$67 Find Cheap Flights from Chicago Midway Airport to Texas

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Texas departing on 8/15. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Texas

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Texas, 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 Texas, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Texas

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Dallas
Dallasnonstop$137
Houston
Houston1 stop$199
Austin
Austin1 stop$244
San Antonio
San Antoniononstop$305
El Paso
El Pasononstop$365
Harlingen
Harlingen1 stop$299
Dallas
Dallasnonstop$137
Houston
Houston1 stop$199
Austin
Austin1 stop$244
San Antonio
San Antoniononstop$305
El Paso
El Pasononstop$365
Harlingen
Harlingen1 stop$299

Book Cheap Midway to Texas Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Texas 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Texas

Wed, Jul 29 - Mon, Aug 3
Frontier Logo
4:45 pm - 7:20 pm
MDW
-
DFW
2h 35mnonstop
Frontier Logo
3:01 pm - 5:22 pm
DFW
-
MDW
2h 21mnonstop
$137Frontier
Tue, Jul 7 - Wed, Jul 8
Frontier Logo
5:46 pm - 8:20 pm
MDW
-
DFW
2h 34mnonstop
Frontier Logo
1:30 pm - 3:50 pm
DFW
-
MDW
2h 20mnonstop
$138Frontier
Fri, Jul 24 - Sun, Jul 26
Frontier Logo
6:17 pm - 8:54 pm
MDW
-
DFW
2h 37mnonstop
Frontier Logo
6:08 pm - 8:32 pm
DFW
-
MDW
2h 24mnonstop
$139Frontier
Tue, Jul 28 - Tue, Jul 28
Southwest Logo
5:50 pm - 8:25 pm
MDW
-
HOU
2h 35mnonstop
Southwest Logo
9:25 pm - 11:55 pm
HOU
-
MDW
2h 30mnonstop
$209Southwest
Wed, Jul 8 - Tue, Jul 14
Southwest Logo
10:15 am - 2:45 pm
MDW
-
HOU
4h 30m
1 stop
Southwest Logo
9:25 pm - 11:55 pm
HOU
-
MDW
2h 30mnonstop
$215Southwest
Wed, Jul 15 - Wed, Jul 22
Southwest Logo
7:10 pm - 9:45 pm
MDW
-
HOU
2h 35mnonstop
Southwest Logo
1:20 pm - 7:05 pm
HOU
-
MDW
5h 45m
1 stop
$219Southwest
Tue, Jul 28 - Tue, Aug 4
Southwest Logo
10:15 am - 2:45 pm
MDW
-
HOU
4h 30m
1 stop
Southwest Logo
11:25 am - 3:30 pm
HOU
-
MDW
4h 05m
1 stop
$220Southwest
Tue, Jul 28 - Tue, Aug 4
Delta Logo
1:49 pm - 9:35 pm
MDW
-
IAH
7h 46m
1 stop
Delta Logo
2:37 pm - 10:36 pm
IAH
-
MDW
7h 59m
1 stop
$229Delta
Wed, Jul 8 - Tue, Jul 14
Delta Logo
1:49 pm - 9:35 pm
MDW
-
IAH
7h 46m
1 stop
Delta Logo
6:30 am - 6:25 pm
IAH
-
MDW
11h 55m
2 stops
$234Delta
Wed, Jun 24 - Wed, Jul 15
Delta Logo
9:17 am - 3:49 pm
MDW
-
SAT
6h 32m
1 stop
Delta Logo
11:29 am - 6:25 pm
SAT
-
MDW
6h 56m
1 stop
$325Delta
Booking Insights

KAYAK's insights & trends for Midway to Texas flights

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

How much is a round-trip flight from Chicago Midway Airport to Texas?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Texas departing in July.

What is the cheapest Chicago Midway Airport to Texas flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Texas from Chicago Midway Airport found in the last 5 days was to Dallas, at $119 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Dallas Love Field Airport (DAL), and the cheapest round-trip airline ticket found on this route in the last 5 days was $291.

What is the cheapest time of day to fly to Texas?

The average price for all round-trip flights from Chicago Midway Airport to Texas depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Texas is generally at night, when round-trip flights cost $220 on average. Morning departures are around 9% more expensive than evening flights, on average. The most expensive time of day to fly to Texas is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $286.

Can I save money by flying with a layover from Chicago Midway Airport to Texas?

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $355 on average.

What is the cheapest month to fly from Chicago Midway Airport to Texas?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Texas, 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 Midway Airport to Texas is October, when tickets cost $38 (return) on average. On the other hand, the most expensive months are June and August, when the average cost of round-trip tickets is $166 and $114 respectively.

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

The average price of all round-trip flights from Chicago Midway Airport to Texas clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Texas, you should consider leaving on a Friday and avoid Sundays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Saturdays and the most expensive ones on Mondays.

How far in advance should I book a flight from Chicago Midway Airport to Texas?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Texas, 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 Midway Airport to Texas, you should book around 4 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$67
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago Midway Airport to Dallas/Fort Worth Airport

FAQs - booking Texas flights

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

    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 Midway Airport to Texas.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Texas?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Texas 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 Midway Airport to Texas?

    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 from Chicago Midway Airport to Texas with an airline and back with another airline.

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

    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 from Chicago Midway Airport to Texas up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Texas

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Dallas $171 one-way - $381 round-trip; Dallas $74 one-way - $193 round-trip; Houston $205 one-way - $289 round-trip

Reviews of the top 3 airlines serving from Midway to Texas

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Texas. 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 Midway to Texas? 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
SouthwestOverall score based on 4255 reviews
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
8.0Comfort
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

The seat was not comfortable. 1D. My back was sore all night and the next day.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight from Midway to Texas

Information on your arrival and departure airports