MDW - HOU

Find cheap flights from Chicago Midway Airport to Houston Hobby Airport

Search hundreds of travel sites at once for deals on flights to Houston Hobby Airport. Bundle your flight + hotel and save!

MDW — HOU
Aug 12 — Aug 191
Round-trip
1 adult
Economy
0 bags
From?
To?
Fri 8/12
Fri 8/19

Good to know

Low season

September

High season

March

Cheapest flight

$99

Average price round-trip

$320

Good deal round-trip

$203

Good deal one-way

$647
Best time to beat the crowds with an average 43% drop in price.
Most popular time to fly with an average 32% increase in price.
Flight from Chicago Midway to Houston Hobby
(avg. price over the last 2 weeks)
or less
or less

When to book flights from Chicago Midway Airport to Hobby

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight from MDW to Houston Hobby Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $647 or less one-way and $203 or less round-trip.
  • High season is considered to be February, March and April. The cheapest month to fly is September.
  • Morning departure is around 48% 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 Houston Hobby Airport flights

Top airlines flying Chicago Midway to Houston Hobby

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 31186 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews

The pasta was not too bad. The cheese sandwich was poor.

Read more about Delta

The pasta was not too bad. The cheese sandwich was poor.

Everything good 👍

Smooth process from beginning to end

Wifi didn’t work for me. Would be nice to have screens.

Missed flight

Cons: "Not enough leg room. Flights are costly enough and it just seems wrong to upcharge passengers for more legroom. Legroom should be standard outside of first /business class."
Cons: "No option to watch movies"
Pros: "Everything!"
Cons: "Remain awesome!"
Cons: "I would ask that the gate does not share in detail reason for delay in seat assignment is related to getting a family sitting together when the basic rules should apply unilaterally."
Pros: "Smooth landing"
Cons: "Boarding should be more organized"
Cons: "Flight attendant in First class was visibly frustrated and unfriendly. He was not helping with my simple request for a blanket. Also, the were no food service in first class."
Cons: "DTW to FLL, plane was delayed coming from BOS to DTW 5 hours for BOS weather. The plane arrived & they announced they would turn it around ASAP. They started the boarding process & then stopped it stating that a crew member had timed out. Delayed hour to FIND one. Shortly after delayed overnight."
Pros: "very nice crew"
Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."
Pros: "Nice crew. Stable flight."
Cons: "No gluten free snack options."
Pros: "The crew was amazing and the food was good - the only bummer was that since we were in the second to the last row of the plane we had no choices left for supper."
Pros: "Nothing"
Cons: "I bought a ticket thinking i bought it through kayak but I actually bought a ticket through a third party in India. Where no one spoke good English. I called the agency to find out if I needed a Visa for my visit to Australia and the told me no. So when I showed up to the airport I didn’t have the right documents and I MISSED MY FLIGHT. Also the wouldn’t just change my flight and charge me the change flight fee. They cancelled my flight entirely and made me buy a whole new ticket!!! Worst flight experience I’ve ever had and this is not my first time flying to Australia or out of country."
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."
Pros: "The crew, the food, the amount of beverages served"
Cons: "Leg room"
Cons: "The pilot was a Daredevil"
Cons: "This was my most uncomfortable flight ever. I am 94 years old and the seat was so cramped and small that the entire 3 hours were uncomfortable."
Pros: "Cornell and Dorothy and the other flight attendants were the BEST! Cornell actually welcomed each passenger as they came onboard. Dorothy modeled the emergency info in such a graceful way... that you chose to pay attention because she made you feel secure. My colleagues and I have all agreed to fly Delta again ( specifically the Atlanta/ Milwaukee flight) Because of these courteous, caring, and professional people!"
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 flight is short and easy."
Cons: "I always try to purchase an aisle seat. I feel like there is more room and I don’t feel trapped against a window. This flight a man with very broad shoulders sat in the middle seat. I felt like he should have paid for half my ticket since he sat in half my seat. Thankfully the flight is short. Had it been my second flight I would have been quite upset."
Cons: "1/12 hours late had to change out equipment"
Pros: "Exceptionally helpful & attentive flight attendant, comfortable, on time"
Pros: "We had a 2 1/2 delay due to mechanical issues but the crews, flight and ground, did a great job. Thanks."
Pros: "Quiet, quick, no issues"
Cons: "Slow boarding. Slowest boarding everr. Maybe not enough overhead space, doesn't make sense how there is not enough overhead space while calling zone 2 passengers."
Pros: "Great selection of movies"
Pros: "Nice flight and good staff and service"
Pros: "The outbound crew was terrific. The flight itself was fine. We even arrived early."
Cons: "Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare."
Pros: "same"
Pros: "Had to go through an extra random security check before boarding along with several other passengers. Looong flight, but expected when traveling that distance. Slept and watched movies. Best part: the pilot pointed out that Greenland was visible outside our windows as we flew over."
Cons: "Nothing. It was a smooth flight. Very comfortable."
Pros: "Get a day in NYC"
Cons: "Two daytime flights booked so can't get to Bangor until the 9:00 pm flight tonight. Aitline only coveted one night at the hotel. Had to buy a second night so we don't have to carry our bags around all day."
Cons: "Almost everything"
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: "The cinnamon cookies, the in-flight movie selection, and the helpful flight crew helped make this flight not as bad as it could have been."
Cons: "There was an infant in the seat directly behind me that chose to cry and scream through a large part of the flight. The mother of this child did not/was not able to keep the child from crying. Even with headphones on, this child's crying persisted to pierce the ears of every passenger within 5 rows of it."
Pros: "lte leaving Houston, cancelled flight back from Atlanta, reset to 3 hrs later, wound up leaving 12 hrs later."
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."
Cons: "Flight extremely late. Was not provided with a drink during flight."
Pros: "Great food and service. Great entertainment. Really comfortable flight overall."
Cons: "Flight was delayed and it wasn't communicated very well."
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: "Everything"
Cons: "No complaints"
Pros: "Although I am a vegetarian, It was nice Delta was serving sandwiches."
Pros: "The crew was excellent."
Cons: "No leg room on aircraft"
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."
Cons: "I was stuck in Portland for two nights because of flight delays that I could not make my flight to Tokyo.I had to stay in a hotel for 2 nights"
Pros: "Great crew"
Cons: "No power outlets, old seats (but fine condition)"
Pros: "Crew was extremely pleasant. Flights were shorter than schedule stated!"
Pros: "They sucked. As did the company as a whole."
Cons: "Everything!"
Pros: "Price"
Cons: "They don’t even give out a cup of soda anymore everything is for sale"
Pros: "Crew was great. Fast flight. Lots of information from the pilot"
Pros: "The crew was nice and did the best they could."
Cons: "The plane was newer and the seats were leather, so it looked clean and nice. But the seats are really close together in every side, it is tight sitting. The terminals are bare bones, had to walk out in the rain and hail to get inside, and the luggage took forever. The pricing policies are insane, charges for luggage, drinks, all very unclear. First time using Frontier and it seems like a great deal at first but adding up all the extra fees I am never using them again, the price ends up being like a regular carrier. Not worth it."
Cons: "One hour delay due to broken armrest. Seats were uncomfortable. Last week we had a 4 hour delay and had to stay in an airport hotel as the car rental was closed when we landed at 2 am. There were no updates from the airline."
Pros: "I did not expect the seats to be as high as they were, they were reasonable and I wasn't crowding my neighbor"
Cons: "I didnt like that you had to pay for so many extras!! like seats, carry on, snacks... drinks..."
Pros: "Clean smooth flight and nice crew"
Cons: "Rude woman at check in counter"
Cons: "Everything, it was late not organized crew was not the nicest. Never again. The delay was only 5 h"
Cons: "The whole experience was pathetic!"
Pros: "Flight was suppose to leave at 9:25 am. It was delayed then we were boarded then unboarded because plane problem was not fixed. Given $10 food voucher that doesn’t cover a airport meal. Then finally at 4:45 we boarded again. Finally made it back to Bismarck @ 6:45 CT. Til I picked up my kids and got home (hr drive) it was 9:30 pm. Not impressed. Have been hearing that frontier has a lot of plane issues!"
Pros: "Nothing. Every single person I spoke with was insulting to me, repeated information they already gave me and showed no sympathy whatsoever. They cost me money, they cost me a day of work and no one even seemed to care but every single agent did find something different about me to blame. What an embarrassment."
Cons: "I couldn't check in online because of a website error. I couldn’t get ahold of anyone on the phone to check in. When I did they said I had to use the website. I arrived in plenty of time to board (there was a 4 minute security line) but they would not check me in and told me to call a number and they made no offer to help me and told me I should have chexked in online. I called the number and they gave me. I was on hold till I missed the flight. The agent told me the people at the counter could help me. I aksed for a supervisor. He offered to reschedule me for Sunday, (today is Thursday) for a $99 fee (the ticket was $63). After arguing for an hour i finally got the supervisor to refund my money but I still had to buy another ticket on another airline to get there. I will never fly frontier again ever."
Cons: "Our flight was delayed almost 2 hours. Crew was pleasant, but the seats were so uncomfortable for a 3 hour flight. Would rather spend the extra money for a ticket on a nicer airline. They just keep getting worse!"
Pros: "Nada"
Cons: "Everything"
Pros: "The pilots flew the plane well and the crew gave a good preflight tutorial."
Cons: "Delayed bording time by over 1/2 hour, 4 crying babies, snippy/jerky flight crew and check in personel also charged me $75 on top of the $45 bag charge on my originating flight because my bag was 8 lbs too heavy, yes a whopping 58 whole lbs."
Pros: "Got me to my destination. Made my connection. What was the entertainment?"
Cons: "Lack of complimentary beverages. High charge for checked luggage & carry on luggage. Too many additional charges. Enjoyed flying with other carriers better with amenities with cost equal to or less than cost to fly Frontier. Late departure."
Cons: "Disappointed that the water was $4.00 and the fact I could not purchase water before boarding flight. Disappointed that luggage cost extra. When I add all Frontiers extra charges Frontier was comparable with Southwest. Next time its Southwest as usual."
Cons: "Unexpected 45$ per carry on. Horseshit"
Pros: "Again, flight was good."
Cons: "At Denver, almost missed my flight since the gate I was supposed to board changed. And one more thing, it has been 10 years since my last flight and the hard plastic seats are something else. Since I paid for the seat, i might as well sat on the wing, would have been just as comfortable."
Pros: "The cost of flight, pilot was very smooth."
Cons: "The people around me. But that isn't within your control .wasnt aware of extra cost to carry on . Because who doesn't fly with some kind of item."
Pros: "Arrived fine."
Cons: "Long overnight lay over in DEN was poor. I knew about it, but Frontier might have some place to crash besides the floor."
Pros: "I was seated well on both flights. Window then the isle. For a big man those are great seats"
Cons: "The cost of the food"
Pros: "Friendly crew members"
Cons: "No entertainment, everything available for purchase, small spaces under seat in front of you."
Pros: "Friendly staff waived the fee for rebooking my missed flight"
Cons: "They close the counter 45 min prior to boarding. I arrived 35 minutes prior and there was no agent. I am TSA approved and it takes me 5 minutes to normally get through security. I had to miss my flight."
Pros: "Boarding the plane from the ground using both the front and rear doors of the plane made loading carryon luggage much better than airports that use an enclosed extended arm for only the front door. The extra leg room for sitting in an exit row with reclining capability is huge! I would be willing to pay to get an exit row all the time since the first flight was spent in a "normal" seat and the leg room is pretty bad with how many rows of non-reclining seats have been crammed into their planes."
Cons: "The open access to the planes required extra security personal constantly checking passports and boarding passes because there's the possibility of wandering over and boarding an incorrect plane."
Cons: "I booked this as a direct flight and then a layover was added in Cincinnati....bullshit."
Pros: "We landed early to and from that was nice.. The crew was very nice.."
Cons: "Had to pay for coffee other than that it was great"
Pros: "I arrived at my destination."
Pros: "Nothing"
Cons: "The flight never even happened. The airline just kept giving completely unattainable take off times for over 4 hours. No staff was present the whole time. Just all the passengers sitting around having no idea what's going on. I've flown a lot, this is the worst experience I've ever had"
Cons: "They charge for everything, even carry-on! If you don't tell them you have a carry-on, they will charge an additional 20$ on top of the $40 for the regular charge. They charged me even to make a check-in online and assign a seat. Only water is served in the plane and if you want soda you gotta pay for it. Ridiculous! The counter crew are rude and seemed overworked. The airplane seats DO NOT lean back and they have no foam, only a hard piece of leather covering the metal seats. They put their price very low on the travel websites and get you that way. Later on the fine prints (which no one ever reads, btw), they state that there are extra charges for everything else. I am surprised that they didn't charge me to breath inside the plane! Im Chocked!"
Cons: "The extra charge for a seat is absolutely terrible, or risk not sitting with your travel companion! Also while the airline "alerts" you about the charge a for carry-on bag, I saw no enforcement of that rule and many passengers I spoke with stated they did not pay the extra carry-on baggage fee. The seats were terrible and the tray table was a joke. No complimentary beverages. Awful experience!!!!"
Pros: "I liked the price and it was on time. The staff was nice."
Pros: "That we landed."
Cons: "Frontier has made flying a really horrible experience. I used to love them. No more!"
Pros: "Visiting with them"
Cons: "Waiting 3 hours"
Pros: "I never write reviews, but I have to say something about this wonderful flight crew. I have a serious fear of flying and their great attitude and funny personalities made my experience 100x better than usual. Please send them my thanks!"
Cons: "took 5 flights on a XC trip in two weeks. 4 of the 5 flights were late/delayed."
Pros: "The flight was cheap and was one way."
Cons: "3hr + delay, no device charging, seats are uncomfortable."
Pros: "I liked the price, friendliness and efficiency of the crew, and the non-stop route. Overall, good service for a great price."
Cons: "I did not like the nickle dime charges. Charge for luggage and carry on's, $4 for a soft drink that costs 30 cents at the grocery store, small charges from $6 to $50 to pick your seat, tray tables were extremely small, and the legroom was about an inch to short. Guy next to me was over 6'4", so he had to encroach into my seating area so his legs would fit."
Pros: "Stewardess was funny."
Cons: "Everything else."
Pros: "none"
Pros: "The crew was friendly and nice"
Cons: "No entertainment and need better bag policies with prices"
Pros: "I had to pay more money to get home. Frontiers customer service was awful..can hardly understand agents.they need Americans to answer their phones so you can understand and not keep having to ssy..im sorry I can't understand what you are trying to ssy. I am fighting to get my portion of ticket from ATL BACK to SLC..and have been unsuccessful so far. Since I bought from Kayak can you help me accomplish this please?"
Cons: "Non Americans answering phones, hard to understand..and I shou k d get a refund and am having a hard time getting one. Please help. You can call me at 8014990541."
Pros: "Nothing"
Cons: "Deceptive pricing practices. Hidden charges. The advertised price looks low but then they charge for carry on bags, seat selection, etc. I was surprised they didn't charge me for the glass of water. Of course you don't find out all this until it's time to check in. Also the seats were like metal folding chairs that you couldn't even recline at all."
Cons: "Delayed 6 hours. Flight attendants not prepared for new plane."
Cons: "bare bones comfort and hospitality"
Pros: "non-stop flight"
Cons: "1 hour late arrival uncomfortable seating pay for everything extra"
Cons: "Late boarding, flight was very bumpy/unsteady, had to wait upon arrival before unloading for about 40 minutes"
Cons: "Seats uncomfortable."
Cons: "Hidden costs on everything"
Pros: "Very friendly staff and newer slightly reclined seats"
Cons: "Everything standard was an extra cost, did t even get a free drink"

Book cheap flights from Chicago Midway Airport to Houston Hobby Airport

Recent round-trip flight deals

9/13Tue
1 stopDelta
5h 23mMDW-HOU
9/17Sat
1 stopDelta
5h 27mHOU-MDW
$198
9/7Wed
1 stopMultiple Airlines
9h 30mMDW-HOU
9/14Wed
1 stopMultiple Airlines
5h 17mHOU-MDW
$204
8/30Tue
1 stopDelta
5h 58mMDW-HOU
8/31Wed
1 stopDelta
5h 33mHOU-MDW
$207
9/4Sun
1 stopMultiple Airlines
4h 59mMDW-HOU
9/7Wed
1 stopMultiple Airlines
13h 15mHOU-MDW
$209
9/8Thu
1 stopMultiple Airlines
6h 09mMDW-HOU
9/11Sun
1 stopMultiple Airlines
21h 29mHOU-MDW
$210
8/23Tue
1 stopDelta
5h 58mMDW-HOU
8/30Tue
2 stopsDelta
10h 52mHOU-MDW
$211
11/2Wed
1 stopMultiple Airlines
9h 42mMDW-HOU
11/8Tue
1 stopMultiple Airlines
5h 34mHOU-MDW
$213
10/28Fri
1 stopFrontier
7h 32mMDW-HOU
11/3Thu
1 stopFrontier
12h 09mHOU-MDW
$215
9/7Wed
1 stopFrontier
9h 30mMDW-HOU
9/9Fri
1 stopFrontier
7h 46mHOU-MDW
$216
9/23Fri
1 stopFrontier
8h 03mMDW-HOU
9/26Mon
1 stopFrontier
21h 29mHOU-MDW
$218
9/16Fri
2 stopsFrontier
16h 43mMDW-HOU
9/20Tue
1 stopFrontier
21h 44mHOU-MDW
$221
10/1Sat
1 stopFrontier
13h 52mMDW-HOU
10/8Sat
1 stopFrontier
8h 03mHOU-MDW
$222
9/21Wed
1 stopFrontier
9h 30mMDW-HOU
10/6Thu
1 stopFrontier
6h 24mHOU-MDW
$225
10/28Fri
1 stopFrontier
7h 32mMDW-HOU
11/1Tue
1 stopFrontier
9h 01mHOU-MDW
$231
10/1Sat
1 stopFrontier
13h 52mMDW-HOU
10/8Sat
2 stopsFrontier
16h 36mHOU-MDW
$232
8/21Sun
1 stopMultiple Airlines
17h 05mMDW-HOU
8/24Wed
1 stopMultiple Airlines
5h 05mHOU-MDW
$233
9/8Thu
1 stopMultiple Airlines
6h 09mMDW-HOU
9/8Thu
1 stopMultiple Airlines
11h 50mHOU-MDW
$238
8/23Tue
1 stopDelta
5h 58mMDW-HOU
8/24Wed
1 stopDelta
5h 05mHOU-MDW
$258
10/19Wed
2 stopsDelta
6h 57mMDW-HOU
10/22Sat
1 stopDelta
5h 05mHOU-MDW
$262
8/30Tue
2 stopsDelta
7h 09mMDW-HOU
8/31Wed
1 stopDelta
5h 05mHOU-MDW
$282

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Recent one-way flight deals

9/8Thu
1 stopDelta
6h 09mMDW-HOU
$99
10/11Tue
1 stopFrontier
13h 22mMDW-HOU
$101
11/12Sat
2 stopsDelta
8h 50mMDW-HOU
$104
9/10Sat
1 stopFrontier
10h 28mMDW-HOU
$105
9/20Tue
1 stopFrontier
13h 11mMDW-HOU
$107
10/21Fri
1 stopFrontier
7h 32mMDW-HOU
$108
9/9Fri
1 stopFrontier
12h 56mMDW-HOU
$110
8/28Sun
1 stopFrontier
17h 05mMDW-HOU
$111
10/14Fri
1 stopFrontier
12h 46mMDW-HOU
$112
9/8Thu
1 stopFrontier
15h 24mMDW-HOU
$114
9/10Sat
2 stopsFrontier
16h 43mMDW-HOU
$119
10/22Sat
1 stopFrontier
10h 25mMDW-HOU
$120
9/25Sun
1 stopFrontier
17h 44mMDW-HOU
$125
9/3Sat
1 stopDelta
4h 59mMDW-HOU
$128
8/23Tue
1 stopDelta
5h 58mMDW-HOU
$129
9/3Sat
1 stopDelta
4h 59mMDW-HOU
$159
12/5Mon
1 stopDelta
6h 33mMDW-HOU
$172
9/2Fri
2 stopsMultiple Airlines
22h 48mMDW-HOU
$195
9/8Thu
3 stopsMultiple Airlines
35h 29mMDW-HOU
$197
10/6Thu
2 stopsMultiple Airlines
13h 31mMDW-HOU
$214

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Chicago Midway Airport - Houston Hobby Airport Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Houston Hobby Airport (HOU)United States

Return flight deals:

Houston Hobby Airport - Chicago Midway Airport

Cabin classes:

$3,327
$203