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$90+ Cheap flights from Midway (MDW) to Hobby (HOU)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HOU
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago Midway to Houston Hobby are usually found in July or February, booked 53 days in advance, depart on a Wednesday or Friday and return on a Wednesday

Cheap flight deals from Midway to Hobby

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Hobby (HOU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$197
(Southwest)

One-way from

$90
(Southwest)

Popular in

November

Cheapest in

July

Average price

$271

Good round-trip deal

$263 or less

Good one-way deal

$118 or less
Provider with most accurate pricing for Chicago Midway-Houston Hobby flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Houston Hobby flights.
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From Chicago Midway to Houston Hobby
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One-way flight from Chicago Midway to Houston Hobby
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Highest demand for flights based on searches. 7% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to Houston Hobby.
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Price to beat on a one-way flight from Chicago Midway to Houston Hobby.
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Find flight deals from Midway to Hobby

Cheapest flights from Midway to Hobby
Explore the most affordable flight options available from Midway to Hobby. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/109:40 pmMDW - HOU
Nonstop2h 30mSouthwest
Sat 6/148:30 pmHOU - MDW
Nonstop2h 30mSouthwest
Deal found 4/28$197
This Mytrip deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2010:34 amMDW - HOU
1 stop8h 37mAllegiant Air
Mon 6/238:45 amHOU - MDW
1 stop5h 18mAllegiant Air
Deal found 4/27$259
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/106:00 amMDW - HOU
1 stop6h 10mDelta
Wed 6/186:00 amHOU - MDW
1 stop5h 59mDelta
Deal found 4/28$284

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Hobby that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Houston Hobby Airport that are best for you.

Fly from

Midway

Fly to

Hobby

Route

Depart

Return

Price

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 6/10

9:40 pm-12:10 am

Nonstop2h 30m

Houston Hobby

Sat 6/14

8:30 pm-11:00 pm

Nonstop2h 30m

$197

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Fri 6/20

10:34 am-7:11 pm

1 stop8h 37m

Houston Hobby

Mon 6/23

8:45 am-2:03 pm

1 stop5h 18m

$259

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 6/10

6:00 am-12:10 pm

1 stop6h 10m

Houston Hobby

Wed 6/18

6:00 am-11:59 am

1 stop5h 59m

$284

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 7/1

9:40 pm-12:10 am

Nonstop2h 30m

$90

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 6/10

6:00 am-12:10 pm

1 stop6h 10m

$109

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Fri 6/20

10:34 am-7:11 pm

1 stop8h 37m

$128

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sun 6/22

8:09 pm-11:24 am

3 stops39h 15m

$398

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Compare providers for flights from Midway to Hobby

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Hobby in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Houston Hobby Airport flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago Midway Airport-Houston Hobby Airport flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Houston Hobby Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Houston Hobby Airport flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Houston Hobby Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Hobby

Have a flexible travel schedule? Discover the best time to fly to Hobby from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Houston Hobby Airport

How far ahead should I book a flight from Chicago Midway Airport to Houston Hobby Airport?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Hobby. Price data was last updated on April 25, 2025.

The price you pay for your flight from Chicago Midway Airport to Houston Hobby Airport may vary depending on when you book. For the best chance of a lower fare, look to book 53 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago Midway Airport to Houston Hobby Airport?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston Hobby Airport (average of $230). Flying from Chicago Midway Airport to Houston Hobby Airport in March is currently the most expensive (average of $334). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to HOU?

Find hourly flight availability from Midway to Hobby. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

It’s typically best to fly out from Chicago Midway Airport to Houston Hobby Airport in the evening. Doing so could potentially save you 48% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Chicago Midway Airport to Houston Hobby Airport?

Use this chart to determine the cheapest time to fly round-trip from Midway to Hobby. Price data was last updated on March 30, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Houston Hobby Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago Midway Airport to Houston Hobby Airport

Explore weekly flight availability from Midway to Hobby. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 29, 2025.

The most flights from MDW to HOU are scheduled on a Saturday (8 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Hobby by month

Plan your trip to Hobby by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Houston Hobby Airport ranges from 3.2 - 5.9 inches per month. June is typically the wettest month, when rainfall can reach 5.9 in. February is typically the driest time to visit Houston Hobby Airport when rainfall is around 3.2 in.

Temperature in Hobby by month

Plan your trip to Hobby by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Houston Hobby Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 53.6 F).

Reviews of airlines servicing Hobby

Get insights into the airlines that provide service to Hobby. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hobby. Reviews last updated April 29, 2025.
See what other customers who have flown with Southwest, Delta and Allegiant Air from Chicago to Houston have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Midway to Hobby. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Chicago Midway Airport to Houston Hobby Airport round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Houston Hobby Airport round-trip from $197. Other airlines that can offer you cheap pricing are Delta, from $248, and Allegiant Air, from $259. Southwest is priced at 13% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Houston Hobby Airport one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Houston Hobby Airport are Southwest ($90), Delta ($109), and Allegiant Air ($128).

  • What are the cheapest flights from Chicago Midway Airport to Houston Hobby Airport?

    Looking at all options, your cheapest flight can be booked for $89. While the most popular route (Chicago Midway - Houston Hobby) can be booked for $151 on average our data indicates $265 when flying from Chicago Midway Airport to Houston Hobby Airport.

  • Can I find deals for flights from Midway to Hobby that include hotel bookings?

    Yes. In addition to deals on Midway to Hobby flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Hobby?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Hobby.

  • Can I find deals for business class flights from Midway to Hobby?

    Yes. Cheapflights offers flight deals from Midway to Hobby by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Houston Hobby Airport?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston Hobby Airport (average of $230). Flying from Chicago Midway Airport to Houston Hobby Airport in March is currently the most expensive (average of $334). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Sugar Land
Stafford
Baytown
Pearland
Texas City
League City
Seabrook
Rosenberg
Lake Jackson
La Marque
Missouri City
Pasadena
West University Place
Nassau Bay

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Alternative routes for Midway to Hobby

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Hobby flights
O'Hare Intl to George Bush Intcntl flights
Midway to George Bush Intcntl flights

Top 4 airlines flying from Midway to Hobby

Discover the top 4 airlines that operate flights from Midway to Hobby. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$68Average$165FlexibilityNo cancel feeOn-time65%
FrontierCheapest$76Average$178FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$387FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$178Average$322FlexibilityNo cancel feeOn-time63%

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