Find cheap flights from Chicago Midway Airport to Houston

MDW - HOU

Find cheap flights from Chicago Midway Airport to Houston

Round-trip
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Chicago (MDW)
Houston Hobby
Wed 12/2
Wed 12/9
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Good to know

Low season

July Best time to beat the crowds with an average 84% drop in price.

High season

March Most popular time to fly with an average 42% increase in price.

Average price round-trip

$206 (avg. price over the last 2 weeks)

Good deal round-trip

$174 or less

Good deal one-way

$86 or less

When to book flights from Chicago Midway to Houston

Estimated round-trip price
Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $86 or less one-way and $174 or less round-trip.
  • The cheapest flight from Chicago Midway Airport to Houston was found 47 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly is July.
  • On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*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 Houston flights

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Are there Houston travel restrictions currently due to Coronavirus?

How long does a flight from Chicago Midway Airport to Houston take?

How many flights are there between Chicago Midway Airport and Houston?

Which airlines provide the cheapest flights from Chicago Midway Airport to Houston?

Do I need a passport to fly between Chicago Midway Airport and Houston?

Which airlines fly most frequently between Chicago Midway Airport and Houston?

What’s the cheapest day of the week to fly Chicago Midway Airport to Houston?

How does KAYAK find such low prices on flights from Chicago Midway Airport to Houston?

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Top airlines flying Chicago Midway to Houston Hobby

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

Cons: "No option to watch movies"

Cons: "I’d prefer more a la carte food options rather than only boxes of stuff that include 3 things I don’t want."

Cons: "Far in advance I requested a seat with extra leg room for a back condition that is supported by a physicians note. The seat did not appear to me to have extra leg room. I was very uncomfortable."

Pros: "Good Flight"

Cons: "Working USB ports. On time departure."

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

Cons: "Broken in-seat entertainment system for one of our seats, customs pre-clearance in Dublin took forever, but not the airline's fault."

Pros: "At the airport things were quite, security was fast. Boarding was fast and smooth. I’ve flown with delta a lot and also a lot of others (cheaper ones) and I’m always happy when I get a delta flight things are always calmer and less crowded!"
Cons: "N/a"

Pros: "Yes"
Cons: "Just better food"

Pros: "Delta crew is always great."
Cons: "You need to update ALL of your planes to have charging at EVERY seat, not just the passengers in comfort plus or better. It’s 2019. We ALL have devices."

Cons: "Crew didn’t serve drinks/snacks; otherwise nice and short flight"

Pros: "Actual flight was great!"
Cons: "Delays were awful, and the ground crew was unhelpful in helping people find earlier alternatives to the delayed flight."

Pros: "The flight was smooth and the crew was very professional"
Cons: "Have wifi available"

Pros: "My flight was missed due to immigration taking almost 3 hours to get through the line. Delta went out of their way to make sure that I was able to get to my destination on a later flight as comfortable as possible."
Cons: "Maybe not traveling through Atlanta if there is immigration clearance involved. I was really slow."

Cons: "I now know the downside of buying through Kayak, the ticket is non-upgradable even when seats became open and I offered to pay for the upgrade."

Pros: "Early warning about little overhead compartment baggage space. Short flight made shorter in air."
Cons: "No enough carry on baggage space"

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: "Call center tried moving us to later flight that was also delayed by 3 hrs despite telling us it was on time. Fortunately a gate agent moved us back to orig flight"

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: "Seats were spacious"
Cons: "No entertainment, snacks were bad and plane was old."

Cons: "1/12 hours late had to change out equipment"

Pros: "EXCELLENT, FRIENDLY, TIMELY, CORDIAL Service by Flight attendants!!"

Pros: "Nice flight and good staff and service"

Pros: "Crew were excellent"
Cons: "Flight delayed 45 minutes"

Pros: "I got upgraded to comfort + which was great. quick flight, was even early"

Pros: "same"

Cons: "No entertainment. Wifi didn't work."

Cons: "Whatever hack airline you are contracting with to do shuttle flights is terrible. Both the flight itself and the customer handling. If I ever see the option "operated by endeavor air" I am avoiding at all costs."

Pros: "Excellent customer service"
Cons: "Wasn't anything to not like other than the passengers that try to rush off plane the moment it arrives at the gate."

Cons: "Nothing"

Pros: "Not much to like here. The new crew was pleasant"
Cons: "Old crew was surly. Plane had much problems and finally replaced. Left 5 hrs late. Delta claims it doesn't have to compensate for a late flight - just a cancelled one so guess which this was The baggage fees are obscene and the gouging of the customer is immoral. No wonder people hate the airlines."

Pros: "The crew were super friendly and helpful."
Cons: "The entertainment system was completely down for the entire flight."

Pros: "Crew was very good and nice on the flight"
Cons: "Flight terminal was changed about 30 to 45 minutes before boarding Flight was delayed due to AC problem Configuration of the plane was terrible. Little leg room but the windows did not align with the seats so a window was shared with two rows making it challenging to open or close a window without disturbing the passenger in the other row with whom the window is being shared. No charging outlets in the terminal or on the plane. Plane had no food to offer for purchase. Expected better from Delta."

Pros: "Flights were both on time and boarded quickly. Crew was wonderful!"

Pros: "The crew was really friendly and helpful. The plane was really clean"
Cons: "The boarding process was too long, there was a lot of people. It was kinda a mess. The sit assignment for people who didn't have sit assign was slow."

Pros: "Plane was clean. Hotel due to missing connection was nice."
Cons: "Flight delays cause cascade of irritable passengers. Flight out of Phoenix delayed due to late departure from previous location. We were told mechanical reasons was the cause of the delay. This caused many passengers to miss their connecting flight in Atlanta. When we arrived after midnight, one gate person was attempting to help 50 people with morning connecting flights and room accommodations. The airline knew 3 hours prior that they would have tired, hungry, frustrated passengers. To then have to wait more than an hour in a line to get a bed and or a meal was too much for most people. There were other smaller examples of how Delta's staff or procedures were not customer centric. I will avoid Delta for travel in the future, and I am getting out of their stock."

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: "lte leaving Houston, cancelled flight back from Atlanta, reset to 3 hrs later, wound up leaving 12 hrs later."

Cons: "I loked everything in my trip"

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: "Boarding was good"
Cons: "Boarding was good first time flying first class not happy with service when I wanted another Drink had to walk to very back of plane all the flight attendants were hanging in the back tiger no one was in the first class section. In the beginning of the flight took forever to get a drink I have had Reg class has better service. Flew Detroit to Vegas 4.5 hours"

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."

Pros: "Ticket agent upon checkin was super friendly. Great way to start my long flight to Singapore. Departed and arrived on time."

Cons: "For some reason , we we did not have seat until the day we left, they ended up placing us in the back. Not that I mind sitting in the back, it was just a scary thought that we didn't have assigned seat when I bought the tickets- I remember picking my seat"

Cons: "Customer service was terrible and the flight departed before the departure time; as a result I missed my returning flight although i got to the airport an hour early."

Pros: "The gate agent was outstanding and extremely pleasant. The flight to OKC was only half full so the Crew moved everyone around so there was extra room on every row...that doesn't happen very often so I was excited to have extra leg and seat room!"

Pros: "Entire experience and costumer service was excellent"

Pros: "Great crew. Everything was on time. Loved it"

Pros: "Flight staff nice"

Cons: "Was surprised to see 0 social distancing in the plane. It was packed and not everyone had masks. Should be mandatory."

Pros: "The passengers were spaced out, so we could actually social distance."
Cons: "Not all passengers wore masks. During a contagious pandemic. What the actual hell? Also, the tray tables are too small to use for anything, and we didn’t even get a free drink. Water and soda are so cheap, it’s absurd. I’d never take Allegiant again if they weren’t basically the only airline operating out of my town’s small airport."

Cons: "Absolutely GREAT!!!"

Cons: "I booked two tickets at the same time through kayak and was assigned a seat not next to my son! Because the flight was fully booked there was no ability to rearrange seats."

Pros: "Friendly crew."

Pros: "I like I can pick seats."
Cons: "Ppl putting their carry on in overhead bins nor in their row so when zone 6 (at the front of the plane) gets on, there’s no room in your overhead bin space. Crew should say to passengers to put their luggage in their area, not front of the plane."

Pros: "It was good quality for the price."

Pros: "Flight attendants were great."
Cons: "Bag check agent could have been a little more friendly."

Pros: "The plane was clean and crew was very friendly."
Cons: "Delayed departure with no explanation. Other passengers clogged up the overhead bins with small bags, purses and containers of to-go food. Causing me to place my carry on in an overhead bin multiple aisles behind my seat which made for a cluster trying to board and de board."

Pros: "Price of ticket. Crew was efficient."
Cons: "Baggage limitations are not clear: especially when the ticket says no carryon luggage. What they mean is anything that fits under your seat and is under 20 lbs is OK. Seat did not recline. Leg room was poor."

Pros: "Crew was friendly and helpful"
Cons: "Offer at least water at no charge."

Pros: "The crew was very nice."
Cons: "The AC was broken - only the front half of the plane was getting it. The back half was very hot."

Cons: "Good flight."

Pros: "Nothing"
Cons: "Being stranded for 6 hours in the airport for no weather reason, with no compensation."

Pros: "Crew was very friendly, very polite unlike the United flights I have taken. I was told the space would be uncomfortable but it was absolutely fine for the short flight."
Cons: "No beverage service. Not even water is offered."

Pros: "Flight crew were friendly and courteous and even added some humor. Flight was on time for departure and 20 min early on arrival. Couldn’t beat the fare. Only airline to fly direct non stop to my location."
Cons: "Had to pay for drinks or snacks. Seats did not recline. Fortunately only a little over a 2 hour flight."

Pros: "Even though the flight was delayed by more than 2 hours, we were able to make it home."
Cons: "Started with constant delays. Flight ended up leaving around 8:30 when the flight was supposed to leave at 5:59. Once boarded there were no snacks, no liquor and only a few options to drink. The flight attendant was mumbling and kept on messing up what he was supposed to say the entire flight."

Cons: "So many charges at every step. $5 for boarding passes?"

Pros: "Great price, flight on time , great trip would use again"

Pros: "Would highly recommend the connection and the Allegiant jet was a fairly new Airbus, very comfortable."

Pros: "Could,nt Have went any better."

Pros: "It got us there and back for a descent price. The flight was fine but the seats are not comfortable and do not recline. I wouldn't suggest Allegiant for anything more than 2 hours and that was even pushing it."
Cons: "We arrived 3.5 hours early and the line was very long. They must have had a system glitch but didn't communicate to anyone in the line as to what was going on. When it did come time to board, they told everyone in the line that was going to Cincinnati that we couldn't check in until 2 hours before the departure time. Apparently there were some other flights that left before us. If they had told us to keep our place in line and to let other people through, that wouldn't have been a problem. But, they didn't. Their own website says you should check baggage at least 2 hours before your flight and no more than 4 hours before. They took it upon themselves to change the rules on people who arrive early. Then, once they no longer had anyone else to check in, they changed their rules again and start checking in people for Cincinnati about 2.5 hours ahead of time. A little communication and brain power from the staff would have gone a long way. After all that mess, the flight was delayed leaving about 15 minutes without any updates from Allegiant either."

Cons: "It was raining when we landed and we were told the guy didn't want to come out in the rain to open the door so we were stuck on the plane for a while. Being Florida, it rains. If it's your job to pen a plane door, I would think it's reasonable you do it in the rain sometimes. Then up to the passengers on board whether or not they want to get out of the plane when it's raining."

Pros: "I liked that the flight was fast but I was coming from Vegas so it’s not that far."
Cons: "They charged me $50 for a carry on even after I told them repeatedly that I tried to change it on my ticket days before I was leaving. It would not let me change it or even check in on the mobile app. It was very hot and we had to wait for awhile before any air conditioning started. No entertainment or complimentary drinks."

Pros: "The staff was nice, kind of, but also unprofessional at time."
Cons: "My flights were both fine but the flight from Fresno to Las Vegas was such a disaster! They switched planes so the majority of the people did not have a seat because the plane did not have any B seats. It would have been nice if ANYONE had made that announcement before we boarded to avoid confusion. Also, the fees are ridiculous! Your app is not user friendly at all! Who the hell charges for a carry on bag?! Are you kidding me?! The directions on the app made it sound like the $17 charge was for an additional carry on item, not the allowed one carry on item. So, when we went to check in and I was told I would have to pay $50 for my mother's carry on, it was livid! Also, are you serious with the $5 fee to print a boarding pass? I will NEVER fly with Allegiant Air again. That is absolutely unacceptable. I will say that the staff was pleasant but the airline is inept and inefficient. The reason I will never fly this airline again because of what a rip off the fees are. Allegiant Air, you should be ashamed of yourself."

Cons: "Left/ arived 30" late"

Pros: "Flight attendants did the best they could; just a bad situation. It happens."
Cons: "Said it was a radio problem, but we were delayed, told we were leaving, delayed, de-planed, changed planes and finally got in nearly four hour late."

Pros: "Very cheap ticket Non stop flight to HTS with excellent service. Eat before the flight. It is a short flight but if needed bring your snack... airports near big cities..."

Pros: "the pilot"
Cons: "checking in , it seemed like no one knew what they were doing."

Pros: "The original price points for the direct flights are wonderful. You can actually book the week of a trip and save hundreds because those prices will probably still be the best. That is, until you learn about all of their extra fees."
Cons: "Wow, they sure do add extra fees for everything. Watch out. In the end, I bet it was cheaper to book with a major airline like American. They charge extra for each bag, including your carry- on, when you pick your seat you are charged depending on where it is in the aircraft, if you want a drink or food on the plane you will have to pay, if you do not print your ticket prior to arriving to the aiport they will charge you, etc."

Pros: "Great flight!"
Cons: "Price, service"

Pros: "Flight left and arrived on time. Boarding was OK."
Cons: "Not even water provided on flight. I miss amenities."

Pros: "I liked that they had a direct flight from Los Angeles to Bellingham."
Cons: "The delays were horrendous and a google search reveals this to be so common it makes me wonder if it's not part of their business model. Like, so bad I ended up booking a return flight on Alaska and just ate the extra $300."

Pros: "The flight itself was great. The Flight Attendants were pleasant and the ride was smooth."
Cons: "I didn't take too kindly to the Service Agents on the ground. The Service Agent in San Antonio wasn't very accommodating or supportive to my needs. I had a problem that needed resolved and instead of diligently helping me, she would turn to another customer, totally ignore my concerns and speak Spanish with this other woman. When I was at the counter first, not the other woman. The Service Agent in Orland on my way back was rude as well. She gave my Mom and I attitude about my luggage being overweight. Told us to pay the $50 or figure it out. We had expressed already paying the $18 to check the luggage to begin with and wanted to see if that amount could be included in the $50. The Service Agent scoffed at us and turned up her nose. Great air service, horrible ground service."

Pros: "Comfort and speed of the flight. Attentive staff!"
Cons: "Need one craft beer"

Pros: "No complications and efficient boarding"
Cons: "The people that stand up when the plane stops even though they are going to have to wait till the door opens and everyone in front of them has to get off before they do."

Pros: "Well, it was a somewhat inexpensive flight out of a convenient terminal."
Cons: "I say somewhat cheap, because by the time they ala carte everything, it's not so cheap anymore. As in no longer cheap enough to justify the bare bones service. The flight attendants are basically candy salespeople. I typically need help putting things in the overhead bin, but the flight attendant actually told me it wasn't her job. That indeed may be the airline's bad policy, but she also thought her way of expressing it was appropriate, which it is not. That has to come straight from the top. Also, what kinda janky airline doesn't serve complementary water. Probably the biggest deal though was that my flight was delayed for 2 hours both ways due to a maintenance issue. I know air travel is fairly safe, but given the track record of both Allegiant and Airbus, I was a little worried during the flights. Even though this particular route is convenient for me, I'm going to avoid Allegiant."

Pros: "The price."
Cons: "The customer service. The plane breaking down and causing a 2 hour delay. The lack of compassion from the flight crew. The fact that the seats don't recline. The fact that our baggage was $222 one way."

Cons: "7 hour delay. Giving us delays in increments so we couldn't make a decision to leave."

Pros: "My book"
Cons: "The seats"

Pros: "Fast flight. Good climate control"
Cons: "Flight attendants could smile or be a little more friendly. Overall good though. Could add wifi to flights."

Pros: "No Frills Business Travel Good price No hassle Everything on-time and efficient. A choice if I want extras including baggage, seat assignments, etc. Airport convenience"

Cons: "Seats were very uncomfortable"

Cons: "After arriving to the airport to check in we were told there was a 6 hr delay. Thanks for the heads up since we could've hung out more before heading to the airport."

Pros: "Evertything was on schedule ."

Pros: "Nothing about it at all"
Cons: "I didn't like the turbalance on the plane I didn't like the service check in line Need more people helping in the airport"

Pros: "It's ridiculous have to pay to bring a bag on your airplane it's ridiculous that your staff at the Medford airport or unprofessional and lack common courtesy."
Cons: "Gate staff at Medford Oregon airport were rude and unaccommodating"

Pros: "The direct flight"
Cons: "The seats were a bit hard"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago Midway to Houston Hobby

Airlines flying from Chicago Midway to Houston Hobby 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

Mandatory masks

Masks required on board, masks provided

Social distancing seating

Middle seats unavailable to book

Pre-flight testing

Testing for antibodies, testing for symptoms

Book cheap flights from Chicago Midway Airport to Houston

Recent round-trip flight deals

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