dallas, returning Sat, May 31, priced at $182 found 4 hours ago
Southwest Airlines
Sat, May 17 - Wed, Aug 20
ORD
Chicago
DAL
Dallas
$183 Roundtrip, found 6 hours ago
$183
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Sat, May 17 from Chicago to Dallas, returning Wed, Aug 20, priced at $183 found 6 hours ago
Southwest Airlines
Sat, May 17 - Wed, May 21
ORD
Chicago
DAL
Dallas
$187 Roundtrip, found 17 hours ago
$187
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, May 17 from Chicago to Dallas, returning Wed, May 21, priced at $187 found 17 hours ago
Delta
Thu, May 15 - Wed, May 21
ORD
Chicago
DAL
Dallas
$197 Roundtrip, found 2 hours ago
$197
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, May 15 from Chicago to Dallas, returning Wed, May 21, priced at $197 found 2 hours ago
Flights from Chicago (ORD) to Dallas (DAL)
Origin airport
O'Hare Intl.
Destination airport
Love Field
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$147
Distance
798 mi

Chicago to Dallas Flights

The cheapest times to fly from Chicago to Dallas

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Dallas are during the month of May. You can find some of the cheapest flights from Chicago to Dallas with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Dallas

Sunday is one of the best days to book for cheap flights from Chicago to Dallas: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Dallas

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Dallas in 2025. You can also book with separate airlines for your outbound and return journeys, from $74 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Dallas flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Dallas airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL) cost?
Snag cheap return tickets starting at $135 from O’Hare Intl. Airport (ORD) to Love Field Airport (DAL). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines and Spirit Airlines flight leaving ORD on May 17 2025 and touching down at DAL. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from ORD to DAL?
The cheapest flights from ORD to DAL are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL)?
You can fly straight from O’Hare Intl. Airport (ORD) to Love Field Airport (DAL) on a Southwest Airlines flight.
What is the cheapest airline that flies from ORD to DAL?
Currently, the cheapest carrier offering one-way flights from ORD to DAL is Southwest Airlines. You can take off on this route from $74. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on May 21 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL)?
Every day, an average of 2 nonstop flights take off from O’Hare Intl. Airport (ORD) to Love Field Airport (DAL). Pick the departure time that works for you.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL)?
More people fly between ORD and DAL at 7 AM than at any other time. Rather go when it’s quieter? Travel outside of rush hours and you could save on your ticket as well.
What day of the week has the most flights from ORD to DAL?
Jet off on a Sunday if you’re looking for the best selection of flights from O’Hare Intl. Airport (ORD) to Love Field Airport (DAL).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL)?
The first flight of the day departing from O’Hare Intl. Airport (ORD) is at around 7:00AM UTC-6. Board this plane and you’ll touch down at Love Field Airport (DAL) at approximately 9:35AM UTC-6. The entire trip takes 2h 35m.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL)?
The average flight time from ORD to DAL is 2 hours and 34 minutes, covering a total distance of 800 mi.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL)?
To avoid possible delays on the O’Hare Intl. Airport (ORD) to Love Field Airport (DAL) route, travel before 3 PM. Later departures have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Dallas from O'Hare Intl. Airport (ORD)?
Catch a direct flight from O’Hare Intl. Airport (ORD) to Dallas and land at Dallas-Fort Worth Intl. Airport (DFW). An alternative point of entry into this city is Love Field Airport (DAL).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL) last-minute?
Last-minute fares from ORD to DAL are typically more expensive. For the lowest rates, start looking for flights early. That said, if you’re flexible with your travel plans, it’s possible to score a cheap fare right before you leave.
Is it cheaper to book an ORD to DAL flight and hotel package?
You’ll typically save money by booking an ORD to DAL flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s simple to manage it all in one place. After choosing your ideal accommodations and flights, consider other add-ons like car rentals, activities and tours.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL)?
Usually, it’s possible to cancel or reschedule your ORD to DAL flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline’s policies in your itinerary to see what changes are allowed and whether any costs are involved. You’ll also find further details on our Customer Service portal.

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*Available to One Key members.