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Galveston

$79+ Cheap flights from Chicago (CHI) 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HOU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Galveston are usually found in August or October, booked 73 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Chicago to Galveston

Keep the following information in mind while searching for Chicago to Galveston flight deals. Data was last updated July 31, 2025.

Round-trip from

$157
(Southwest)

One-way from

$79
(Southwest)

Popular in

March

Cheapest in

August

Average price

$213
From Chicago (CHI) to Galveston
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One-way flight from Chicago (CHI) to Galveston
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Highest demand for flights based on searches. 8% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Chicago to Galveston

Cheapest flights from Chicago to Galveston
Explore the most affordable flight options available from Chicago to Galveston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Southwest deal was found by Cheapflights users on 7/29. 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 10/86:40 pmMDW - HOU
Nonstop2h 35mSouthwest
Tue 10/146:50 pmHOU - MDW
Nonstop2h 30mSouthwest
Deal found 7/29$157
This Southwest deal was found by Cheapflights users on 7/31. 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 8/295:45 pmORD - HOU
1 stop4h 55mSouthwest
Sun 8/3112:50 pmHOU - ORD
1 stop7h 10mSouthwest
Deal found 7/31$217
This Cheapflightsfares deal was found by Cheapflights users on 7/29. 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.
Thu 9/187:12 pmORD - HOU
1 stop15h 37mSun Country Air
Sun 9/219:36 amHOU - ORD
1 stop7h 42mSun Country Air
Deal found 7/29$234
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/208:25 amORD - HOU
1 stop7h 30mAmerican Airlines
Sat 9/206:44 pmHOU - ORD
1 stop5h 15mAmerican Airlines
Deal found 7/28$251
This Delta deal was found by Cheapflights users on 7/31. 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 8/2811:15 amORD - HOU
1 stop6h 24mDelta
Sun 8/316:15 amHOU - ORD
1 stop6h 01mDelta
Deal found 7/31$278

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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 31, 2025.
Use the filters below to find and compare flights from Chicago to Galveston that are best for you.

Fly from

Chicago

Fly to

Galveston

Route

Depart

Return

Price

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 10/8

6:40 pm-9:15 pm

Nonstop2h 35m

Houston Hobby

Tue 10/14

6:50 pm-9:20 pm

Nonstop2h 30m

$157

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Fri 8/29

5:45 pm-10:40 pm

1 stop4h 55m

Houston Hobby

Sun 8/31

12:50 pm-8:00 pm

1 stop7h 10m

$217

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 9/18

7:12 pm-10:49 am

1 stop15h 37m

Houston Hobby

Sun 9/21

9:36 am-5:18 pm

1 stop7h 42m

$234

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sat 9/20

8:25 am-3:55 pm

1 stop7h 30m

Houston Hobby

Sat 9/20

6:44 pm-11:59 pm

1 stop5h 15m

$251

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Wed 1/14

7:10 am-3:02 pm

1 stop7h 52m

Houston Hobby

Thu 1/22

10:30 am-4:39 pm

1 stop6h 09m

$260

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 8/30

7:20 pm-9:50 pm

Nonstop2h 30m

$79

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 8/26

9:47 am-5:39 pm

1 stop7h 52m

$109

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 8/27

4:25 pm-10:31 pm

1 stop6h 06m

$109

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Fri 10/3

1:50 pm-9:30 pm

2 stops7h 40m

$114

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 10/2

7:45 pm-12:04 pm

1 stop16h 19m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 13 results
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Best time to book a flight from Chicago to Galveston

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

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

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

Booking 73 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Galveston. 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 Chicago to Galveston?

Currently, September is the cheapest month in which you can book a flight from Chicago to Galveston (average of $230). Flying from Chicago to Galveston in March is currently the most expensive (average of $331). 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 CHI to G4L?

Find hourly flight availability from Chicago 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 31, 2025.

When flying from Chicago to Galveston, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Galveston. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Galveston 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.

How much does it cost to fly round-trip from Chicago to Galveston?

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 31, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Chicago to Galveston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

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
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

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
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

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
7.2
Good
702 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

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.
Sun Country Air
6.9
Okay
334 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

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 Chicago to Galveston. 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 Chicago to Galveston one-way?

    The cheapest airlines for a one-way flight from Chicago to Galveston are Southwest ($79), Delta ($109), and Sun Country Air ($117).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 to Galveston?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Galveston (average of $230). Flying from Chicago to Galveston in March is currently the most expensive (average of $331). 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

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Top 6 airlines flying from Chicago to Galveston

Discover the top 6 airlines that operate flights from Chicago 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 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$64Average$167FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$176FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$157Average$267FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$170Average$381FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$179Average$345FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$372FlexibilityNo cancel feeOn-timeN/A

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