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Love Field

$80+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DAL
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
1 adult, Economy
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Find cheap flights from Chicago to Love Field with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Dallas Love Field are usually found in September or April, booked 64 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap 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 March 23, 2026.

This Southwest deal was found by Cheapflights users on 3/23. 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.
Wed 4/2911:55 am
ORD
-
DAL
Nonstop2h 30m
Southwest
Tue 5/58:45 am
DAL
-
ORD
Nonstop2h 25m
Southwest
Deal found 3/23$159
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/2111:35 am
MDW
-
DAL
Nonstop2h 25m
Southwest
Tue 4/286:05 pm
DAL
-
MDW
Nonstop2h 15m
Southwest
Deal found 3/22$160
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/2111:55 am
ORD
-
DAL
Nonstop2h 30m
Southwest
Tue 4/288:45 am
DAL
-
ORD
Nonstop2h 25m
Southwest
Deal found 3/22$160
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/215:30 am
MDW
-
DAL
Nonstop2h 25m
Southwest
Thu 4/237:05 pm
DAL
-
MDW
Nonstop2h 10m
Southwest
Deal found 3/22$176
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/2111:55 am
ORD
-
DAL
Nonstop2h 30m
Southwest
Thu 4/231:05 pm
DAL
-
ORD
Nonstop2h 25m
Southwest
Deal found 3/22$176
This Southwest deal was found by Cheapflights users on 3/22. 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.
Wed 4/222:30 pm
MDW
-
DAL
1 stop4h 25m
Southwest
Mon 4/276:20 am
DAL
-
MDW
Nonstop2h 10m
Southwest
Deal found 3/22$186
This Southwest deal was found by Cheapflights users on 3/23. 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.
Sat 5/27:25 am
MDW
-
DAL
Nonstop2h 25m
Southwest
Thu 5/79:45 pm
DAL
-
MDW
Nonstop2h 10m
Southwest
Deal found 3/23$192
This Southwest deal was found by Cheapflights users on 3/23. 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.
Sat 5/22:05 pm
ORD
-
DAL
Nonstop2h 40m
Southwest
Thu 5/71:05 pm
DAL
-
ORD
Nonstop2h 25m
Southwest
Deal found 3/23$192
This Southwest deal was found by Cheapflights users on 3/22. 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.
Sat 4/2510:00 am
MDW
-
DAL
2 stops6h 00m
Southwest
Wed 4/291:30 pm
DAL
-
MDW
1 stop3h 20m
Southwest
Deal found 3/22$196

Find 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 March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(Southwest)

One-way from

$80
(Southwest)

Popular in

November

Cheapest in

September

Average price

$312

Good round-trip deal

$250 or less

Good one-way deal

$139 or less
Provider with most accurate pricing for Chicago (CHI)-Dallas Love Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Dallas Love Field flights.
Search Deals
From Chicago (CHI) to Dallas Love Field
Search Deals
One-way flight from Chicago (CHI) to Dallas Love Field
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Dallas Love Field.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Dallas Love Field.
Search Deals

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 March 23, 2026.
Use the filters below to find and compare flights from Chicago to Dallas Love Field Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Fri 4/24

4:15 pm-6:45 pm

Nonstop2h 30m

Dallas Love Field

Wed 4/29

8:45 am-11:10 am

Nonstop2h 25m

$192

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Wed 4/22

11:55 am-2:25 pm

Nonstop2h 30m

Dallas Love Field

Mon 4/27

1:05 pm-3:30 pm

Nonstop2h 25m

$202

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Sat 4/25

2:05 pm-4:45 pm

Nonstop2h 40m

Dallas Love Field

Tue 4/28

8:45 am-11:10 am

Nonstop2h 25m

$207

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Fri 5/29

5:00 pm-7:30 pm

Nonstop2h 30m

Dallas Love Field

Mon 6/1

9:45 pm-11:55 pm

Nonstop2h 10m

$208

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Mon 5/4

5:00 pm-7:30 pm

Nonstop2h 30m

Dallas Love Field

Wed 5/6

6:15 am-8:25 am

Nonstop2h 10m

$209

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 4/23

5:55 pm-10:50 pm

1 stop4h 55m

Dallas Love Field

Mon 4/27

7:20 pm-11:30 pm

1 stop4h 10m

$211

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Sat 4/25

2:05 pm-4:45 pm

Nonstop2h 40m

Dallas Love Field

Fri 5/1

4:25 pm-11:55 pm

1 stop7h 30m

$218

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Sat 4/18

10:30 am-2:25 pm

1 stop3h 55m

Dallas Love Field

Sat 4/25

11:00 am-2:35 pm

1 stop3h 35m

$228

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Tue 5/12

2:40 pm-10:00 pm

1 stop7h 20m

Dallas Love Field

Thu 5/14

6:50 am-12:50 pm

1 stop6h 00m

$229

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 4/22

3:00 pm-8:00 pm

1 stop5h 00m

Dallas Love Field

Wed 4/29

1:30 pm-4:50 pm

1 stop3h 20m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/22

Showing 1-10 of 41 resultsSorted by cheapest first
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5

Compare providers for flights from Chicago to Love Field

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Love Field in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Dallas Love Field Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Dallas Love Field Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Dallas Love Field Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Dallas Love Field Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Dallas Love Field Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 March 13, 2026.

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 64 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 $72). Flying from Chicago to Dallas Love Field Airport in July is currently the most expensive (average of $177). 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 March 23, 2026.

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 at noon, which can drop the price by up to 23% versus a flight in the evening.

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 March 14, 2026.

Travelers seeking maximum savings on their Chicago to Dallas Love Field Airport flight should consider departing on Wednesday at noon 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.

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 March 23, 2026.
Get a feel of what it's like to fly with Southwest and Frontier 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.
Southwest
8.0
Very good
4,324 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,324 reviews
Southwest
8.0
Very good
4,324 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.7
Fair
3,020 reviews
Southwest
8.0
Very good
4,324 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago to Dallas Love Field Airport?

    Departing from Chicago to Dallas Love Field Airport will take you 2h 30m. Chicago and Dallas Love Field Airport are separated by a distance of 798 mi. Generally, flights for this route are nonstop.

  • 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 Frontier. Our recent data shows that you can find tickets from as low as $68 on this airline. Additional options worth looking into are Southwest and American Airlines, starting at $157 and $177 round-trip. You may be able to fly from Chicago to Dallas Love Field Airport for 73% 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 $268, our data indicates the cheapest price to be $88. The most popular route (Chicago O'Hare Intl - Dallas Love Field), is priced around $160.

  • 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 $72). Flying from Chicago to Dallas Love Field Airport in July is currently the most expensive (average of $177). 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

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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 March 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$119FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$292FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$177Average$367FlexibilityNo cancel feeOn-time71%

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