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$54+ Cheap flights from Galveston, TX 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
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Galveston 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 Galveston to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Galveston (G4L) 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 January 21, 2025.

Round-trip from

$136
(Trip.com)

One-way from

$54
(Trip.com)

Popular in

December

Cheapest in

August

Average price

$238
From Galveston to Chicago Midway
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One-way flight from Galveston 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 Galveston to Midway

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

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.
Wed 2/2610:36 amHOU - MDW
1 stop13h 41mFrontier
Sat 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.
Tue 2/116:55 amHOU - MDW
Nonstop2h 20mSouthwest
Tue 2/111:05 pmMDW - HOU
1 stop4h 40mSouthwest
Deal found 1/21$177
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.
Tue 2/46:00 amHOU - MDW
1 stop5h 59mDelta
Tue 2/115:05 pmMDW - HOU
1 stop5h 24mDelta
Deal found 1/19$237
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.
Fri 6/208:30 amHOU - MDW
1 stop5h 33mAllegiant Air
Mon 6/2310:34 amMDW - HOU
1 stop8h 37mAllegiant Air
Deal found 1/21$341

Find flights from Galveston to Midway within your budget

Customize your flight search to find flights from Galveston 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 2/26

10:36 am-12:17 am

1 stop13h 41m

Chicago Midway

Sat 3/1

6:40 am-2:43 pm

1 stop8h 03m

$136

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Tue 4/1

4:55 pm-9:25 pm

1 stop4h 30m

Chicago Midway

Tue 4/15

6:00 pm-8:50 pm

Nonstop2h 50m

$169

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Tue 2/4

6:00 am-11:59 am

1 stop5h 59m

Chicago Midway

Tue 2/11

5:05 pm-10:29 pm

1 stop5h 24m

$237

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Fri 6/20

8:30 am-2:03 pm

1 stop5h 33m

Chicago Midway

Mon 6/23

10:34 am-7:11 pm

1 stop8h 37m

$341

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 2/5

6:16 pm-12:17 am

1 stop6h 01m

$55

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 3/12

5:25 am-7:45 am

Nonstop2h 20m

$71

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 2/8

5:00 pm-10:20 pm

1 stop5h 20m

$129

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Thu 5/29

6:35 pm-6:10 pm

2 stops23h 35m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Best time to book a flight from Galveston to Midway

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

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

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

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

Booking 60 days in advance of your planned departure date is, on average, the best time to get cheap flights from Galveston to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, April is the cheapest month in which you can book a flight from Galveston to Chicago Midway Airport (average of $160). Flying from Galveston 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 G4L to MDW?

Find hourly flight availability from Galveston 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 January 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Galveston to Chicago Midway Airport as you normally would.

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 January 21, 2025.
Get a feel of what it's like to fly with Southwest, Frontier and Delta from Galveston to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Comfort

8.1

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

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Comfort

8.1

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

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Comfort

8.1

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

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Comfort

8.1

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 Galveston 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 to fly from Galveston to Chicago Midway Airport one-way?

    $54 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $71 and $129, respectively.

  • What are the cheapest flights from Galveston 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 $104 on average our data indicates $275 when flying from Galveston to Chicago Midway Airport.

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

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

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

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

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

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

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

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

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Top 3 airlines flying from Galveston to Midway

Discover the top 3 airlines that operate flights from Galveston 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 January 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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