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Cheap flights from Chicago to Dallas from $65

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 10/29. 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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Find the cheapest flights from Chicago to Dallas (CHI-DAL)

Cheap round-trip flights

Southwest Logo
8:00 pm - 10:25 pmMDW-DAL
2h 25mnonstop
Southwest Logo
6:30 pm - 8:40 pmDAL-MDW
2h 10mnonstop
$129Southwest
Find Deal
Tue, Jan 6 - Tue, Jan 13
Southwest Logo
1:30 pm - 3:50 pmORD-DAL
2h 20mnonstop
Southwest Logo
8:20 am - 10:45 amDAL-ORD
2h 25mnonstop
$129Southwest
Find Deal
Tue, Sep 9 - Tue, Sep 16
Southwest Logo
8:05 pm - 10:20 pmMDW-DAL
2h 15mnonstop
Southwest Logo
9:40 pm - 11:50 pmDAL-MDW
2h 10mnonstop
$138Southwest
Find Deal
Wed, Sep 17 - Thu, Sep 25
Southwest Logo
7:30 am - 9:55 amORD-DAL
2h 25mnonstop
Southwest Logo
7:05 pm - 9:30 pmDAL-ORD
2h 25mnonstop
$138Southwest
Find Deal
Wed, Sep 17 - Thu, Sep 25
Southwest Logo
8:00 pm - 10:25 pmMDW-DAL
2h 25mnonstop
Southwest Logo
9:25 am - 1:25 pmDAL-MDW
4h 00m1 stop
$139Southwest
Find Deal
Tue, Jan 6 - Tue, Jan 13
Southwest Logo
7:30 am - 9:55 amORD-DAL
2h 25mnonstop
Southwest Logo
9:20 am - 3:20 pmDAL-ORD
6h 00m1 stop
$139Southwest
Find Deal
Tue, Sep 9 - Tue, Sep 16
Southwest Logo
12:15 pm - 2:45 pmMDW-DAL
2h 30mnonstop
Southwest Logo
1:45 pm - 7:05 pmDAL-MDW
5h 20m2 stops
$144Southwest
Find Deal
Tue, Jan 6 - Tue, Jan 13
Southwest Logo
7:00 am - 2:45 pmORD-DAL
7h 45m2 stops
Southwest Logo
7:05 pm - 9:30 pmDAL-ORD
2h 25mnonstop
$144Southwest
Find Deal
Tue, Sep 9 - Tue, Sep 16
Southwest Logo
9:15 am - 11:30 amMDW-DAL
2h 15mnonstop
Southwest Logo
6:00 am - 8:15 amDAL-MDW
2h 15mnonstop
$147Southwest
Find Deal
Thu, Sep 4 - Mon, Sep 8
Southwest Logo
1:30 pm - 3:50 pmORD-DAL
2h 20mnonstop
Southwest Logo
8:20 am - 10:45 amDAL-ORD
2h 25mnonstop
$147Southwest
Find Deal
Thu, Sep 4 - Mon, Sep 8

Southwest flights from Chicago to Dallas Love Field Airport

Our best Southwest deals on Chicago to Dallas Love Field Airport flight tickets
Southwest
Sep 9
ORD1:30 pmChicago O'Hare Intl
2h 20m
DAL3:50 pmDallas Love Field
Sep 16
DAL8:20 amDallas Love Field
2h 25m
ORD10:45 amChicago O'Hare Intl
$129
Find similar
Southwest
Sep 17
MDW8:05 pmChicago Midway
2h 15m
DAL10:20 pmDallas Love Field
Sep 25
DAL9:40 pmDallas Love Field
2h 10m
MDW11:50 pmChicago Midway
$138
Find similar
Southwest
Sep 9
ORD7:30 amChicago O'Hare Intl
2h 25m
DAL9:55 amDallas Love Field
Sep 16
DAL9:20 amDallas Love Field
6h 00m
1 stop
ORD3:20 pmChicago O'Hare Intl
$139
Find similar

Delta flights from Chicago to Dallas Love Field Airport

Our best Delta deals on Chicago to Dallas Love Field Airport flight tickets
Delta
Aug 27
MDW6:00 amChicago Midway
4h 53m
1 stop
DAL10:53 amDallas Love Field
Aug 30
DAL3:52 pmDallas Love Field
5h 20m
1 stop
MDW9:12 pmChicago Midway
$228
Find similar
Delta
Aug 23
ORD9:47 amChicago O'Hare Intl
5h 20m
1 stop
DAL3:07 pmDallas Love Field
Aug 31
DAL5:45 amDallas Love Field
6h 31m
1 stop
ORD12:16 pmChicago O'Hare Intl
$258
Find similar
Delta
Aug 25
MDW4:25 pmChicago Midway
7h 24m
1 stop
DAL11:49 pmDallas Love Field
Aug 30
DAL3:52 pmDallas Love Field
5h 20m
1 stop
MDW9:12 pmChicago Midway
$278
Find similar

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 August 14, 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

Tue 1/6

8:00 pm-10:25 pm

Nonstop2h 25m

Dallas Love Field

Tue 1/13

6:30 pm-8:40 pm

Nonstop2h 10m

$129

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Tue 9/9

1:30 pm-3:50 pm

Nonstop2h 20m

Dallas Love Field

Tue 9/16

8:20 am-10:45 am

Nonstop2h 25m

$129

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 9/17

8:05 pm-10:20 pm

Nonstop2h 15m

Dallas Love Field

Thu 9/25

9:40 pm-11:50 pm

Nonstop2h 10m

$138

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Wed 9/17

7:30 am-9:55 am

Nonstop2h 25m

Dallas Love Field

Thu 9/25

7:05 pm-9:30 pm

Nonstop2h 25m

$138

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Tue 1/6

8:00 pm-10:25 pm

Nonstop2h 25m

Dallas Love Field

Tue 1/13

9:25 am-1:25 pm

1 stop4h 00m

$139

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Tue 9/9

7:30 am-9:55 am

Nonstop2h 25m

Dallas Love Field

Tue 9/16

9:20 am-3:20 pm

1 stop6h 00m

$139

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Tue 1/6

12:15 pm-2:45 pm

Nonstop2h 30m

Dallas Love Field

Tue 1/13

1:45 pm-7:05 pm

2 stops5h 20m

$144

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Tue 9/9

7:00 am-2:45 pm

2 stops7h 45m

Dallas Love Field

Tue 9/16

7:05 pm-9:30 pm

Nonstop2h 25m

$144

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 9/4

9:15 am-11:30 am

Nonstop2h 15m

Dallas Love Field

Mon 9/8

6:00 am-8:15 am

Nonstop2h 15m

$147

ChicagoDallas

ORD - DAL

ORDDAL

Chicago O'Hare Intl

Thu 9/4

1:30 pm-3:50 pm

Nonstop2h 20m

Dallas Love Field

Mon 9/8

8:20 am-10:45 am

Nonstop2h 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 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 April, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $208.

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 $262. 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 $378.

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 $218. 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 $308 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

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 $272 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 are 1 cabin classes 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.

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

As of August 2025, prices for Chicago to Dallas Love Field Airport flights are approximately 53% 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

$65

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 $65. The best round-trip flight deal from Chicago to Dallas Love Field Airport found on momondo in the last 72 hours is $129.
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

  • 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 $42Free CancellationRating
5.8
3,219 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
American AirlinesPriceFrom $177Free CancellationRating
7.2
10,000 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 59 Southwest flights for this route in a normal week, average airfare is usually $285 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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