CHI - DAL

$79 Find Cheap Flights from Chicago to Dallas Love Field

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Love Field departing on 2/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Search hundreds of travel sites at once for deals on flights to Dallas Love Field

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Dallas, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Dallas, as well as popular online travel agencies
In the last 7 days travelers have searched 45,613,212 times on KAYAK, and here is why:

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Cheap Flight Deals from Chicago to Dallas Love Field (CHI-DAL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Dallas Love Field that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Love Field

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Love Field.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:45 pm - 11:15 pmMDW-DAL
2h 30mnonstop
5:45 pm - 7:55 pmDAL-MDW
2h 10mnonstop
$158Southwest
Find Deal
Sat, Feb 15 - Wed, Feb 19
7:00 am - 9:35 amORD-DAL
2h 35mnonstop
7:10 pm - 9:30 pmDAL-ORD
2h 20mnonstop
$158Southwest
Find Deal
Sat, Feb 15 - Wed, Feb 19
5:25 am - 8:00 amMDW-DAL
2h 35mnonstop
6:25 am - 8:30 amDAL-MDW
2h 05mnonstop
$169Southwest
Find Deal
Sat, Feb 8 - Sat, Feb 15
7:00 am - 9:35 amORD-DAL
2h 35mnonstop
7:05 am - 9:25 amDAL-ORD
2h 20mnonstop
$169Southwest
Find Deal
Sat, Feb 8 - Sat, Feb 15
12:44 pm - 5:55 pmMDW-DAL
5h 11m1 stop
5:17 pm - 10:20 pmDAL-MDW
5h 03m1 stop
$207Delta
Find Deal
Thu, Jan 23 - Sat, Feb 1
5:45 am - 11:24 amORD-DAL
5h 39m1 stop
12:09 pm - 5:25 pmDAL-ORD
5h 16m1 stop
$216Delta
Find Deal
Sun, Jan 19 - Fri, Jan 24
6:00 am - 11:24 amMDW-DAL
5h 24m1 stop
5:17 pm - 10:20 pmDAL-MDW
5h 03m1 stop
$248Delta
Find Deal
Sat, Jan 11 - Tue, Jan 14
7:45 am - 6:26 pmORD-DAL
10h 41m1 stop
7:24 pm - 11:59 pmDAL-ORD
28h 35m1 stop
$405Alaska Airlines
Find Deal
Thu, Jan 9 - Thu, Jan 16
7:40 am - 6:38 pmORD-DAL
10h 58m1 stop
7:38 pm - 11:59 pmDAL-ORD
28h 21m1 stop
$434Alaska Airlines
Find Deal
Wed, Apr 9 - Mon, Apr 14
2:00 pm - 6:29 pmORD-DAL
28h 29m1 stop
7:29 pm - 11:59 pmDAL-ORD
28h 30m1 stop
$448Alaska Airlines
Find Deal
Thu, Feb 27 - Sun, Mar 2

Flights from Chicago to Love Field - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Love Field to help you find the cheapest flights, the best time to fly and much more.

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

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Dallas Love Field Airport.
Our data shows that the cheapest route for a return flight from Chicago to Dallas Love Field Airport cost $178 and was between Chicago Midway Airport (MDW) and Dallas Love Field Airport (DAL). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $178.

What’s the cheapest day of the week to fly from Chicago to Dallas Love Field?

The average price of all round-trip flights from Chicago to Dallas Love Field Airport clicked on KAYAK for each day over the last 12 months.
For Chicago to Dallas Love Field, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from Dallas Love Field back to Chicago, the best deals are generally found on Tuesday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Dallas Love Field Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Dallas Love Field Airport is May, where tickets cost $183 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $339 and $324 respectively.

Can I save money by flying with a layover from Chicago to Dallas Love Field Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of $217, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Dallas Love Field Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Chicago to Dallas Love Field Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low season

April

High season

December

Cheapest flight

$79
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly with an average 28% increase in price.
Flight from Chicago Midway Airport to Dallas Love Field

When to book flights from Chicago to Love Field

Are your dates flexible? Find out the best times to travel from Chicago to Love Field based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Dallas Love Field flights

  • What is the cheapest flight from Chicago to Dallas Love Field Airport?

    In the last 3 days, the lowest price for a flight from Chicago to Dallas Love Field Airport was $79 for a one-way ticket and $158 for a round-trip.

  • Do I need a passport to fly between Chicago and Dallas Love Field?

    No

  • Which airports will I be using when flying from Chicago to Dallas Love Field?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Dallas Love Field (Dallas Love Field). The cheapest flights are generally found on the Chicago Midway Airport to Dallas Love Field flight route.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Dallas Love Field?

    American Airlines, and Alaska Airlines offer inflight Wi-Fi service on the Chicago to Dallas Love Field flight route.

  • Which aircraft models fly most regularly from Chicago to Dallas Love Field?

    The Airbus A320neo is the aircraft model that flies most regularly on the Chicago to Dallas Love Field flight route.

  • On which days can I fly direct from Chicago to Dallas Love Field?

    There are nonstop flights from Chicago to Dallas Love Field on a daily basis.

  • Which is the best airline for flights from Chicago to Dallas, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Dallas are Southwest and Delta. With an average price for the route of $275 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $377 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago to Dallas Love Field?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Dallas Love Field.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Dallas Love Field?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Dallas Love Field from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Dallas Love Field?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Dallas Love Field with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Dallas Love Field?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Dallas Love Field from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago to Dallas Love Field Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $135 or less one-way and $278 or less round-trip.

Prefer to fly direct from Chicago to Dallas Love Field?

Find which airlines fly direct from Chicago to Dallas Love Field Airport, which days they fly and book direct flights.

Direct departures

Chicago to Dallas Love Field

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Dallas Love Field to Chicago

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 4 airlines serving from Chicago to Love Field

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Dallas. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Love Field? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
SouthwestOverall score based on 4902 reviews
7.7Entertainment
7.2Food
8.7Crew
8.1Comfort
8.2Boarding
Airline reviews

The movies using Southwest WiFi kept pausing and I had to restart multiple times.

8.0 ExcellentSaovik, Dec 2024LAS - HOU
Read more Southwest reviews

The movies using Southwest WiFi kept pausing and I had to restart multiple times.

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

First, my flight was a usual flight nothing exceptional or unexpected. Over all it was a normal, good flight! Second, your questionaire is wholly lacking in the proper options to which one can answer a question. Often on short flights, there is no food let alone entertainment so why isn't that reflected in your questionaire? A simple "not applicable" would cover that issue appropriately but no, your form arbitrarily enters an answer based on the initial assessment which normally isn't factual. Until you provide an accurate means of assessing flights, I'll no longer be completing of these unimpressive and misleading assessements. Thank you!

Easy to book and to get check in and get on and off.

Excellent experience. WiFi worked on this leg of My trip

It seems as though the provisions are even less. Although SWA used to be an economy Airline, that isn't really the case anymore. I paid over $700. for a round trip to Denver and I could have flown just about any airline for the price. The drinks are now in a 6-ounce cup and with ice I'm sure a can would fill more than 2 cups. However, I am very proud of SWA for using paper rather than continuing to contribute to the millions of plastic cups being used each day. I've thought of this fr many years and am so glad to see it come to fruition, if not by only SWA so far.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Everything worked well. Crew was as entertaining as is possible on a plane flight. Southwest still has good legroom:

What’s best is they have free 2 check in bags. Unlike budget airlines that knocks you off with fees just for you hand carried bags

wifi wasn't working correctly so couldn't watch live tv

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Everything was great. Great service, excellent communication, and early arrival

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

It was terrible, if they ran flights on time it would make a big difference.

Great flight. On-time, comfortable, clean aircraft, and offered snacks pre-flight to plan for a potentially turbulent route. I wish there was Wi-Fi an all Delta Aircrafts but for a short flight this is not much of a problem.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

If I pay extra for "comfort+" I expect leg room where I can stretch my legs. I was seated with an attendant's seat blocking my feet. Knee space was fine but my feet had less room than the non-"comfort+" seats. Also, don't go cheap on food when you have flights of 3+ hours. It's insulting.

I did not fly Spirit. Connie used my email while booking her flight. I do not know Connie. It's fraud!!!

Helpful attendants at check-in is very good. The $70 charge for a checked bags I didn't care for.and the constant charges for picking a seat and faster check-in are too much. Please cut the prices by at least 50% would be fantastic!

The flight was delayed over an hour and we had to sit on the plane. Crew does not apologize due to the delay. Spirit will NEVER do anything to give a customer a better experience. A child next to me was kicking me the whole time. I don't ever enjoy flying with Spirit.

Easy! As long as you don’t mind no frills, our flight was enjoyable and on time

Fantastic. Had handicapped traveler and they helped us through security, helped with boarding, helped put wheelchair together, and were all very patient. A pleasant change from previous spirit flights I’ve taken. Highly recommend.

Staying with Dallas 4 hour stay ...it's was torture sorry. .. about to say that

The flight was delayed, and we waited for more than an hour on the plane.

Could at least have little recline in economy seats and windows to the last row, they were super uncomfortable and lots of chit chat and disturbance from the operation of crew members and other passengers

The plane crew made the decision to leave a LARGE group of us passengers who were stuck literally at the gate next to the Las Vegas flight & trying to get off. We were lied to & told the Vegas to Dallas plane was going to wait for us. I’m having to fly the whole night to my destination now because of this

Was told by one of the helpers at spirit in Detroit that I had to pay for my bag that could fit on the over head bin after I asked her repeatedly well what about the over head bin can’t my bag fit in there she said no I had to check it. Then sent me the long way to the tsa when my gate was the other way. I didn’t have that problem in Chicago.

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

I ended up paying $70+ dollars to for a carryon because the website is confusing and misleading. I now realize I did not need to pay that. I request a refund. I will pay extra to other airlines and not fly Frontier again.

With frontier you get what you pay for. The flight was two hours late. It’s a tight fit for the number of people they bring but you get to where you’re going cheap. Sometimes that’s more important than a nifty drink and cool TV..

Charges unexpected. For seat that didnt recline. Please reverse extra seat and carryon charge. Bad business that is a bait and switch.

Although we received an email from Kayak AND the airline, turns out we were not on Frontier’s manifest for the flight. We had to purchase tickets at the gate. Not sure where this transaction fell apart, but it did. We are now disputing the charges for the SLC to PDX flight originally booked through Kayak.

We had an awful experience getting our bags checked in. Frontier’s check in on the app manipulated us into buying the business package because that was the only option available for a checked bag which included two checked bags per person which we did not need. Upon arriving to the airport, we stood in line for what seemed like forever at the baggage check in and there was no one available at the counter. We were first in line and we were afraid we were going to miss our flight due to the baggage attendant being late. After realizing there were a lot of other people waiting at the baggage check in and no one available. I reached out to Frontier and could not get any customer service so I had to call the airport to page the baggage attendant to send someone to the counter to check in our bags before we were able to go through security , I finally spoke to the attendant at the counter and explained to her that we had to pay for two checked bags person a total of six bags when we only had a total of three bags between three people she said to reach out to Frontier and they would issue a refund for the three bags that we paid for and did not need. I reached out to Frontier which I was not able to reach anybody by phone so I had to go through their automated chat feature, which sent me around in circles until I finally reached a representative to assist me. I explained to them what happened and they explained that they were not able to assist me. I continued to push the issue with them as this was very frustrating and they finally put in a customer service ticket where we were issued a flight credit and we were so disappointed because after this experience, we NEVER want to fly Frontier again, and we do not want a credit that we will not use. Frontier charged us almost $500 for us to check three bags which is absolutely absurd! The customer service agents were not able to offer anything else other than a flight credit and I do not feel like my frustrations were truly heard , we will never use Frontier Airlines again ! Truly Theft by Manipulation! They should be ashamed!

I couldn’t check in because the app didn’t work. It took 3 Frontier employees at the counter to get me checked in. Flight left 3 hours after departure time

One crew member was rude about our bags. Be nice about it. We don’t fly a lot. And the fact that you have to pay for a carry on is ridiculous

While booking it was not obvious that I had to pay for carryon. Realized it only during check-in. Overall, meh!

The boarding gate was in Terminal D, but the Frontier counter was in Terminal E. So I had to move back and forth between terminals to check in my luggage. This was the worst experience that I had in terms of flights.

Book cheap flights from Chicago to Dallas

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Dallas found on KAYAK in the last 72 hours.
2/15Sat
nonstopSouthwest
2h 35mMDW-DAL
$79
2/15Sat
nonstopSouthwest
2h 35mORD-DAL
$79
1/7Tue
nonstopSouthwest
2h 30mMDW-DAL
$89
1/14Tue
nonstopSouthwest
2h 30mORD-DAL
$89
2/15Sat
1 stopDelta
6h 36mMDW-DAL
$98
2/15Sat
1 stopDelta
5h 02mORD-DAL
$98
1/11Sat
1 stopDelta
5h 39mORD-DAL
$99
12/17Tue
1 stopAlaska Airlines
24h 23mORD-DAL
$442
1/2Thu
1 stopAlaska Airlines
20h 11mORD-DAL
$557
12/24Tue
2 stopsAlaska Airlines
33h 34mORD-DAL
$712

Search by stops

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Last minute flights from Chicago to Love Field

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Dallas that are departing in the next 10 days.
12/15Sun
nonstopSouthwest
2h 35mORD-DAL
12/18Wed
nonstopSouthwest
2h 20mDAL-ORD
$506
12/15Sun
multi-stopSouthwest
4h 55mORD-DAL
12/18Wed
nonstopSouthwest
2h 25mDAL-ORD
$515
12/13Fri
nonstopSouthwest
2h 30mMDW-DAL
1/18Sat
nonstopSouthwest
2h 10mDAL-MDW
$524
12/13Fri
nonstopSouthwest
2h 35mORD-DAL
1/18Sat
nonstopSouthwest
2h 20mDAL-ORD
$524
12/15Sun
multi-stopDelta
4h 54mMDW-DAL
12/17Tue
multi-stopDelta
4h 38mDAL-MDW
$616
12/11Wed
multi-stopDelta
5h 48mORD-DAL
12/12Thu
multi-stopDelta
4h 49mDAL-ORD
$695
12/14Sat
multi-stopDelta
7h 00mMDW-DAL
12/19Thu
multi-stopDelta
6h 21mDAL-MDW
$792
12/15Sun
multi-stopAlaska Airlines
30h 58mORD-DAL
12/17Tue
multi-stopAlaska Airlines
22h 32mDAL-ORD
$875
12/12Thu
multi-stopAlaska Airlines
23h 32mORD-DAL
12/15Sun
multi-stopAlaska Airlines
27h 48mDAL-ORD
$1,024
12/15Sun
multi-stopAlaska Airlines
23h 32mORD-DAL
12/17Tue
multi-stopAlaska Airlines
22h 32mDAL-ORD
$1,045

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Everything you need to know for your flight from Chicago to Love Field

Information on your arrival and departure airports

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