$46 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 5/20. 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$106
Houston
Houston1 stop$138
Austin
Austin1 stop$188
San Antonio
San Antoniononstop$297
El Paso
El Paso1 stop$286
Harlingen
Harlingen1 stop$275
Dallas
Dallasnonstop$106
Houston
Houston1 stop$138
Austin
Austin1 stop$188
San Antonio
San Antoniononstop$297
El Paso
El Paso1 stop$286
Harlingen
Harlingen1 stop$275

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

Fri, May 1 - Tue, May 5
Frontier Logo
3:29 pm - 6:22 pm
MDW
-
DFW
2h 53mnonstop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$106Frontier
Thu, May 7 - Tue, May 12
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$107Frontier
Mon, May 11 - Wed, May 13
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$108Frontier
Fri, May 1 - Tue, May 5
Frontier Logo
2:15 pm - 11:05 pm
MDW
-
DFW
8h 50m
1 stop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$110Frontier
Fri, Apr 24 - Mon, Apr 27
Multiple Airlines Logo
2:15 pm - 11:11 am
MDW
-
IAH
20h 56m
1 stop
Multiple Airlines Logo
6:14 pm - 7:31 pm
IAH
-
MDW
25h 17m
1 stop
$139Multiple Airlines
Sat, Apr 25 - Tue, Apr 28
Multiple Airlines Logo
7:34 pm - 11:11 am
MDW
-
IAH
15h 37m
1 stop
Multiple Airlines Logo
6:10 am - 7:31 pm
IAH
-
MDW
13h 21m
1 stop
$145Multiple Airlines
Tue, Apr 28 - Wed, Apr 29
Southwest Logo
7:25 am - 10:05 am
MDW
-
HOU
2h 40mnonstop
Southwest Logo
6:10 pm - 8:35 pm
HOU
-
MDW
2h 25mnonstop
$169Southwest
Tue, Apr 28 - Wed, Apr 29
Southwest Logo
9:40 am - 2:00 pm
MDW
-
HOU
4h 20m
1 stop
Southwest Logo
6:10 pm - 8:35 pm
HOU
-
MDW
2h 25mnonstop
$175Southwest
Wed, Apr 29 - Tue, May 5
Delta Logo
5:21 pm - 11:07 pm
MDW
-
HOU
5h 46m
1 stop
Delta Logo
5:23 pm - 10:28 pm
HOU
-
MDW
5h 05m
1 stop
$197Delta
Tue, Jun 2 - Tue, Jun 16
Delta Logo
9:22 am - 3:52 pm
MDW
-
SAT
6h 30m
1 stop
Delta Logo
10:47 am - 4:16 pm
SAT
-
MDW
5h 29m
1 stop
$317Delta
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 May.

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 72 hours was to Dallas, at $88 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 72 hours was $189.

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 in the evening, when round-trip flights cost $207 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 $229.

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 2 stops layover the cheapest option at $369 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 $166 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $283 and $281 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 3 weeks before departure, which saves you about 40% 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$46
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 7% increase in price.
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 $170 one-way - $260 round-trip; Dallas $89 one-way - $122 round-trip; Houston $188 one-way - $325 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 4337 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

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.

2.0 MediocreBeth, Mar 2026
MDW - PIT
Read more Southwest reviews

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.

An entire day of delays. Cost lots of money. Meals and a hotel.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Subpar. The seating on the plane is almost unbearable. We are literally touching and/or sitting on each other which is totally unacceptable and shameful. Pilots and crew was very accommodating and friendly.

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

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.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

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

Information on your arrival and departure airports