Find cheap flights from Chicago Midway Airport to Dallas Love Field

MDW - DAL

Find cheap flights from Chicago Midway Airport to Dallas Love Field

Round-trip
Economy
Chicago (MDW)
Dallas Love Field
Thu 12/3
Thu 12/10
Any month
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Good to know

Low season

March Best time to beat the crowds with an average 70% drop in price.

High season

May Most popular time to fly with an average 40% increase in price.

Average price round-trip

$277 (avg. price over the last 2 weeks)

Good deal round-trip

$245 or less

When to book flights from Chicago Midway to Dallas Love Field

Estimated round-trip price
Average price per month

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $245 or less round-trip.
  • High season is considered to be April, May and June. The cheapest month to fly is March.
  • Morning departure is around 13% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Chicago Midway Airport to Dallas Love Field flights

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

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

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Top airline flying Chicago Midway to Dallas Love Field

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,802 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Boarding was a fast and smooth process. Flight attendants were there to help with carry on luggage if needed. Always nice and do their best."

Pros: "Christina brown was amazing at gate"

Pros: "Flight was Good"
Cons: "checked baggage was damaged"

Pros: "Taco"
Cons: "Taco"

Pros: "They were great & super friendly!!"

Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."

Pros: "Everything was great. Our 4-hour flight went off without a hitch. We've flown with Delta many times and have never had any problems."

Cons: "Passengers should have the option to ask for additional snacks."

Pros: "Flight attendants were great! We had rough weather for the entire flight, and they handled everything great"
Cons: "N/A"

Pros: "Crew provided first class service and were in good spirits for a very full flight. Full first class beverage service"
Cons: "No food except cookies and salty crisps in first clsss. There was ample time for a full breakfast."

Pros: "Let's start from the beginning. The flight was delayed for over an hour. Despite guaranteeing anyone with a connecting flight would all be taken care of, here I am still stuck in Amsterdam airport... delayed another 10 hours. The service after arrival was poor and slow..2 hours to get new flight"
Cons: "The travel agents assisting should have been ready for the number of passengers and triaged accordingly. They did not. Which meant a lot of us standing in line for hours missing new connecting flights."

Cons: "Overall: pretty good."

Pros: "Crew was good."
Cons: "N/A. No food was served due to turbulence which is uncontrollable."

Cons: "Being on time. First it was a problem with the plane but that was fixed quickly. Then it was something about de-icing the plane which took over 40mins which made my son and I miss our connecting flight. The weather didn’t just happen. They should have been prepared."

Cons: "Flying from New York to Atlanta on business class there was no access to the lounge because I was not flying to Lima on the same day. I bought the whole international business ticket to Peru together, I don't understand why Delta consider my first portion not part of my international ticket!"

Pros: "Delta is always fabulous! Their crew is so helpful!"

Pros: "Very friendly crew with a clean plane!"
Cons: "N/A"

Pros: "Departed on time. Very courteous crew."
Cons: "Nothing."

Cons: "At least one hour late"

Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."

Cons: "The flight attendants were unfriendly, condescending. They seemed unhappy about having to serve people."

Pros: "Excelente"

Pros: "wow, got in 3 minutes early, its a short flight, but its no joke trying to get out of ATL on time! Great job!"

Cons: "The flight was delayed by more than an hour. My seat's entertainment system was broken, so an 8 hour flight with not much to do other than sleep."

Pros: "Flight turned out great... but I got lucky!!! Got a seat I wanted... now praying the same occurs on return trip"
Cons: "Not being able to assign my seat until I got to the gate!! Terrifying not to be able to choose seat fir such a long flight!!! Do not ever want to be in this situation again!!!"

Pros: "The flight was good but the air didn’t work again plane was warm the space was limited but the movies were good the flight attendants were OK"

Pros: "In general the crew attitude toward passengers"
Cons: "Toilets have been modified that a person could barely do his needs"

Pros: "Thanks for being so kind to me and my musical instrument. It’s how I make a living and your staff allowed me to keep it safe! I’m a huge fan!!"
Cons: "I didn’t like this question!! You guys are great!!"

Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."

Pros: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos, please reimburse on the credit card"
Cons: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos of the studio and musicians"

Pros: "The seats."
Cons: "In typical Delta fashion they boarded, deplane, board it again and then beat the plane. Blamed it on weather even though a full maintenance crew was beneath the plane in the entire time and, for the coup de gras moved a new flight an hour later 30 gate down. Classic Delta hopefully they'll be out of business in a year"

Pros: "The crew is always wonderful. The complimentary beverage and snack really makes the flight better, even in the tiny seats. The flights with tv screens and charging ports are great, although they only seem to be on my shorter of the two connecting flights."
Cons: "Crew allows the first zones to place both their carryon and personal items in overhead storage, filling the bins before many travelers board the plane. We are then asked to check our bag, and are forced to put our 1 bag between our legs, whole many people stored two overhead. Flight was delayed a few minutes and time was not made up in air. Delta changed a few of our flights before we were even off the plane, while other passengers were allowed to keep their original flight (originally we all had the same connecting flight). Looks to me like they overbooked and pulled some of us randomly. Also, my checked bag was sent on wrong plane, and sat unattended at next airport for 2 hours."

Pros: "The flight was uneventful and although we took off late, we arrived on-time."
Cons: "The rows of seats are so tight that when the big guy in the seat in front of me leaned back (not even putting his seat back) his seat banged into my knees. A combination of cheap seats and too many seats. Made for a very uncomfortable flight."

Cons: "Mechanical failure had to switch planes an hour and 20 minutes late"

Cons: "Long delay due to maintenance of oxygen masks issue. Why hadn't this been taken care of with preventive maintenance?"

Cons: "Flight was cancelled and travel delayed by 24 hours."

Pros: "The flight was on schedule and landed early, and the pilot landed that plane very gently. It was quite impressive."
Cons: "I purchased a first class ticket in hopes that I would have a lot more comfort during the flight. It took me quite some time to get comfortable. The seat was ok, but I found the pillows to be very small and flat. I needed multiple pillows. The head rest was not adjustable, so I also found this to be uncomfortable. Usually when I fly AA, the headrest is adjustable. My final dislike was that the beverage selection was limited. I'm quite sure there was plenty of alcohol, but what about those customers who do not drink alcoholic beverages? I asked for hot chocolate, there was none. I asked for hot tea with honey, there wasn't any. So all in all my flight was okay, but that is solely because of the flight attendant and pilot. They did their jobs and they did an excellent job."

Cons: "Smooth and easy"

Pros: "Wheeler chair service is available"
Cons: "Gate changed in the last minute and non-English speaking wheeler chair customer (my 89 years old mother) was left at the old gate by their wheeler chair services and no agent at the gate knew about her. Both round trip flights! This is totally NOT acceptable. She could have been lost and with no ability to help herself and miss the flights. It was lucky that she found Chinese speaking customers to help her."

Pros: "The cabin crew serving the main cabin were exceptional. They were efficient, kind and FUN. We were an hour late leaving and 2/3 of the plane was worried about tight connections. They handled it with grace giving each person their departing gate and asking everyone to let a gentleman off with a 10 minute connection. They made the flight memorably enjoyable."
Cons: "Being an hour late isn't ideal and I understand that it wasn't their fault (the plane was late arriving into Denver. Those things happen. They still goto people to Detroit in time to make connections--barely."

Pros: "Chicken kale salad was inedible. I did not know chicken had gristle!"

Pros: "The crew was friendly and efficient.. Our seats were comfortable for the long flight.. great amount of entertainment to enjoy for such a long flight.. and good variety of food.."
Cons: "We had a 3 hour delay due to mechanical issues.. but the safety measures the crew and staff took was very much appreciated."

Pros: "Both check in and gate agents were friendly and helpful."
Cons: "The boarding process seems to have some hiccups...like everyone crowding the gate and the wrong people boarding at the different boarding times. This all began when airlines charged for baggage and carry on became the only way to travel without excess fees. There is not enough overhead storage for everyone to carry-on so let's go back to no fees for baggage. The boarding process will become smooth again."

Pros: "Left reasonably on time, arrived a bit early, able to find overhead storage for my roll-on, even boarding in Zone 3"
Cons: "Very tightly packed; minimal comfort for the flight."

Pros: "Great entertainment, good food, nice staff."
Cons: "You have to pay for the ckecked baggage ($25 per piece) and the airfare was not cheap."

Pros: "Nothing"
Cons: "That when ever I try Delta there is a dramatic event that is mishandled and causes my flight to be extremely delayed or canceled. Promised to never take delta. I booked KLM and didn't know delta would be involved. Horrible."

Pros: "The crew was nice"
Cons: "I didn't like the fact that I didn't get my luggage with me when I arrived to casablanca as I lived 4 hours away from the casablanca. I have to come back the next day to get my luggage. I was very mad about it.plus I noticed one of my luggage has been damaged so now I have to buy another one because I can t use it. It was disgusting."

Pros: "i got to Atlanta safely"
Cons: "what can cookies and a cup of juice do for me with all the delays ? i was hungry and tired. Seriously DELTA, it was a horrible time. i deserved a compensation from Delta for the entire day."

Pros: "The flight crew was nice and polite. They served drinks and snacks in a timely manner while on the flight."
Cons: "Flight was scheduled to leave early, the plane arrived, but they couldn't turn the plane around fast enough. We left the gat late, then pilot said we would still be arriving half an hour early. We arrived about 45 minutes late, and that was a problem because our connecting flight was due to depart now in 15 minutes. Lightning forced the airport to shutdown, which was great, we had a chance to catch our flight, but we were stuck in the airplane, and we couldn't get to our gate until the all-clear. I know this is not Delta's fault, but they did arrive quite late on a flight that, according to them, would be early. They also never communicated to the other flight that there were several passengers catching that connection. So by the time we had ran to catch our connection they had closed the ramp. Lightning hit again, and they shutdown the airport once again, so the airplane was still at the gate for about an hour, and they did not allow the 20+ passengers to board that plane, which was right there. So frustrating. The only thing that saved it was that our new flight was the new airbus, and although it left an hour and a half later, the comfort level was phenomenal."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago Midway to Dallas Love Field

Airlines flying from Chicago Midway to Dallas Love Field have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago Midway to Dallas Love Field

Mandatory masks

Masks required on board, masks provided on flights from Chicago Midway to Dallas Love Field

Social distancing seating

Middle seats unavailable to book on flights from Chicago Midway to Dallas Love Field

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago Midway to Dallas Love Field

Book cheap flights from Chicago Midway Airport to Dallas Love Field

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