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$54+ Cheap flights from Houston to Midway (MDW)

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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MDW
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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The best prices from Houston to Chicago Midway are usually found in August or June, booked 60 days in advance, depart on a Tuesday or Friday and return on a Thursday

Cheap flight deals from Houston to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Houston (HO1) to Midway (MDW). 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 enero 21, 2025.

Round-trip from

$112
(Cheapflightsfares)

One-way from

$54
(Trip.com)

Popular in

December

Cheapest in

August

Average price

$238
From Houston to Chicago Midway
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One-way flight from Houston to Chicago Midway
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Highest demand for flights based on searches. 24% potential increase in price ($64 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Houston to Midway

Cheapest flights from Houston to Midway
Explore the most affordable flight options available from Houston to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/215:44 pmIAH - MDW
1 stop6h 14mFrontier
lun. 2/247:25 amMDW - IAH
Nonstop2h 50mFrontier
Deal found 1/19$112
This Trip.com deal was found by Cheapflights users on 1/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/2610:36 amHOU - MDW
1 stop13h 41mFrontier
sáb. 3/16:40 amMDW - HOU
1 stop8h 03mFrontier
Deal found 1/21$136
This Southwest deal was found by Cheapflights users on 1/21. 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.
mar. 2/116:55 amHOU - MDW
Nonstop2h 20mSouthwest
mar. 2/111:05 pmMDW - HOU
1 stop4h 40mSouthwest
Deal found 1/21$177
This Delta deal was found by Cheapflights users on 1/21. 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.
mar. 3/45:25 amIAH - MDW
1 stop7h 40mDelta
mar. 3/45:05 pmMDW - IAH
1 stop6h 54mDelta
Deal found 1/21$211
This Delta deal was found by Cheapflights users on 1/19. 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.
mar. 2/46:00 amHOU - MDW
1 stop5h 59mDelta
mar. 2/115:05 pmMDW - HOU
1 stop5h 24mDelta
Deal found 1/19$237
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 1/3012:09 pmIAH - MDW
2 stops12h 08mMultiple Airlines
lun. 2/311:33 amMDW - IAH
1 stop23h 33mMultiple Airlines
Deal found 1/20$246
This Mytrip deal was found by Cheapflights users on 1/21. 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.
vie. 6/208:30 amHOU - MDW
1 stop5h 33mAllegiant Air
lun. 6/2310:34 amMDW - HOU
1 stop8h 37mAllegiant Air
Deal found 1/21$341

Find flights from Houston to Midway within your budget

Customize your flight search to find flights from Houston to Midway 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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

vie. 2/21

5:44 pm-11:58 pm

1 stop6h 14m

Chicago Midway

lun. 2/24

7:25 am-10:15 am

Nonstop2h 50m

$112

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 2/26

10:36 am-12:17 am

1 stop13h 41m

Chicago Midway

sáb. 3/1

6:40 am-2:43 pm

1 stop8h 03m

$136

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mar. 4/1

4:55 pm-9:25 pm

1 stop4h 30m

Chicago Midway

mar. 4/15

6:00 pm-8:50 pm

Nonstop2h 50m

$169

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

mar. 2/11

5:25 am-1:05 pm

1 stop7h 40m

Chicago Midway

mar. 2/11

5:05 pm-11:59 pm

1 stop6h 54m

$211

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mar. 2/4

6:00 am-11:59 am

1 stop5h 59m

Chicago Midway

mar. 2/11

5:05 pm-10:29 pm

1 stop5h 24m

$237

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

vie. 6/20

8:30 am-2:03 pm

1 stop5h 33m

Chicago Midway

lun. 6/23

10:34 am-7:11 pm

1 stop8h 37m

$341

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

sáb. 4/26

8:17 am-1:20 pm

1 stop5h 03m

$54

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 2/5

6:16 pm-12:17 am

1 stop6h 01m

$55

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 3/12

5:25 am-7:45 am

Nonstop2h 20m

$71

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

mié. 2/12

5:25 am-1:05 pm

1 stop7h 40m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 13 results
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Best time to book a flight from Houston to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Houston 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.

Travel insights for flights from Houston to Midway

Get recent, data-driven insights about flights from Houston to Midway including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Houston to Midway. Price data was last updated on January 17, 2025.

The price you pay for your flight from Houston to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 60 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 Houston to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Houston to Chicago Midway Airport (average of $160). Flying from Houston to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 HOU to MDW?

Find hourly flight availability from Houston to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 28% on flights from Houston to Chicago Midway Airport by exploring options for tickets in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Houston to Midway. Price data was last updated on January 21, 2025.

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

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated enero 21, 2025.
Read through reviews of airlines operating flights from Houston to Chicago, such as Frontier, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Frontier
6.1
Okay
3,443 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Houston to Midway. 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 Houston to Chicago Midway Airport round-trip?

    Currently priced at $112, Frontier will fly you from Houston to Chicago Midway Airport and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Delta - these airlines can fly you to your destination from $177 and $211, respectively. Frontier is currently priced 42% below the average price you’ll pay for this route.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $54. Southwest flights start at $71 while deals on Delta start at $109 one-way.

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

    Looking at all options, your cheapest flight can be booked for $98. While the most popular route (Houston Hobby - Chicago Midway) can be booked for $116 on average our data indicates $275 when flying from Houston to Chicago Midway Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Houston to Midway 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 Houston to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Houston to Chicago Midway Airport (average of $160). Flying from Houston to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Houston?

Book flights to Houston if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Houston to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Houston to Midway

Discover the top 3 airlines that operate flights from Houston to Midway. 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$151FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$195Average$372FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$441FlexibilityNo cancel feeOn-timeN/A
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