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CHI - DAL

Find cheap flights from Chicago to Dallas Love Field from $88

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 6/5. 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.
1 adult
0 bags
Thu 6/6
Thu 6/13

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 42,573,820 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to 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 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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
4:41 pm - 11:42 pmMDW-DAL
7h 01m1 stop
4:38 pm - 9:46 pmDAL-MDW
5h 08m1 stop
$202Delta
Find Deal
Wed, Jun 5 - Tue, Jun 11
10:11 am - 4:37 pmMDW-DAL
6h 26m1 stop
2:50 pm - 9:41 pmDAL-MDW
6h 51m1 stop
$208Delta
Find Deal
Sat, Jul 13 - Mon, Jul 29
7:05 am - 1:47 pmORD-DAL
6h 42m1 stop
6:38 pm - 11:56 pmDAL-ORD
5h 18m1 stop
$208Delta
Find Deal
Sat, Jun 8 - Mon, Jun 17
9:15 am - 3:48 pmORD-DAL
6h 33m1 stop
6:38 pm - 11:56 pmDAL-ORD
5h 18m1 stop
$218Delta
Find Deal
Tue, Jun 11 - Mon, Jun 17
10:45 am - 1:15 pmORD-DAL
2h 30mnonstop
6:00 am - 8:25 amDAL-ORD
2h 25mnonstop
$258Southwest
Find Deal
Tue, May 28 - Thu, May 30
8:30 pm - 10:40 pmMDW-DAL
2h 10mnonstop
10:20 pm - 12:30 amDAL-MDW
2h 10mnonstop
$263Southwest
Find Deal
Tue, Jun 4 - Thu, Jun 6
5:15 pm - 9:20 pmMDW-DAL
4h 05m1 stop
10:20 pm - 12:30 amDAL-MDW
2h 10mnonstop
$267Southwest
Find Deal
Tue, Jun 4 - Thu, Jun 6
9:20 pm - 1:34 pmORD-DAL
16h 14m1 stop
2:34 pm - 5:40 amDAL-ORD
15h 06m1 stop
$459Alaska Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
7:29 pm - 1:34 pmORD-DAL
18h 05m1 stop
2:34 pm - 5:40 amDAL-ORD
15h 06m1 stop
$519Alaska Airlines
Find Deal
Thu, May 30 - Tue, Jun 4
9:20 pm - 1:34 pmORD-DAL
16h 14m1 stop
2:30 pm - 4:40 amDAL-ORD
14h 10m1 stop
$531Alaska Airlines
Find Deal
Tue, Jun 11 - Sat, Jun 15

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 one-way flights from Chicago to Dallas Love Field Airport.
Our data shows that the cheapest route for a one-way flight from Chicago to Dallas Love Field Airport cost $160 and was between Chicago Midway Airport and Dallas Love Field Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $301.

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

The average price of all flights from Chicago to Dallas Love Field Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Dallas Love Field on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Chicago to Dallas Love Field. For your return ticket, we recommend flying on a Monday and avoiding Sundays for the best deals.

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 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 August, where tickets cost $196 on average. On the other hand, the most expensive months are July and April, where the average cost of tickets is $420 and $307 respectively.

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

The average 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 $205, 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 daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Chicago to Dallas Love Field Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 54 days before departure.

Which airlines provide the cheapest flights from Chicago to Dallas Love Field?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Delta ($88) and Alaska Airlines ($213). The cheapest round-trip tickets were found on Delta ($202) and Southwest ($258).

How many flights are there between Chicago and Dallas Love Field Airport per day?

Each day, there are between 7 and 21 nonstop flights that take off from Chicago and land in Dallas Love Field Airport, with an average flight time of 2h 19m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 122 flights. The most frequent day of departure is Friday, when 17% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago and Dallas Love Field Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Dallas Love Field take?

Direct flights take on average 2h 10m to travel the 802 miles between Chicago and Dallas Love Field.

What’s the earliest departure time from Chicago to Dallas Love Field?

Early birds can take the earliest flight from Chicago at 5:35 am and will be landing in Dallas Love Field Airport at 7:50 am.

What’s the latest departure time from Chicago to Dallas Love Field?

If you prefer to fly at night, the latest flight from Chicago to Dallas Love Field Airport jets off at 9:10 pm and lands at 11:20 pm.

Good to know

Low season

February

High season

November

Cheapest flight

$88
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 15% lower on average.
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 $88 for a one-way ticket and $202 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?

    Only American Airlines offers 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 Boeing 737 MAX 8 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.

  • 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

Top tips for finding a cheap flight from Chicago to Dallas

  • Looking for a cheap flight? 25% of our users found flights on this route for $185 or less one-way.

Prefer to fly non-stop from Chicago to Dallas Love Field?

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

Nonstop 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

Nonstop 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 5 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.
8.0
DeltaOverall score based on 10818 reviews
7.9Comfort
8.0Entertainment
8.6Crew
7.4Food
8.2Boarding
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

Delayd flight out of atl as always miss my conection in dfw no flight untill next day

No problems with flight. Even though I had a short layover in DFW, I was still able to easily make my connection.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Late boarding to clean plane from previous flight; initial boarding announcement not loud enough; fantastic cabin attendant front of plane

Delayed flight, few announcements with information, no comps, cluster f boarding because zones weren’t spread out and announced loud and repeatedly, staff did their job -nothing more nothing less, annoying kids were speaking and kicking the heck out of the back of my seat and parents weren’t willing to parent… so another typical day of air travel in the US.,

Turbulence was bad and flight attendants gossiped about going to the bar and dating. Could have better awareness.

The flight was fine. The itinerary change from original booking was not good. We were originally leaving at 12:50 pm. The change to 8:29pm put us getting home in the early morning hours the next day. Then having to wait over an hour on the ground for a parking place to get off the plane was exhausting.

Beware of all the extras. Nickel and dimed. Everything was extra. It turns a $90 fare in to a $400 fair quite easily.

It wasn’t as horrible as I would have expected, however, to not provide water and change so much for bags is a ripoff to say the least.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

Seats could use more padding. Kind of hard on the tush.

The issue I have is when we landed in Vegas (Dallas to Vegas). It seems as if we were traveling too fast during landing. I’m not sure what is was but it seems as if the nose of plane banged the ground making a loud bam nose. We went back into the air instantly. It took about 5 minutes for the pilot or someone to say a wind drift caused the hard landing, and that we would land in about 5 minutes. Many of us passengers did not believe the reason given. The second attempt was much smoother but this does not make me want to fly spirit again. The flight from Detroit to Dallas was fine.

Amazed that Spirit can even get planes in the air, would never use again.

Would recommend to support give water in cups for free to the passengers.

The flight was really great I was surprised with Spirit.

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

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.
6/5Wed
1 stopDelta
7h 01mMDW-DAL
$88
5/29Wed
1 stopDelta
7h 01mMDW-DAL
$104
5/29Wed
1 stopDelta
5h 45mORD-DAL
$104
6/13Thu
1 stopDelta
7h 47mMDW-DAL
$114
5/29Wed
1 stopAlaska Airlines
16h 14mORD-DAL
$213
6/5Wed
1 stopAlaska Airlines
16h 14mORD-DAL
$225
6/10Mon
1 stopAlaska Airlines
16h 14mORD-DAL
$233
5/9Thu
nonstopSouthwest
2h 20mMDW-DAL
$389
5/9Thu
nonstopSouthwest
2h 30mORD-DAL
$389
5/9Thu
1 stopSouthwest
4h 10mMDW-DAL
$394

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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.
5/11Sat
multi-stopDelta
7h 57mMDW-DAL
5/14Tue
multi-stopDelta
6h 10mDAL-MDW
$258
5/11Sat
multi-stopDelta
5h 45mORD-DAL
5/14Tue
multi-stopDelta
8h 04mDAL-ORD
$258
5/11Sat
multi-stopDelta
5h 39mORD-DAL
5/14Tue
multi-stopDelta
8h 04mDAL-ORD
$279
5/7Tue
multi-stopDelta
5h 45mORD-DAL
5/11Sat
multi-stopDelta
6h 51mDAL-ORD
$300
5/8Wed
multi-stopSouthwest
10h 45mMDW-DAL
5/9Thu
multi-stopSouthwest
5h 50mDAL-MDW
$387
5/7Tue
multi-stopSouthwest
10h 35mORD-DAL
5/9Thu
multi-stopSouthwest
7h 45mDAL-ORD
$415
5/8Wed
multi-stopSouthwest
5h 40mMDW-DAL
5/9Thu
multi-stopSouthwest
5h 55mDAL-MDW
$420
5/11Sat
multi-stopAlaska Airlines
28h 59mORD-DAL
5/13Mon
multi-stopAlaska Airlines
9h 19mDAL-ORD
$980
5/10Fri
multi-stopAlaska Airlines
22h 23mORD-DAL
5/14Tue
multi-stopAlaska Airlines
15h 06mDAL-ORD
$1,013
5/10Fri
multi-stopAlaska Airlines
28h 59mORD-DAL
5/13Mon
multi-stopAlaska Airlines
9h 19mDAL-ORD
$1,018

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Flights to Dallas Love Field

Destination:

Dallas Love Field (DAL)United States

Return flight deals:

Dallas Love Field - Chicago

Cabin classes:

$301