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Galveston

$90+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HOU
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Galveston are usually found in August or October, booked 35 days in advance, depart on a Wednesday or Friday 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 April 24, 2025.

Round-trip from

$189
(Southwest)

One-way from

$90
(Southwest)

Popular in

March

Cheapest in

August

Average price

$217
From Chicago (CHI) to Galveston
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One-way flight from Chicago (CHI) to Galveston
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This Southwest deal was found by Cheapflights users on 4/23. 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 5/208:55 pmMDW - HOU
Nonstop2h 45mSouthwest
Sat 5/249:00 pmHOU - MDW
Nonstop2h 30mSouthwest
Deal found 4/23$189
This Delta deal was found by Cheapflights users on 4/23. 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 6/711:05 amORD - HOU
1 stop6h 52mDelta
Sat 6/146:00 amHOU - ORD
1 stop6h 29mDelta
Deal found 4/23$217
This Delta deal was found by Cheapflights users on 4/22. 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 6/34:15 pmMDW - HOU
1 stop5h 02mDelta
Sat 6/710:22 amHOU - MDW
1 stop4h 58mDelta
Deal found 4/22$217
This Southwest deal was found by Cheapflights users on 4/23. 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 5/131:30 pmORD - HOU
1 stop7h 10mSouthwest
Wed 5/145:45 amHOU - ORD
1 stop7h 20mSouthwest
Deal found 4/23$244
This Mytrip deal was found by Cheapflights users on 4/23. 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 6/2010:34 amMDW - HOU
1 stop8h 37mAllegiant Air
Mon 6/238:45 amHOU - MDW
1 stop5h 18mAllegiant Air
Deal found 4/23$254
This American Airlines deal was found by Cheapflights users on 4/23. 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 7/265:00 amORD - HOU
1 stop4h 45mAmerican Airlines
Sun 7/278:22 pmHOU - ORD
1 stop4h 37mAmerican Airlines
Deal found 4/23$256
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Sun 6/86:30 amORD - HOU
1 stop11h 12mSun Country Air
Sun 6/156:42 pmHOU - ORD
1 stop22h 39mSun Country Air
Deal found 4/23$291
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Thu 6/123:55 pmORD - HOU
1 stop25h 24mMultiple Airlines
Sun 6/156:42 pmHOU - ORD
1 stop22h 39mMultiple Airlines
Deal found 4/23$298
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Thu 6/1911:45 amMDW - HOU
2 stops31h 26mMultiple Airlines
Thu 6/266:00 amHOU - MDW
2 stops27h 44mMultiple Airlines
Deal found 4/23$439

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 April 24, 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

Tue 5/20

8:55 pm-11:40 pm

Nonstop2h 45m

Houston Hobby

Sat 5/24

9:00 pm-11:30 pm

Nonstop2h 30m

$189

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sat 6/7

11:05 am-5:57 pm

1 stop6h 52m

Houston Hobby

Sat 6/14

6:00 am-12:29 pm

1 stop6h 29m

$217

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 6/3

4:15 pm-9:17 pm

1 stop5h 02m

Houston Hobby

Sat 6/7

10:22 am-3:20 pm

1 stop4h 58m

$217

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Mon 6/2

7:30 am-12:40 pm

1 stop5h 10m

Houston Hobby

Wed 6/11

3:00 pm-9:30 pm

1 stop6h 30m

$248

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Fri 6/20

10:34 am-7:11 pm

1 stop8h 37m

Houston Hobby

Mon 6/23

8:45 am-2:03 pm

1 stop5h 18m

$254

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 6/17

2:40 pm-7:53 pm

1 stop5h 13m

Houston Hobby

Sun 6/22

8:23 pm-12:59 am

1 stop4h 36m

$257

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sun 6/8

6:30 am-5:42 pm

1 stop11h 12m

Houston Hobby

Sun 6/15

6:42 pm-5:21 pm

1 stop22h 39m

$291

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 6/12

3:55 pm-5:19 pm

1 stop25h 24m

Houston Hobby

Sun 6/15

6:42 pm-5:21 pm

1 stop22h 39m

$298

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 6/19

11:45 am-7:11 pm

2 stops31h 26m

Houston Hobby

Thu 6/26

6:00 am-9:44 am

2 stops27h 44m

$439

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 5/24

5:20 pm-8:00 pm

Nonstop2h 40m

$90

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 18 results
1
2

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 April 18, 2025.

Booking 30 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 $334). 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 April 24, 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.

Rainfall in Galveston by month

Plan your trip to Galveston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Galveston ranges from 3.2 - 5.9 inches per month. June is typically the wettest month, when rainfall can reach 5.9 in. February is typically the driest time to visit Galveston when rainfall is around 3.2 in.

Temperature in Galveston by month

Plan your trip to Galveston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Galveston, 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 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 53.6 F).

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 April 24, 2025.
To help decide which airline to fly from Chicago to Galveston, see what other customers have to say about Southwest, Delta and Avelo Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

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
4,286 reviews
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

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
7,920 reviews
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

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.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

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
7.3
Good
734 reviews
Southwest
8.0
Very good
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

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
4,286 reviews

Food

7.1

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

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 ($90), Delta ($109), and Allegiant Air ($126).

  • 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 $334). 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$151FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$157FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$143Average$246FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$159Average$367FlexibilityNo cancel feeOn-time69%
DeltaCheapest$176Average$392FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$178Average$344FlexibilityNo cancel feeOn-time63%

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