HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HOU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago 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 to Galveston are usually found in October or September, booked 71 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 September 16, 2025.

Round-trip from

$157
(Southwest)

One-way from

$79
(Southwest)

Popular in

March

Cheapest in

October

Average price

$177
From Chicago (CHI) to Galveston
Search Deals
One-way flight from Chicago (CHI) to Galveston
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 16, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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 10/117:45 pmMDW - HOU
Nonstop2h 35mSouthwest
Sat 10/185:55 pmHOU - MDW
Nonstop2h 25mSouthwest
Deal found 9/15$157
This Southwest deal was found by Cheapflights users on 9/14. 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 10/258:25 amMDW - HOU
1 stop4h 05mSouthwest
Sat 11/18:10 pmHOU - MDW
Nonstop2h 20mSouthwest
Deal found 9/14$163
This Southwest deal was found by Cheapflights users on 9/14. 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 10/81:50 pmORD - HOU
1 stop9h 00mSouthwest
Wed 10/1510:30 amHOU - ORD
1 stop4h 50mSouthwest
Deal found 9/14$177
This Southwest deal was found by Cheapflights users on 9/15. 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 10/169:30 pmMDW - HOU
Nonstop2h 35mSouthwest
Sun 10/196:45 amHOU - MDW
Nonstop2h 25mSouthwest
Deal found 9/15$177
This Southwest deal was found by Cheapflights users on 9/14. 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 10/258:25 amMDW - HOU
2 stops6h 20mSouthwest
Mon 10/278:00 pmHOU - MDW
1 stop4h 05mSouthwest
Deal found 9/14$182
This Southwest deal was found by Cheapflights users on 9/14. 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 10/226:15 amORD - HOU
2 stops8h 55mSouthwest
Tue 10/288:45 amHOU - ORD
2 stops6h 35mSouthwest
Deal found 9/14$187
This Southwest deal was found by Cheapflights users on 9/15. 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 10/153:10 pmORD - HOU
1 stop7h 50mSouthwest
Wed 10/226:00 amHOU - ORD
2 stops8h 00mSouthwest
Deal found 9/15$188
This Southwest deal was found by Cheapflights users on 9/13. 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 10/258:25 amMDW - HOU
1 stop4h 05mSouthwest
Sun 11/25:25 amHOU - MDW
1 stop6h 00mSouthwest
Deal found 9/13$192
This Southwest deal was found by Cheapflights users on 9/14. 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 10/12:50 pmMDW - HOU
Nonstop2h 35mSouthwest
Wed 10/86:55 amHOU - MDW
Nonstop2h 25mSouthwest
Deal found 9/14$193
This Southwest deal was found by Cheapflights users on 9/16. 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 11/134:25 pmORD - HOU
1 stop7h 45mSouthwest
Sun 11/167:00 amHOU - ORD
1 stop6h 00mSouthwest
Deal found 9/16$197
This Southwest deal was found by Cheapflights users on 9/16. 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 10/167:55 amMDW - HOU
Nonstop2h 40mSouthwest
Thu 10/2310:25 pmHOU - MDW
Nonstop2h 20mSouthwest
Deal found 9/16$197
This Southwest deal was found by Cheapflights users on 9/14. 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 11/82:15 pmORD - HOU
1 stop6h 20mSouthwest
Sun 11/95:25 amHOU - ORD
1 stop9h 20mSouthwest
Deal found 9/14$202

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 September 16, 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

Sat 10/18

7:45 pm-10:20 pm

Nonstop2h 35m

Houston Hobby

Mon 10/20

10:25 pm-12:45 am

Nonstop2h 20m

$157

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 10/25

8:25 am-12:30 pm

1 stop4h 05m

Houston Hobby

Sat 11/1

8:10 pm-10:30 pm

Nonstop2h 20m

$163

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 10/14

5:30 am-11:15 am

1 stop5h 45m

Houston Hobby

Mon 10/20

10:25 pm-12:45 am

Nonstop2h 20m

$167

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 12/25

8:25 am-1:55 pm

2 stops5h 30m

Houston Hobby

Thu 12/25

7:45 pm-10:10 pm

Nonstop2h 25m

$172

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 11/20

1:00 pm-10:55 pm

1 stop9h 55m

Houston Hobby

Sat 11/22

5:00 am-11:25 am

1 stop6h 25m

$177

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Wed 10/8

1:50 pm-10:50 pm

1 stop9h 00m

Houston Hobby

Wed 10/15

10:30 am-3:20 pm

1 stop4h 50m

$177

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 11/20

10:05 am-4:20 pm

1 stop6h 15m

Houston Hobby

Sat 11/22

7:45 pm-11:55 pm

1 stop4h 10m

$177

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 2/26

7:50 am-2:05 pm

1 stop6h 15m

Houston Hobby

Mon 3/2

2:00 pm-7:30 pm

1 stop5h 30m

$177

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 11/13

9:55 pm-12:35 am

Nonstop2h 40m

Houston Hobby

Sun 11/16

6:15 am-8:40 am

Nonstop2h 25m

$177

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 11/18

1:45 pm-7:50 pm

2 stops6h 05m

Houston Hobby

Wed 12/3

7:15 am-12:15 pm

1 stop5h 00m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 38 results
1
2
3
4

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 September 12, 2025.

Booking 71 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 $330). 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 September 16, 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 September 16, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, 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
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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
Spirit Airlines
6.3
Okay
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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
5.8
Fair
3,174 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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 Chicago 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 to Galveston?

    Southwest can get you from Chicago to Galveston in just under 2h 35m. Your travel time will be generally consistent. The distance from Chicago to Galveston is about 938 mi. Most flights are nonstop.

  • 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 $330). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Galveston

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Dallas/Fort Worth flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Austin flights
O'Hare Intl to Hobby flights
O'Hare Intl to George Bush Intcntl flights
Midway to Hobby flights
O'Hare Intl to Love Field flights
St. Louis to Dallas/Fort Worth flights
Midway to Love Field flights
O'Hare Intl to San Antonio flights
Midway to George Bush Intcntl flights
Midway to Austin flights
St. Louis to Hobby flights
Moline to Dallas/Fort Worth flights
St. Louis to George Bush Intcntl flights
Midway to San Antonio flights
O'Hare Intl to El Paso flights
St. Louis to Love Field flights
St. Louis to Austin flights
St. Louis to San Antonio flights
Peoria to Dallas/Fort Worth flights
O'Hare Intl to McAllen flights
Evansville to San Antonio flights
Moline to Austin flights
Bloomington to Dallas/Fort Worth flights
Midway to El Paso flights
Moline to San Antonio flights
Peoria to Hobby flights
Peoria to San Antonio flights
Peoria to George Bush Intcntl flights
O'Hare Intl to Brownsville flights
O'Hare Intl to Midland flights
Evansville to Dallas/Fort Worth flights
St. Louis to McAllen flights
Evansville to Hobby flights
Peoria to Austin flights
O'Hare Intl to Lubbock flights
Bloomington to Hobby flights
Bloomington to San Antonio flights
Evansville to George Bush Intcntl flights
Moline to Love Field flights
Springfield to Dallas/Fort Worth flights
Bloomington to Love Field flights
Champaign to Dallas/Fort Worth flights
O'Hare Intl to Harlingen flights
Bloomington to George Bush Intcntl flights
O'Hare Intl to Corpus Christi flights
O'Hare Intl to Laredo flights
Moline to Hobby flights
St. Louis to Midland flights

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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$170FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$176FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$157Average$263FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$170Average$381FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$182Average$349FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$287FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.