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Cheap flights from Chicago to Dallas from $149

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 8/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Dallas

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:00 pm - 9:15 pm
MDW
-
DAL
2h 15mnonstop
Southwest Logo
8:15 am - 10:30 am
DAL
-
MDW
2h 15mnonstop
$297Southwest
Thu, Aug 6 - Tue, Aug 11
Southwest Logo
8:40 pm - 10:50 pm
MDW
-
DAL
2h 10mnonstop
Southwest Logo
3:25 pm - 7:25 pm
DAL
-
MDW
4h 00m
1 stop
$303Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
5:55 pm - 8:10 pm
MDW
-
DAL
2h 15mnonstop
Southwest Logo
6:00 am - 8:10 am
DAL
-
MDW
2h 10mnonstop
$305Southwest
Mon, Aug 10 - Thu, Aug 13
Southwest Logo
5:55 pm - 8:10 pm
MDW
-
DAL
2h 15mnonstop
Southwest Logo
12:30 pm - 5:10 pm
DAL
-
MDW
4h 40m
1 stop
$307Southwest
Thu, Aug 6 - Tue, Aug 11
Southwest Logo
8:50 am - 2:40 pm
MDW
-
DAL
5h 50m
2 stops
Southwest Logo
6:30 pm - 8:40 pm
DAL
-
MDW
2h 10mnonstop
$308Southwest
Tue, Aug 11 - Wed, Aug 12
Southwest Logo
3:30 pm - 7:30 pm
MDW
-
DAL
4h 00m
1 stop
Southwest Logo
5:00 pm - 9:10 pm
DAL
-
MDW
4h 10m
1 stop
$310Southwest
Wed, Oct 14 - Mon, Oct 19
Southwest Logo
3:20 pm - 8:20 pm
MDW
-
DAL
5h 00m
1 stop
Southwest Logo
3:25 pm - 7:25 pm
DAL
-
MDW
4h 00m
1 stop
$312Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
8:50 am - 2:40 pm
MDW
-
DAL
5h 50m
2 stops
Southwest Logo
3:25 pm - 7:25 pm
DAL
-
MDW
4h 00m
1 stop
$313Southwest
Tue, Aug 18 - Thu, Aug 20
Delta Logo
5:10 pm - 10:26 pm
MDW
-
DAL
5h 16m
1 stop
Delta Logo
6:00 am - 11:51 am
DAL
-
MDW
5h 51m
1 stop
$317Delta
Thu, Aug 6 - Mon, Aug 10
Delta Logo
8:05 am - 1:52 pm
ORD
-
DAL
5h 47m
1 stop
Delta Logo
6:00 am - 12:16 pm
DAL
-
ORD
6h 16m
1 stop
$317Delta
Sat, Aug 8 - Tue, Aug 25

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Delta flights from Chicago to Dallas Love Field Airport

Our best Delta deals on Chicago to Dallas Love Field Airport flight tickets
Delta
Aug 6
MDW5:10 pmChicago Midway
5h 16m
1 stop
DAL10:26 pmDallas Love Field
Aug 10
DAL6:00 amDallas Love Field
5h 51m
1 stop
MDW11:51 amChicago Midway
$317
Delta
Sep 5
ORD8:05 amChicago O'Hare Intl
5h 47m
1 stop
DAL1:52 pmDallas Love Field
Sep 6
DAL6:00 amDallas Love Field
6h 40m
1 stop
ORD12:40 pmChicago O'Hare Intl
$319
Delta
Sep 2
ORD11:22 amChicago O'Hare Intl
11h 04m
2 stops
DAL10:26 pmDallas Love Field
Sep 9
DAL3:59 pmDallas Love Field
8h 00m
1 stop
ORD11:59 pmChicago O'Hare Intl
$322

Southwest flights from Chicago to Dallas Love Field Airport

Our best Southwest deals on Chicago to Dallas Love Field Airport flight tickets
Southwest
Aug 6
MDW7:00 pmChicago Midway
2h 15m
DAL9:15 pmDallas Love Field
Aug 10
DAL1:35 pmDallas Love Field
2h 10m
MDW3:45 pmChicago Midway
$297
Southwest
Oct 30
MDW7:15 amChicago Midway
2h 15m
DAL9:30 amDallas Love Field
Oct 31
DAL10:50 amDallas Love Field
2h 15m
MDW1:05 pmChicago Midway
$299
Southwest
Aug 6
MDW7:25 amChicago Midway
2h 10m
DAL9:35 amDallas Love Field
Aug 10
DAL3:25 pmDallas Love Field
4h 00m
1 stop
MDW7:25 pmChicago Midway
$303

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 July 16, 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

MDW - DAL

MDWDAL

Chicago Midway

Thu 8/6

7:00 pm-9:15 pm

Nonstop2h 15m

Dallas Love Field

Tue 8/11

8:15 am-10:30 am

Nonstop2h 15m

$297

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 8/6

8:40 pm-10:50 pm

Nonstop2h 10m

Dallas Love Field

Mon 8/10

3:25 pm-7:25 pm

1 stop4h 00m

$303
Quickest round-trip

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Mon 8/10

5:55 pm-8:10 pm

Nonstop2h 15m

Dallas Love Field

Thu 8/13

6:00 am-8:10 am

Nonstop2h 10m

$305

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 8/6

5:55 pm-8:10 pm

Nonstop2h 15m

Dallas Love Field

Tue 8/11

12:30 pm-5:10 pm

1 stop4h 40m

$307

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Tue 8/11

8:50 am-2:40 pm

2 stops5h 50m

Dallas Love Field

Wed 8/12

6:30 pm-8:40 pm

Nonstop2h 10m

$308

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 10/14

3:30 pm-7:30 pm

1 stop4h 00m

Dallas Love Field

Mon 10/19

5:00 pm-9:10 pm

1 stop4h 10m

$310

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 8/6

3:20 pm-8:20 pm

1 stop5h 00m

Dallas Love Field

Mon 8/10

3:25 pm-7:25 pm

1 stop4h 00m

$312

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Tue 8/18

8:50 am-2:40 pm

2 stops5h 50m

Dallas Love Field

Thu 8/20

3:25 pm-7:25 pm

1 stop4h 00m

$313

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 8/6

5:10 pm-10:26 pm

1 stop5h 16m

Dallas Love Field

Mon 8/10

6:00 am-11:51 am

1 stop5h 51m

$317

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Sat 8/8

8:05 am-1:52 pm

1 stop5h 47m

Dallas Love Field

Tue 8/25

6:00 am-12:16 pm

1 stop6h 16m

$317

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 typical price of a round-trip flight between Chicago and Dallas Love Field Airport?

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 March, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $46.

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

According to our data, Thursday is the cheapest day to fly to Dallas Love Field Airport from Chicago. The lowest ticket price found for a Thursday departure recently was $279. 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 $465.

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 $284. 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 $364 per ticket.

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

Fly from Chicago Midway to Dallas Love Field for the best Chicago - Dallas Love Field flight prices

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

There is only 1 cabin class available to choose from on Chicago to Dallas Love Field Airport 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?

You could potentially save up to 35% on your flight if you consider stops on a Chicago to Dallas Love Field Airport flight.

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

As of July 2026, prices for Chicago to Dallas Love Field Airport flights are approximately 8% cheaper 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

$184

Fastest flight time

2h 10m

Direct flights

Every day
The best one-way flight to Dallas Love Field Airport from Chicago in the past 72 hours is $184. The best round-trip flight deal from Chicago to Dallas Love Field Airport found on momondo in the last 72 hours is $348.
The fastest flight from Chicago to Dallas Love Field Airport takes 2h 10m
Direct flights go from Chicago to Dallas Love Field Airport every day.
Search flight deals

Frequently asked questions about flying from Chicago to Dallas Love Field Airport

  • 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 10m.

  • 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 $68Free CancellationRating
5.6
2,797 reviews
Search Frontier flights
SouthwestPriceFrom $172Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $278Free CancellationRating
7.1
11,819 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 $172 round-trip. Over the 50 Southwest flights for this route in a normal week, average airfare is usually $337 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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