Love Field

$79+ Cheap flights from Chicago (CHI) to Love Field (DAL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DAL
ago 5 — ago 121
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Love Field with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Dallas Love Field are usually found in April or July, booked 39 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Chicago to Love Field

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Love Field (DAL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated julho 31, 2025.

Round-trip from

$157
(Southwest)

One-way from

$79
(Southwest)

Popular in

March

Cheapest in

April

Average price

$208

Good round-trip deal

$168 or less

Good one-way deal

$129 or less
From Chicago (CHI) to Dallas Love Field
One-way flight from Chicago (CHI) to Dallas Love Field
Highest demand for flights based on searches. 11% potential increase in price ($33 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in July 2025
Price to beat on a round-trip flight from Chicago (CHI) to Dallas Love Field.
Price to beat on a one-way flight from Chicago (CHI) to Dallas Love Field.

Find flight deals from Chicago to Love Field

Cheapest flights from Chicago to Love Field
Explore the most affordable flight options available from Chicago to Love Field. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julho 31, 2025.

This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 9/67:25 pmMDW - DAL
Nonstop2h 15mSouthwest
ter 9/92:50 pmDAL - MDW
Nonstop2h 20mSouthwest
Deal found 7/29$157
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 8/277:30 amORD - DAL
Nonstop2h 25mSouthwest
qua 9/37:05 pmDAL - ORD
Nonstop2h 25mSouthwest
Deal found 7/28$157
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 9/39:47 amORD - DAL
1 stop5h 20mDelta
sex 9/53:52 pmDAL - ORD
1 stop6h 45mDelta
Deal found 7/31$205
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 8/1610:31 amMDW - DAL
1 stop4h 36mDelta
ter 8/195:45 amDAL - MDW
1 stop6h 03mDelta
Deal found 7/29$227

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Love Field that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julho 31, 2025.
Use the filters below to find and compare flights from Chicago to Dallas Love Field Airport that are best for you.

Fly from

Chicago

Fly to

Love Field

Route

Depart

Return

Price

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

sáb 9/6

7:25 pm-9:40 pm

Nonstop2h 15m

Dallas Love Field

ter 9/9

2:50 pm-5:10 pm

Nonstop2h 20m

$157

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

qua 8/27

7:30 am-9:55 am

Nonstop2h 25m

Dallas Love Field

qua 9/3

7:05 pm-9:30 pm

Nonstop2h 25m

$157

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

qua 9/3

9:47 am-3:07 pm

1 stop5h 20m

Dallas Love Field

sex 9/5

3:52 pm-10:37 pm

1 stop6h 45m

$205

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

sáb 8/16

10:31 am-3:07 pm

1 stop4h 36m

Dallas Love Field

ter 8/19

5:45 am-11:48 am

1 stop6h 03m

$227

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

sáb 9/6

3:15 pm-5:30 pm

Nonstop2h 15m

$79

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

qua 9/3

7:30 am-9:55 am

Nonstop2h 25m

$79

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

sex 10/31

4:23 pm-11:55 pm

1 stop7h 32m

$100

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

sex 10/31

5:51 pm-11:55 pm

1 stop6h 04m

$100

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Chicago to Love Field

Have a flexible travel schedule? Discover the best time to fly to Love Field from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Dallas Love Field Airport

How far ahead should I book a flight from Chicago to Dallas Love Field Airport?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Love Field. Price data was last updated on July 25, 2025.

The price you pay for your flight from Chicago to Dallas Love Field Airport may vary depending on when you book. For the best chance of a lower fare, look to book 39 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Dallas Love Field Airport?

Currently, January is the cheapest month in which you can book a flight from Chicago to Dallas Love Field Airport (average of $287). Flying from Chicago to Dallas Love Field Airport in March is currently the most expensive (average of $382). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to DAL?

Find hourly flight availability from Chicago to Love Field. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julho 31, 2025.

When flying from Chicago to Dallas Love Field Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 30% versus a flight in the morning.

What is the cheapest day to fly from Chicago to Dallas Love Field Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Love Field. Price data was last updated on July 27, 2025.

Travelers seeking maximum savings on their Chicago to Dallas Love Field Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago to Dallas Love Field Airport?

Reviews of airlines servicing Love Field

Get insights into the airlines that provide service to Love Field. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Love Field. Reviews last updated julho 31, 2025.
Get a feel of what it's like to fly with Southwest and Delta from Chicago to Dallas Love Field Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
8.0
Very good

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Love Field. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines flying from Chicago to Dallas Love Field Airport round-trip?

    Our cheapest airline available from Chicago to Dallas Love Field Airport is Southwest. Our recent data shows that you can find tickets from as low as $157 on this airline. An additional option worth looking into is Delta, starting at $205. You may be able to fly from Chicago to Dallas Love Field Airport for 39% less than the average price by searching for these airlines.

  • What are the cheapest flights from Chicago to Dallas Love Field Airport?

    Looking for the cheapest flight from Chicago to Dallas Love Field Airport? While on average our users pay $225, our data indicates the cheapest price to be $78. The most popular route (Chicago O'Hare Intl - Dallas Love Field), is priced around $157.

  • Can I find deals for flights from Chicago to Love Field that include hotel bookings?

    Yes. In addition to deals on Chicago to Love Field flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Love Field?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Love Field.

  • Can I find deals for business class flights from Chicago to Love Field?

    Yes. Cheapflights offers flight deals from Chicago to Love Field by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Dallas Love Field Airport?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Dallas Love Field Airport (average of $287). Flying from Chicago to Dallas Love Field Airport in March is currently the most expensive (average of $382). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 3 airlines flying from Chicago to Love Field

Discover the top 3 airlines that operate flights from Chicago to Love Field. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julho 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$42Average$148FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$285FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$177Average$287FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.