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Cheap flights from Chicago to Dallas Love Field Airport from $74

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 Love Field Airport departing on 5/22. 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
0 bags

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Find the cheapest flights from Chicago to Dallas

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Dallas.
Southwest Logo
5:10 am - 7:30 amMDW-DAL
2h 20mnonstop
Southwest Logo
6:35 am - 8:45 amDAL-MDW
2h 10mnonstop
$147Southwest
Find Deal
Thu, May 15 - Mon, May 19
Southwest Logo
5:45 pm - 8:10 pmORD-DAL
2h 25mnonstop
Southwest Logo
8:20 am - 10:45 amDAL-ORD
2h 25mnonstop
$147Southwest
Find Deal
Wed, May 14 - Wed, May 21
Southwest Logo
4:35 pm - 7:00 pmMDW-DAL
2h 25mnonstop
Southwest Logo
7:50 am - 12:10 pmDAL-MDW
4h 20m1 stop
$157Southwest
Find Deal
Thu, May 15 - Mon, May 19
Southwest Logo
5:45 pm - 8:10 pmORD-DAL
2h 25mnonstop
Southwest Logo
7:40 pm - 10:00 pmDAL-ORD
2h 20mnonstop
$163Southwest
Find Deal
Tue, May 20 - Sat, May 24
Southwest Logo
11:10 am - 4:05 pmMDW-DAL
4h 55m1 stop
Southwest Logo
7:50 am - 12:10 pmDAL-MDW
4h 20m1 stop
$167Southwest
Find Deal
Thu, May 15 - Mon, May 19
Southwest Logo
8:40 pm - 11:00 pmMDW-DAL
2h 20mnonstop
Southwest Logo
4:25 pm - 6:35 pmDAL-MDW
2h 10mnonstop
$172Southwest
Find Deal
Tue, May 20 - Tue, Jun 3
Southwest Logo
1:30 pm - 4:00 pmORD-DAL
2h 30mnonstop
Southwest Logo
7:10 pm - 9:30 pmDAL-ORD
2h 20mnonstop
$172Southwest
Find Deal
Tue, May 20 - Tue, May 27
Southwest Logo
12:25 pm - 2:45 pmMDW-DAL
2h 20mnonstop
Southwest Logo
12:55 pm - 5:30 pmDAL-MDW
4h 35m1 stop
$173Southwest
Find Deal
Tue, May 13 - Sat, May 24
Delta Logo
5:58 pm - 11:53 pmORD-DAL
5h 55m1 stop
Delta Logo
3:59 pm - 9:20 pmDAL-ORD
5h 21m1 stop
$197Delta
Find Deal
Tue, May 13 - Wed, May 14
Delta Logo
12:48 pm - 5:44 pmMDW-DAL
4h 56m1 stop
Delta Logo
3:59 pm - 9:27 pmDAL-MDW
5h 28m1 stop
$217Delta
Find Deal
Sat, May 31 - Wed, Jun 4

Delta flights from Chicago to Dallas Love Field Airport

Our best Delta deals on Chicago to Dallas Love Field Airport flight tickets
Delta
May 13
ORD5:58 pmChicago O'Hare Intl
5h 55m
1 stop
DAL11:53 pmDallas Love Field
May 14
DAL3:59 pmDallas Love Field
5h 21m
1 stop
ORD9:20 pmChicago O'Hare Intl
Delta
May 31
MDW12:48 pmChicago Midway
4h 56m
1 stop
DAL5:44 pmDallas Love Field
Jun 4
DAL3:59 pmDallas Love Field
5h 28m
1 stop
MDW9:27 pmChicago Midway
Delta
May 24
ORD5:55 pmChicago O'Hare Intl
5h 58m
1 stop
DAL11:53 pmDallas Love Field
May 30
DAL6:30 pmDallas Love Field
5h 28m
1 stop
ORD11:58 pmChicago O'Hare Intl

Southwest flights from Chicago to Dallas Love Field Airport

Our best Southwest deals on Chicago to Dallas Love Field Airport flight tickets
Southwest
May 14
ORD5:45 pmChicago O'Hare Intl
2h 25m
DAL8:10 pmDallas Love Field
May 21
DAL8:20 amDallas Love Field
2h 25m
ORD10:45 amChicago O'Hare Intl
Southwest
May 15
MDW4:35 pmChicago Midway
2h 25m
DAL7:00 pmDallas Love Field
May 19
DAL7:50 amDallas Love Field
4h 20m
1 stop
MDW12:10 pmChicago Midway
Southwest
May 20
ORD5:45 pmChicago O'Hare Intl
2h 25m
DAL8:10 pmDallas Love Field
May 24
DAL7:40 pmDallas Love Field
2h 20m
ORD10:00 pmChicago O'Hare Intl

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 June, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $215.

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

According to our data, Tuesday is the cheapest day to fly to Dallas Love Field Airport from Chicago. The lowest ticket price found for a Tuesday departure recently was $274. 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 $386.

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 $333 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 12 weeks ahead of your departure date. In general, you can expect to find flights to Dallas Love Field Airport for around $293 when searching 12 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 $199 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 April 2025, prices for Chicago to Dallas Love Field Airport flights are approximately 73% 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

$74

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 $74. The best round-trip flight deal from Chicago to Dallas Love Field Airport found on momondo in the last 72 hours is $147.
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.

  • 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
5.9
3,283 reviews
Search Frontier flights
SouthwestPriceFrom $155Free CancellationRating
8.0
4,286 reviews
Search Southwest flights
DeltaPriceFrom $197Free CancellationRating
8.0
7,920 reviews
Search Delta flights
American AirlinesPriceFrom $257Free 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 $155 round-trip. Over the 58 Southwest flights for this route in a normal week, average airfare is usually $298 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.


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