$105+ 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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HOU
Aug 4 — Aug 111
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Galveston with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to Galveston are usually found in September or October, booked 76 days in advance, depart on a Monday or Wednesday and return on a Saturday
Cheap flight deals from Midway to Galveston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to GalvestonExplore 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 July 5, 2026.
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 July 5, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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 8/1510:25 am
MDW
- HOU
Nonstop2h 30m
Southwest
Sat 8/227:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 7/1![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 7/2. 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 8/221:45 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Mon 8/243:50 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 7/2![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 7/2. 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 8/44:40 pm
MDW
- HOU
1 stop6h 05m
Southwest
Wed 8/58:50 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 7/2![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 7/3. 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.
Thu 8/65:25 am
MDW
- HOU
Nonstop2h 25m
Southwest
Tue 8/118:50 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 7/3![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 8/125:10 pm
MDW
- HOU
1 stop4h 55m
Delta
Tue 8/1810:50 am
HOU
- MDW
1 stop5h 25m
Delta
Deal found 7/1![Delta logo]()
$229
Best flights from Midway to GalvestonDiscover carefully curated flight deals from Midway to Galveston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 5, 2026.
Discover carefully curated flight deals from Midway to Galveston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 5, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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 8/1510:25 am
MDW
- HOU
Nonstop2h 30m
Southwest
Sat 8/227:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 7/1![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 7/3. 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.
Thu 10/15:11 pm
MDW
- HOU
1 stop5h 29m
Delta
Sun 10/45:26 pm
HOU
- MDW
1 stop5h 19m
Delta
Deal found 7/3![Delta logo]()
$301
This Southwest deal was found by Cheapflights users on 7/2. 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 8/197:40 am
MDW
- HOU
2 stops6h 05m
Southwest
Wed 8/2611:25 am
HOU
- MDW
1 stop4h 05m
Southwest
Deal found 7/2![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 6/30. 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 8/57:40 am
MDW
- HOU
2 stops6h 05m
Southwest
Mon 8/106:00 pm
HOU
- MDW
1 stop5h 20m
Southwest
Deal found 6/30![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 8/215:10 pm
MDW
- HOU
1 stop4h 55m
Delta
Tue 8/2510:50 am
HOU
- MDW
1 stop5h 25m
Delta
Deal found 7/5![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 7/4. 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 8/1810:10 am
MDW
- HOU
1 stop3h 50m
Southwest
Tue 8/258:50 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 7/4![Southwest logo]()
$285
This Delta deal was found by Cheapflights users on 7/4. 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.
Wed 8/51:25 pm
MDW
- HOU
2 stops8h 40m
Delta
Wed 8/126:00 am
HOU
- MDW
1 stop5h 51m
Delta
Deal found 7/4![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 6/30. 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 9/1210:05 am
MDW
- HOU
2 stops6h 45m
Southwest
Sun 9/135:40 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/30![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 6/30. 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 8/145:30 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Fri 8/213:50 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/30![Southwest logo]()
$299
Last-minute flights from Midway to GalvestonDiscover last-minute flight deals from Midway to Galveston. Data last updated July 5, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Galveston. Data last updated July 5, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/2. 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 8/44:40 pm
MDW
- HOU
1 stop6h 05m
Southwest
Wed 8/58:50 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 7/2![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 7/3. 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.
Thu 8/65:25 am
MDW
- HOU
Nonstop2h 25m
Southwest
Tue 8/118:50 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 7/3![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 8/125:10 pm
MDW
- HOU
1 stop4h 55m
Delta
Tue 8/1810:50 am
HOU
- MDW
1 stop5h 25m
Delta
Deal found 7/1![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 7/1. 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 8/1510:25 am
MDW
- HOU
Nonstop2h 30m
Southwest
Sat 8/227:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 7/1![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 7/2. 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 8/221:45 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Mon 8/243:50 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 7/2![Southwest logo]()
$217
One-way flights from Midway to GalvestonSearch for one-way flight options from Midway to Galveston. Find affordable one-way fares based on user searches. Data last updated July 5, 2026.
Search for one-way flight options from Midway to Galveston. Find affordable one-way fares based on user searches. Data last updated July 5, 2026.
This Southwest deal was found by Cheapflights users on 6/30. 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 7/299:00 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 6/30![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 7/1. 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.
Mon 9/215:25 am
MDW
- HOU
Nonstop2h 25m
Southwest
Deal found 7/1![Southwest logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:49 pm
MDW
- HOU
1 stop28h 24m
Allegiant Air
Deal found 6/30![Allegiant Air logo]()
$117
This Southwest deal was found by Cheapflights users on 7/1. 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 9/292:40 pm
MDW
- HOU
2 stops5h 15m
Southwest
Deal found 7/1![Southwest logo]()
$120
This Delta deal was found by Cheapflights users on 7/3. 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.
Thu 9/1011:35 am
MDW
- HOU
1 stop4h 56m
Delta
Deal found 7/3![Delta logo]()
$123
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 8/271:25 pm
MDW
- HOU
2 stops8h 40m
Delta
Deal found 7/1![Delta logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/92:49 pm
MDW
- HOU
1 stop28h 24m
Allegiant Air
Deal found 7/2![Allegiant Air logo]()
$135
This Southwest deal was found by Cheapflights users on 6/30. 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.
Thu 7/309:40 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 6/30![Southwest logo]()
$140
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 July 5, 2026.
Round-trip from | $209 (Southwest) |
|---|---|
One-way from | $105 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $335 |
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 July 5, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Galveston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sat 8/15
10:25 am-12:55 pm
Nonstop2h 30m
Houston Hobby
Sat 8/22
7:00 am-9:25 am
Nonstop2h 25m
$209
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 8/19
7:40 am-1:45 pm
2 stops6h 05m
Houston Hobby
Wed 8/26
11:25 am-3:30 pm
1 stop4h 05m
$230
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 8/5
7:40 am-1:45 pm
2 stops6h 05m
Houston Hobby
Mon 8/10
6:00 pm-11:20 pm
1 stop5h 20m
$242
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Tue 8/18
10:10 am-2:00 pm
1 stop3h 50m
Houston Hobby
Tue 8/25
8:50 pm-11:10 pm
Nonstop2h 20m
$285
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sat 9/12
10:05 am-4:50 pm
2 stops6h 45m
Houston Hobby
Sun 9/13
5:40 am-8:05 am
Nonstop2h 25m
$288
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Fri 8/14
5:30 pm-8:00 pm
Nonstop2h 30m
Houston Hobby
Fri 8/21
3:50 pm-6:15 pm
Nonstop2h 25m
$299
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Thu 10/1
5:11 pm-10:40 pm
1 stop5h 29m
Houston Hobby
Sun 10/4
5:26 pm-10:45 pm
1 stop5h 19m
$301
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Fri 8/21
5:10 pm-10:05 pm
1 stop4h 55m
Houston Hobby
Tue 8/25
10:50 am-4:15 pm
1 stop5h 25m
$309
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 8/5
1:25 pm-10:05 pm
2 stops8h 40m
Houston Hobby
Wed 8/12
6:00 am-11:51 am
1 stop5h 51m
$314
Cheapest one-way
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 8/12
10:30 am-1:00 pm
Nonstop2h 30m
$105
Showing 1-10 of 20 resultsSorted by cheapest first
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.
MDW-HOU
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
MDW-G4L
MDW-HOU
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 July 5, 2026.
Unlike in the evening, when flights are generally more expensive, you can save up to 14% on flights from Chicago Midway Airport to Galveston by exploring options for tickets at noon.
How much does it cost to fly round-trip from Chicago Midway Airport to Galveston?
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 July 4, 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 July 5, 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.
Comfort
8.0
Crew
8.6
Food
7.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
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.
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Alternative routes for Midway to Galveston
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Complete your trip
Complete your trip to Galveston by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Midway to Galveston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Galveston flights
Browse other Midway and Galveston flight options. Last updated on July 5, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on July 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Galveston flights
Consider these flights traveling from Midway to Galveston.
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 July 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$74 | Average$188 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$207 | Average$287 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$217 | Average$344 | FlexibilityNo cancel fee | On-time63% |