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Cheap flights from Chicago to Dallas from $149

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
8:20 am - 10:40 amMDW  Chicago Midway-DAL Dallas Love Field
2h 20mnonstop
Southwest Logo
2:25 pm - 4:35 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 10mnonstop
$297Southwest
Tue, Sep 22 - Tue, Sep 29
Southwest Logo
7:05 am - 9:35 amMDW  Chicago Midway-DAL Dallas Love Field
2h 30mnonstop
Southwest Logo
5:35 pm - 7:50 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$297Southwest
Thu, Dec 3 - Sat, Dec 5
Southwest Logo
10:05 am - 12:20 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
Southwest Logo
7:15 pm - 9:25 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 10mnonstop
$297Southwest
Tue, Oct 20 - Mon, Oct 26
Southwest Logo
3:55 pm - 6:15 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 20mnonstop
Southwest Logo
2:55 pm - 5:05 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 10mnonstop
$297Southwest
Thu, Oct 29 - Tue, Nov 3
Southwest Logo
5:30 am - 7:40 amMDW  Chicago Midway-DAL Dallas Love Field
2h 10mnonstop
Southwest Logo
9:10 pm - 11:25 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$297Southwest
Thu, Sep 17 - Mon, Sep 21
Southwest Logo
5:15 am - 7:30 amMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
Southwest Logo
8:05 pm - 10:20 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$297Southwest
Thu, Oct 8 - Tue, Oct 13
Southwest Logo
5:15 am - 7:30 amMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
Southwest Logo
6:25 pm - 8:40 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$297Southwest
Mon, Oct 5 - Wed, Oct 7
Southwest Logo
9:20 pm - 11:30 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 10mnonstop
Southwest Logo
9:55 am - 12:10 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
$297Southwest
Thu, Oct 1 - Tue, Oct 6
Delta Logo
6:00 am - 11:28 amMDW  Chicago Midway-DAL Dallas Love Field
5h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:20 am - 4:25 pmDAL  Dallas Love Field-MDW Chicago Midway
6h 05m1 stop Atlanta Hartsfield-Jackson
$317Delta
Thu, Dec 17 - Tue, Jan 19
Delta Logo
6:00 am - 11:28 amMDW  Chicago Midway-DAL Dallas Love Field
5h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:20 am - 4:25 pmDAL  Dallas Love Field-MDW Chicago Midway
6h 05m1 stop Atlanta Hartsfield-Jackson
$317Delta
Thu, Dec 17 - Wed, Jan 20

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Southwest flights from Chicago to Dallas Love Field Airport

Our best Southwest deals on Chicago to Dallas Love Field Airport flight tickets
Southwest
Sep 24
MDW5:55 pmChicago Midway
2h 15m
DAL8:10 pmDallas Love Field
Oct 1
DAL10:55 pmDallas Love Field
2h 10m
MDW1:05 amChicago Midway
$297
Southwest
Oct 1
MDW8:00 pmChicago Midway
2h 15m
DAL10:15 pmDallas Love Field
Oct 3
DAL11:50 amDallas Love Field
3h 25m
1 stop
MDW3:15 pmChicago Midway
$303
Southwest
Sep 19
MDW12:30 pmChicago Midway
4h 15m
1 stop
DAL4:45 pmDallas Love Field
Sep 23
DAL7:35 amDallas Love Field
2h 15m
MDW9:50 amChicago Midway
$307

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
ORD5:30 amChicago O'Hare Intl
5h 58m
1 stop
DAL11:28 amDallas Love Field
Jan 18
DAL10:20 amDallas Love Field
8h 12m
1 stop
ORD6:32 pmChicago O'Hare Intl
$317
Delta
Sep 26
MDW9:59 amChicago Midway
11h 58m
2 stops
DAL9:57 pmDallas Love Field
Oct 3
DAL3:59 pmDallas Love Field
6h 45m
1 stop
MDW10:44 pmChicago Midway
$322
Delta
Oct 24
MDW9:29 amChicago Midway
8h 36m
2 stops
DAL6:05 pmDallas Love Field
Oct 27
DAL6:12 amDallas Love Field
10h 35m
2 stops
MDW4:47 pmChicago Midway
$327

momondo Fare Finder

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

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Price

Cheapest round-trip

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Tue 9/22

8:20 am-10:40 am

Nonstop2h 20m

Dallas Love Field

Tue 9/29

2:25 pm-4:35 pm

Nonstop2h 10m

$297

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Thu 12/3

7:05 am-9:35 am

Nonstop2h 30m

Dallas Love Field

Sat 12/5

5:35 pm-7:50 pm

Nonstop2h 15m

$297
Quickest round-trip

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Tue 10/20

10:05 am-12:20 pm

Nonstop2h 15m

Dallas Love Field

Mon 10/26

7:15 pm-9:25 pm

Nonstop2h 10m

$297

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Thu 10/29

3:55 pm-6:15 pm

Nonstop2h 20m

Dallas Love Field

Tue 11/3

2:55 pm-5:05 pm

Nonstop2h 10m

$297

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Thu 9/17

5:30 am-7:40 am

Nonstop2h 10m

Dallas Love Field

Mon 9/21

9:10 pm-11:25 pm

Nonstop2h 15m

$297

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Thu 10/8

5:15 am-7:30 am

Nonstop2h 15m

Dallas Love Field

Tue 10/13

8:05 pm-10:20 pm

Nonstop2h 15m

$297

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Mon 10/5

5:15 am-7:30 am

Nonstop2h 15m

Dallas Love Field

Wed 10/7

6:25 pm-8:40 pm

Nonstop2h 15m

$297

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Thu 10/1

9:20 pm-11:30 pm

Nonstop2h 10m

Dallas Love Field

Tue 10/6

9:55 am-12:10 pm

Nonstop2h 15m

$297

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Thu 12/17

6:00 am-11:28 am

1 stop5h 28m

Dallas Love Field

Tue 1/19

10:20 am-4:25 pm

1 stop6h 05m

$317

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Thu 12/17

6:00 am-11:28 am

1 stop5h 28m

Dallas Love Field

Wed 1/20

10:20 am-4:25 pm

1 stop6h 05m

$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?

Prices are currently typical for flights on this route.

Typical prices usually range from $247 to $341.
The lowest price recently found on this route was $297.

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 December, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $287.

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 $299. 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 $482.

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

At noon 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 $302. Flying to Dallas Love Field Airport at noon 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 $388 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 38% 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 August 2026, prices for Chicago to Dallas Love Field Airport flights are approximately 492% 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

$149

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 $149. The best round-trip flight deal from Chicago to Dallas Love Field Airport found on momondo in the last 72 hours is $297.
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
2,637 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
8.0
4,199 reviews
Search Southwest flights
American AirlinesPriceFrom $278Free CancellationRating
7.1
12,021 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 $177 round-trip. Over the 28 Southwest flights for this route in a normal week, average airfare is usually $349 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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