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Cheap flights from Chicago to Dallas from $59

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Dallas departing on 2/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
12:00 pm - 2:30 pmMDW-DAL
2h 30mnonstop
Southwest Logo
7:00 am - 9:10 amDAL-MDW
2h 10mnonstop
$117Southwest
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Sat, Jan 10 - Mon, Jan 12
Southwest Logo
3:05 pm - 5:40 pmORD-DAL
2h 35mnonstop
Southwest Logo
10:35 am - 1:00 pmDAL-ORD
2h 25mnonstop
$117Southwest
Find Deal
Sat, Jan 10 - Mon, Jan 12
Southwest Logo
3:20 pm - 7:15 pmMDW-DAL
3h 55m1 stop
Southwest Logo
6:30 pm - 8:40 pmDAL-MDW
2h 10mnonstop
$123Southwest
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Thu, Jan 1 - Tue, Jan 6
Southwest Logo
5:55 am - 8:30 amMDW-DAL
2h 35mnonstop
Southwest Logo
6:00 am - 11:35 amDAL-MDW
5h 35m1 stop
$127Southwest
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Wed, Feb 11 - Wed, Feb 18
Southwest Logo
3:45 pm - 9:50 pmORD-DAL
6h 05m1 stop
Southwest Logo
10:35 am - 1:00 pmDAL-ORD
2h 25mnonstop
$127Southwest
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Fri, Feb 20 - Sat, Feb 21
Southwest Logo
5:35 pm - 8:00 pmMDW-DAL
2h 25mnonstop
Southwest Logo
10:30 am - 12:40 pmDAL-MDW
2h 10mnonstop
$137Southwest
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Wed, Dec 17 - Wed, Dec 24
Southwest Logo
3:45 pm - 9:50 pmORD-DAL
6h 05m1 stop
Southwest Logo
6:00 am - 2:05 pmDAL-ORD
8h 05m1 stop
$137Southwest
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Fri, Feb 20 - Sat, Feb 21
Southwest Logo
5:35 pm - 8:00 pmMDW-DAL
2h 25mnonstop
Southwest Logo
3:35 pm - 7:30 pmDAL-MDW
3h 55m1 stop
$143Southwest
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Wed, Dec 17 - Wed, Dec 24
Southwest Logo
9:25 am - 11:50 amMDW-DAL
2h 25mnonstop
Southwest Logo
10:30 am - 12:40 pmDAL-MDW
2h 10mnonstop
$144Southwest
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Thu, Dec 18 - Thu, Dec 25
Southwest Logo
2:15 pm - 4:50 pmORD-DAL
2h 35mnonstop
Southwest Logo
6:50 am - 12:15 pmDAL-ORD
5h 25m1 stop
$147Southwest
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Wed, Dec 17 - Wed, Dec 24

Delta flights from Chicago to Dallas Love Field Airport

Our best Delta deals on Chicago to Dallas Love Field Airport flight tickets
Delta
Dec 17
ORD6:45 amChicago O'Hare Intl
6h 30m
1 stop
DAL1:15 pmDallas Love Field
Jan 6
DAL2:17 pmDallas Love Field
5h 18m
1 stop
ORD7:35 pmChicago O'Hare Intl
$188
Find similar
Delta
Dec 17
ORD5:30 amChicago O'Hare Intl
7h 45m
1 stop
DAL1:15 pmDallas Love Field
Dec 23
DAL6:34 pmDallas Love Field
5h 28m
1 stop
ORD12:02 amChicago O'Hare Intl
$211
Find similar
Delta
Dec 15
MDW5:29 pmChicago Midway
6h 27m
1 stop
DAL11:56 pmDallas Love Field
Jan 7
DAL2:17 pmDallas Love Field
7h 50m
1 stop
MDW10:07 pmChicago Midway
$217
Find similar

Southwest flights from Chicago to Dallas Love Field Airport

Our best Southwest deals on Chicago to Dallas Love Field Airport flight tickets
Southwest
Jan 10
ORD3:05 pmChicago O'Hare Intl
2h 35m
DAL5:40 pmDallas Love Field
Jan 12
DAL10:35 amDallas Love Field
2h 25m
ORD1:00 pmChicago O'Hare Intl
$117
Find similar
Southwest
Jan 1
MDW3:20 pmChicago Midway
3h 55m
1 stop
DAL7:15 pmDallas Love Field
Jan 6
DAL6:30 pmDallas Love Field
2h 10m
MDW8:40 pmChicago Midway
$123
Find similar
Southwest
Feb 20
MDW5:15 amChicago Midway
2h 35m
DAL7:50 amDallas Love Field
Feb 21
DAL7:00 amDallas Love Field
6h 20m
1 stop
MDW1:20 pmChicago Midway
$127
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momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Dallas Love Field Airport 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, momondo users made 832,500 searches. Data last updated November 18, 2025.
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

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Sat 1/10

12:00 pm-2:30 pm

Nonstop2h 30m

Dallas Love Field

Mon 1/12

7:00 am-9:10 am

Nonstop2h 10m

$117

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Sat 1/10

3:05 pm-5:40 pm

Nonstop2h 35m

Dallas Love Field

Mon 1/12

10:35 am-1:00 pm

Nonstop2h 25m

$117

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 1/1

3:20 pm-7:15 pm

1 stop3h 55m

Dallas Love Field

Tue 1/6

6:30 pm-8:40 pm

Nonstop2h 10m

$123

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 2/11

5:55 am-8:30 am

Nonstop2h 35m

Dallas Love Field

Wed 2/18

6:00 am-11:35 am

1 stop5h 35m

$127

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Fri 2/20

3:45 pm-9:50 pm

1 stop6h 05m

Dallas Love Field

Sat 2/21

10:35 am-1:00 pm

Nonstop2h 25m

$127

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 12/17

5:35 pm-8:00 pm

Nonstop2h 25m

Dallas Love Field

Wed 12/24

10:30 am-12:40 pm

Nonstop2h 10m

$137

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Fri 2/20

3:45 pm-9:50 pm

1 stop6h 05m

Dallas Love Field

Sat 2/21

6:00 am-2:05 pm

1 stop8h 05m

$137

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 12/17

5:35 pm-8:00 pm

Nonstop2h 25m

Dallas Love Field

Wed 12/24

3:35 pm-7:30 pm

1 stop3h 55m

$143

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 12/18

9:25 am-11:50 am

Nonstop2h 25m

Dallas Love Field

Thu 12/25

10:30 am-12:40 pm

Nonstop2h 10m

$144

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Wed 12/17

2:15 pm-4:50 pm

Nonstop2h 35m

Dallas Love Field

Wed 12/24

6:50 am-12:15 pm

1 stop5h 25m

$147

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Dallas from

How to get the cheapest flight ticket from Chicago to Dallas Love Field Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Dallas Love Field Airport?

If you aren’t able to travel to Dallas Love Field Airport during the month of September, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $199.

What is the cheapest day to depart on your flight to Dallas Love Field Airport?

According to our data, Wednesday is the cheapest day to fly to Dallas Love Field Airport from Chicago. The lowest ticket price found for a Wednesday departure recently was $256. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Dallas Love Field Airport is Sunday, with ticket prices averaging around $400.

What is the cheapest time of day to depart on your flight to Dallas Love Field Airport?

In the evening is the cheapest time of day to fly from Chicago to Dallas Love Field Airport when you can find flight prices for as low as $235. Flying to Dallas Love Field Airport in the evening is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Dallas Love Field Airport, so prices are often more expensive at around $307 per ticket.

What is the cheapest Chicago to Dallas Love Field flight route?

Fly from Chicago O'Hare Intl to Dallas Love Field for the best Chicago - Dallas Love Field flight prices

How far in advance should I book a flight to Dallas Love Field Airport?

You are more likely to see cheaper flights to Dallas Love Field Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Dallas Love Field Airport for around $276 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Dallas Love Field Airport from Chicago for as low as $196 on momondo.

What cabin class options are available on Chicago to Dallas Love Field flights?

There is only 1 cabin class available to choose from on Chicago to Dallas Love Field flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Dallas Love Field Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to Dallas Love Field Airport.

How have Chicago to Dallas Love Field Airport flight prices changed over time?

As of November 2025, prices for Chicago to Dallas Love Field Airport flights are approximately 323% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Dallas Love Field Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Dallas Love Field Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Dallas Love Field Airport (CHI to DAL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Dallas Love Field Airport

Best Price Found

$112

Fastest flight time

2h 20m

Direct flights

Every day
The best one-way flight to Dallas Love Field Airport from Chicago in the past 72 hours is $112. The best round-trip flight deal from Chicago to Dallas Love Field Airport found on momondo in the last 72 hours is $187.
The fastest flight from Chicago to Dallas Love Field Airport takes 2h 20m
Direct flights go from Chicago to Dallas Love Field Airport every day.
Search flight deals

  • How far is Chicago to Dallas Love Field by plane?

    A flight from Chicago to Dallas Love Field will travel around 802.0 mi. A reasonable flight in good conditions will take 2h 25m.

  • When did momondo last update prices for flights from Chicago to Dallas Love Field Airport?

    Prices for flights from Chicago to Dallas Love Field Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Dallas Love Field Airport?

  • How old do you have to be to fly from Chicago to Dallas Love Field Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Dallas Love Field Airport.

  • What documentation or ID do you need to fly to Dallas Love Field Airport?

    The necessary travel and health documents for your Dallas Love Field Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Dallas Love Field Airport?

  • What is the most popular airline from Chicago to Dallas Love Field Airport?

Best airlines flying from Chicago to Dallas Love Field Airport

Compare and see reviews for airlines that fly from Chicago to Dallas Love Field Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $76Free CancellationRating
5.8
3,103 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,245 reviews
Search Southwest flights
American AirlinesPriceFrom $177Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights

  • Southwest Flights From Chicago to Dallas Love Field Airport

    Southwest flight deals from Chicago to Dallas Love Field Airport start from $157 round-trip. Over the 40 Southwest flights for this route in a normal week, average airfare is usually $291 round-trip - but some users have found much cheaper deals with momondo.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Dallas?

Finding the right flight to Dallas from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Dallas quick and easy, saving you time and money.

Can I find flights from Chicago to Dallas with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Dallas flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Dallas?

momondo provides multiple filters to help you find the best flight to Dallas from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Dallas right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Dallas, momondo offers a useful price alert feature which will track prices for flights to Dallas from Chicago and alert you when they change.

An easier way to manage your Dallas Love Field Airport trip

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