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Galveston

$79+ Cheap flights from Midway (MDW) to Galveston, TX

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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HOU
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Galveston are usually found in September or August, booked 60 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap flight deals from Midway to Galveston

Cheapest flights from Midway to Galveston
Explore the most affordable flight options available from Midway to Galveston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Southwest deal was found by Cheapflights users on 1/26. 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.
Sat 2/288:55 pm
MDW
-
HOU
Nonstop2h 50m
Southwest
Wed 3/46:40 am
HOU
-
MDW
Nonstop2h 25m
Southwest
Deal found 1/26$157
This Southwest deal was found by Cheapflights users on 1/26. 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.
Sat 2/288:55 pm
MDW
-
HOU
Nonstop2h 50m
Southwest
Tue 3/38:30 pm
HOU
-
MDW
Nonstop2h 25m
Southwest
Deal found 1/26$168
This Southwest deal was found by Cheapflights users on 1/25. 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.
Sat 4/256:05 pm
MDW
-
HOU
Nonstop2h 45m
Southwest
Tue 4/282:25 pm
HOU
-
MDW
Nonstop2h 25m
Southwest
Deal found 1/25$175
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:55 pm
MDW
-
HOU
Nonstop2h 45m
Southwest
Wed 2/256:40 am
HOU
-
MDW
Nonstop2h 25m
Southwest
Deal found 1/27$177
This Southwest deal was found by Cheapflights users on 1/25. 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.
Wed 3/116:25 am
MDW
-
HOU
Nonstop2h 50m
Southwest
Sat 3/145:15 am
HOU
-
MDW
Nonstop2h 20m
Southwest
Deal found 1/25$189
This Southwest deal was found by Cheapflights users on 1/26. 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 3/249:05 pm
MDW
-
HOU
Nonstop2h 45m
Southwest
Wed 3/256:15 am
HOU
-
MDW
Nonstop2h 20m
Southwest
Deal found 1/26$191
This Southwest deal was found by Cheapflights users on 1/26. 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 2/248:55 am
MDW
-
HOU
Nonstop2h 55m
Southwest
Fri 2/278:45 pm
HOU
-
MDW
Nonstop2h 25m
Southwest
Deal found 1/26$197
This Southwest deal was found by Cheapflights users on 1/25. 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.
Sat 2/218:55 pm
MDW
-
HOU
Nonstop2h 50m
Southwest
Sat 2/286:55 pm
HOU
-
MDW
Nonstop2h 25m
Southwest
Deal found 1/25$205
This Southwest deal was found by Cheapflights users on 1/26. 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.
Fri 3/62:35 pm
MDW
-
HOU
1 stop6h 10m
Southwest
Tue 3/109:30 pm
HOU
-
MDW
Nonstop2h 25m
Southwest
Deal found 1/26$207
This Southwest deal was found by Cheapflights users on 1/25. 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.
Sun 3/19:55 pm
MDW
-
HOU
Nonstop2h 45m
Southwest
Wed 3/46:40 am
HOU
-
MDW
Nonstop2h 25m
Southwest
Deal found 1/25$208
This Delta deal was found by Cheapflights users on 1/25. 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.
Sat 4/2510:43 am
MDW
-
HOU
1 stop5h 45m
Delta
Tue 4/2810:46 am
HOU
-
MDW
1 stop5h 39m
Delta
Deal found 1/25$211

Find flight deals from Midway to Galveston

Keep the following information in mind while searching for Midway to Galveston flight deals. Data was last updated January 27, 2026.

Round-trip from

$157
(Southwest)

One-way from

$79
(Southwest)

Popular in

July

Cheapest in

September

Average price

$302
From Chicago Midway to Galveston
Search Deals
One-way flight from Chicago Midway to Galveston
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Galveston 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 January 27, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Galveston that are best for you.

Fly from

Midway

Fly to

Galveston

Route

Depart

Return

Price

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 3/3

7:55 pm-10:40 pm

Nonstop2h 45m

Houston Hobby

Wed 3/4

6:40 am-9:05 am

Nonstop2h 25m

$157

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 2/21

8:55 pm-11:45 pm

Nonstop2h 50m

Houston Hobby

Wed 2/25

6:40 am-9:05 am

Nonstop2h 25m

$177

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 3/24

9:05 pm-11:50 pm

Nonstop2h 45m

Houston Hobby

Wed 3/25

6:15 am-8:35 am

Nonstop2h 20m

$191

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Fri 3/6

2:35 pm-8:45 pm

1 stop6h 10m

Houston Hobby

Tue 3/10

9:30 pm-11:55 pm

Nonstop2h 25m

$207

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 3/25

9:05 pm-11:50 pm

Nonstop2h 45m

Houston Hobby

Mon 3/30

8:25 pm-10:50 pm

Nonstop2h 25m

$224

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 3/14

7:45 am-2:00 pm

1 stop6h 15m

Houston Hobby

Sat 3/21

5:15 am-7:35 am

Nonstop2h 20m

$225

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 2/11

8:55 am-11:50 am

Nonstop2h 55m

Houston Hobby

Wed 2/18

2:15 pm-4:40 pm

Nonstop2h 25m

$227

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 2/18

1:20 pm-5:50 pm

1 stop4h 30m

Houston Hobby

Sat 2/21

5:55 am-8:20 am

Nonstop2h 25m

$233

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 2/19

4:10 pm-7:00 pm

Nonstop2h 50m

Houston Hobby

Sat 2/21

9:05 pm-11:30 pm

Nonstop2h 25m

$233

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 4/22

8:40 pm-11:20 pm

Nonstop2h 40m

Houston Hobby

Wed 4/29

11:00 am-4:45 pm

2 stops5h 45m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 24 results
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2
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Best time to book a flight from Midway to Galveston

Have a flexible travel schedule? Discover the best time to fly to Galveston 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 Galveston

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

Use this chart to determine the optimal time to book a round-trip flight from Midway to Galveston. Price data was last updated on January 23, 2026.

The price you pay for your flight from Chicago Midway Airport to Galveston 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 Chicago Midway Airport to Galveston?

Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Galveston (average of $72). Flying from Chicago Midway Airport to Galveston in July is currently the most expensive (average of $184). 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 G4L?

Find hourly flight availability from Midway to Galveston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 27, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 8% on flights from Chicago Midway Airport to Galveston by exploring options for tickets at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Galveston. Price data was last updated on January 24, 2026.

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

Reviews of airlines servicing Galveston

Get insights into the airlines that provide service to Galveston. 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 Galveston. Reviews last updated January 27, 2026.
Peruse reviews from past customers who have flown with Southwest and Frontier from Chicago Midway Airport to Galveston to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Chicago Midway Airport to Galveston?

    Airlines like Southwest fly from Chicago Midway Airport to Galveston in about 2h 45m. The time it takes to get you to your destination is usually consistent. There are 938 mi between Chicago Midway Airport and Galveston. All flights are typically nonstop.

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

    The cheapest flight price from Chicago Midway Airport to Galveston is $98. On average you can expect to pay $319. The most popular route, (Chicago Midway - Houston Hobby), can usually be booked for $145.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Galveston 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 Galveston?

    Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Galveston (average of $72). Flying from Chicago Midway Airport to Galveston in July is currently the most expensive (average of $184). 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.

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Top 3 airlines flying from Midway to Galveston

Discover the top 3 airlines that operate flights from Midway to Galveston. 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$82Average$187FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$187Average$328FlexibilityNo cancel feeOn-time63%
DeltaCheapest$207Average$287FlexibilityNo cancel feeOn-timeN/A

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