$105+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HOU
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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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 January or October, booked 86 days in advance, depart on a Wednesday or Saturday and return on a Saturday
Cheap flight deals from Chicago to Galveston
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Cheapest flights from Chicago to GalvestonExplore 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 August 21, 2026.
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 August 21, 2026.
This Southwest deal was found by Cheapflights users on 8/18. 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 9/177:25 am -
Nonstop2h 30m
Tue 9/226:50 am -
Nonstop2h 25m
Deal found 8/18![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 8/17. 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 10/33:10 pm -
Nonstop2h 40m
Mon 10/52:00 pm -
1 stop3h 50m
Deal found 8/17![Southwest logo]()
$215
This Southwest deal was found by Cheapflights users on 8/17. 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 9/175:25 am -
Nonstop2h 25m
Sat 9/199:45 am -
1 stop6h 20m
Deal found 8/17![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:50 pm -
1 stop4h 10m
Thu 11/512:55 pm -
1 stop4h 05m
Deal found 8/19![Southwest logo]()
$220
This Southwest deal was found by Cheapflights users on 8/17. 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 9/117:25 am -
Nonstop2h 30m
Sat 9/127:40 pm -
Nonstop2h 20m
Deal found 8/17![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 8/18. 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 10/32:20 pm -
2 stops6h 35m
Tue 10/69:00 am -
Nonstop2h 25m
Deal found 8/18![Southwest logo]()
$224
This Southwest deal was found by Cheapflights users on 8/20. 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 9/129:55 am -
1 stop3h 55m
Mon 9/145:00 am -
Nonstop2h 25m
Deal found 8/20![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 8/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:40 am -
1 stop6h 38m
Sat 10/311:08 am -
1 stop7h 48m
Deal found 8/21![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 8/18. 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 9/106:20 am -
1 stop5h 10m
Mon 9/143:00 pm -
1 stop5h 40m
Deal found 8/18![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 8/18. 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 9/255:30 pm -
Nonstop2h 30m
Mon 9/2811:30 am -
1 stop5h 35m
Deal found 8/18![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 8/17. 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 9/181:05 pm -
1 stop5h 20m
Sat 9/2610:25 am -
1 stop3h 50m
Deal found 8/17![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 8/18. 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 10/32:00 pm -
2 stops8h 39m
Tue 10/65:28 pm -
1 stop6h 29m
Deal found 8/18![Delta logo]()
$234
Best flights from Chicago to GalvestonDiscover carefully curated flight deals from Chicago to Galveston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Chicago to Galveston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Southwest deal was found by Cheapflights users on 8/20. 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 10/107:05 pm -
Nonstop2h 35m
Tue 10/136:35 pm -
Nonstop2h 25m
Deal found 8/20![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 8/18. 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 10/16:40 am -
1 stop6h 38m
Mon 10/55:20 pm -
1 stop6h 39m
Deal found 8/18![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 8/18. 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 9/261:45 pm -
Nonstop2h 30m
Mon 9/287:55 pm -
Nonstop2h 25m
Deal found 8/18![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 8/20. 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 10/61:55 pm -
2 stops9h 08m
Wed 10/73:09 pm -
1 stop5h 29m
Deal found 8/20![Delta logo]()
$234
This Southwest deal was found by Cheapflights users on 8/20. 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 9/249:20 am -
1 stop4h 55m
Mon 9/285:45 pm -
Nonstop2h 25m
Deal found 8/20![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:45 pm -
Nonstop2h 30m
Sat 9/267:00 am -
Nonstop2h 25m
Deal found 8/19![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 8/19. 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.
Sat 9/195:00 pm -
1 stop5h 39m
Sat 9/2611:08 am -
1 stop5h 29m
Deal found 8/19![Delta logo]()
$249
This Southwest deal was found by Cheapflights users on 8/16. 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.
Tue 10/205:25 pm -
Nonstop2h 35m
Fri 10/235:00 am -
Nonstop2h 25m
Deal found 8/16![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 8/20. 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 1/2911:30 am -
2 stops10h 13m
Tue 2/210:05 am -
2 stops8h 35m
Deal found 8/20![Delta logo]()
$274
This Southwest deal was found by Cheapflights users on 8/16. 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.
Sat 10/32:20 pm -
2 stops6h 35m
Mon 10/52:00 pm -
1 stop3h 50m
Deal found 8/16![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:05 pm -
1 stop5h 20m
Fri 9/256:00 pm -
1 stop5h 25m
Deal found 8/19![Southwest logo]()
$250
This Delta deal was found by Cheapflights users on 8/17. 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 11/1811:29 am -
2 stops11h 44m
Fri 11/205:30 pm -
1 stop6h 29m
Deal found 8/17![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:40 pm -
1 stop6h 59m
Sat 9/126:00 am -
2 stops10h 59m
Deal found 8/16![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 8/20. 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 10/157:10 am -
Nonstop2h 35m
Sun 10/2510:30 pm -
Nonstop2h 25m
Deal found 8/20![Southwest logo]()
$278
This Delta deal was found by Cheapflights users on 8/20. 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 9/267:05 am -
2 stops9h 25m
Tue 9/295:26 pm -
1 stop6h 33m
Deal found 8/20![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/17. 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 10/19:55 am -
1 stop5h 10m
Thu 10/88:30 pm -
1 stop4h 35m
Deal found 8/17![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 8/17. 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 1/233:00 pm -
1 stop6h 43m
Sun 1/316:00 am -
1 stop7h 20m
Deal found 8/17![Delta logo]()
$344
This Southwest deal was found by Cheapflights users on 8/17. 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 9/88:25 pm -
Nonstop2h 30m
Sat 9/126:40 am -
2 stops6h 40m
Deal found 8/17![Southwest logo]()
$306
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:40 pm -
1 stop6h 59m
Wed 10/711:12 am -
1 stop7h 59m
Deal found 8/16![Delta logo]()
$344
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:40 am -
2 stops6h 05m
Mon 9/211:45 pm -
2 stops5h 35m
Deal found 8/19![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 8/18. 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 9/15:30 am -
1 stop6h 46m
Wed 9/95:26 pm -
1 stop6h 33m
Deal found 8/18![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 8/20. 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.
Mon 10/51:55 pm -
2 stops8h 44m
Tue 10/66:09 am -
2 stops10h 23m
Deal found 8/20![Delta logo]()
$413
Last-minute flights from Chicago to GalvestonDiscover last-minute flight deals from Chicago to Galveston. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Galveston. Data last updated August 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/17. 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 9/910:44 am -
1 stop5h 46m
Tue 9/1511:00 am -
1 stop5h 37m
Deal found 8/17![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 8/18. 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 9/106:20 am -
1 stop5h 10m
Mon 9/143:00 pm -
1 stop5h 40m
Deal found 8/18![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 8/17. 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 9/117:25 am -
Nonstop2h 30m
Sat 9/127:40 pm -
Nonstop2h 20m
Deal found 8/17![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 8/17. 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 -
2 stops6h 50m
Tue 9/154:45 pm -
Nonstop2h 25m
Deal found 8/17![Southwest logo]()
$224
This Southwest deal was found by Cheapflights users on 8/20. 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 9/129:55 am -
1 stop3h 55m
Mon 9/145:00 am -
Nonstop2h 25m
Deal found 8/20![Southwest logo]()
$225
This Southwest deal was found by Cheapflights users on 8/18. 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 -
2 stops6h 50m
Sat 9/199:45 am -
1 stop6h 20m
Deal found 8/18![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 8/18. 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 9/1511:17 am -
2 stops11h 22m
Tue 9/222:25 pm -
1 stop6h 31m
Deal found 8/18![Delta logo]()
$234
This Southwest deal was found by Cheapflights users on 8/18. 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 9/177:25 am -
Nonstop2h 30m
Tue 9/226:50 am -
Nonstop2h 25m
Deal found 8/18![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 8/17. 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 9/175:25 am -
Nonstop2h 25m
Sat 9/199:45 am -
1 stop6h 20m
Deal found 8/17![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 8/17. 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 9/181:05 pm -
1 stop5h 20m
Sat 9/2610:25 am -
1 stop3h 50m
Deal found 8/17![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 8/18. 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 9/185:25 am -
Nonstop2h 25m
Fri 9/257:55 pm -
Nonstop2h 25m
Deal found 8/18![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 8/18. 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 9/255:30 pm -
Nonstop2h 30m
Mon 9/2811:30 am -
1 stop5h 35m
Deal found 8/18![Southwest logo]()
$232
One-way flights from Chicago to GalvestonSearch for one-way flight options from Chicago to Galveston. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Chicago to Galveston. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Southwest deal was found by Cheapflights users on 8/17. 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 9/308:25 pm -
Nonstop2h 30m
Deal found 8/17![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 8/17. 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 10/710:10 am -
1 stop4h 00m
Deal found 8/17![Southwest logo]()
$110
This Delta deal was found by Cheapflights users on 8/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:40 am -
1 stop6h 38m
Deal found 8/21![Delta logo]()
$115
This Delta deal was found by Cheapflights users on 8/18. 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 9/166:05 am -
1 stop7h 13m
Deal found 8/18![Delta logo]()
$115
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:25 am -
Nonstop2h 25m
Deal found 8/19![Southwest logo]()
$118
This Delta deal was found by Cheapflights users on 8/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:40 pm -
2 stops10h 33m
Deal found 8/21![Delta logo]()
$120
This Southwest deal was found by Cheapflights users on 8/18. 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 9/111:05 pm -
1 stop5h 20m
Deal found 8/18![Southwest logo]()
$123
This Delta deal was found by Cheapflights users on 8/18. 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 9/1010:44 am -
1 stop5h 46m
Deal found 8/18![Delta logo]()
$125
This Delta deal was found by Cheapflights users on 8/19. 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 9/155:11 pm -
1 stop5h 28m
Deal found 8/19![Delta logo]()
$125
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:09 pm -
1 stop5h 33m
Deal found 8/16![American Airlines logo]()
$128
This Delta deal was found by Cheapflights users on 8/17. 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 11/135:09 pm -
1 stop6h 04m
Deal found 8/17![Delta logo]()
$128
This Delta deal was found by Cheapflights users on 8/20. 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 10/161:55 pm -
2 stops9h 08m
Deal found 8/20![Delta logo]()
$133
Find flight deals from Chicago to Galveston
Keep the following information in mind while searching for Chicago to Galveston flight deals. Data was last updated August 21, 2026.
Round-trip from | $209 (Southwest) |
|---|---|
One-way from | $105 (Southwest) |
Popular in | June |
Cheapest in | January |
Average price | $242 |
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 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from Chicago to Galveston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Sat 10/10
7:05 pm-9:40 pm
Nonstop2h 35m
Houston Hobby
Tue 10/13
6:35 pm-9:00 pm
Nonstop2h 25m
$209
Quickest round-trip
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Sat 9/26
1:45 pm-4:15 pm
Nonstop2h 30m
Houston Hobby
Mon 9/28
7:55 pm-10:20 pm
Nonstop2h 25m
$209
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Thu 9/24
9:20 am-2:15 pm
1 stop4h 55m
Houston Hobby
Mon 9/28
5:45 pm-8:10 pm
Nonstop2h 25m
$219
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Sat 9/19
1:45 pm-4:15 pm
Nonstop2h 30m
Houston Hobby
Sat 9/26
7:00 am-9:25 am
Nonstop2h 25m
$222
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Tue 10/20
5:25 pm-8:00 pm
Nonstop2h 35m
Houston Hobby
Fri 10/23
5:00 am-7:25 am
Nonstop2h 25m
$222
ChicagoHouston
ORD Chicago O'Hare Intl - HOU Houston Hobby
ORDHOU
Chicago O'Hare Intl
Thu 10/1
6:40 am-1:18 pm
1 stop6h 38m
Houston Hobby
Mon 10/5
5:20 pm-11:59 pm
1 stop6h 39m
$229
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Sat 10/3
2:20 pm-8:55 pm
2 stops6h 35m
Houston Hobby
Mon 10/5
2:00 pm-5:50 pm
1 stop3h 50m
$230
ChicagoHouston
ORD Chicago O'Hare Intl - HOU Houston Hobby
ORDHOU
Chicago O'Hare Intl
Tue 10/6
1:55 pm-11:03 pm
2 stops9h 08m
Houston Hobby
Wed 10/7
3:09 pm-8:38 pm
1 stop5h 29m
$234
ChicagoHouston
ORD Chicago O'Hare Intl - HOU Houston Hobby
ORDHOU
Chicago O'Hare Intl
Sat 9/19
5:00 pm-10:39 pm
1 stop5h 39m
Houston Hobby
Sat 9/26
11:08 am-4:37 pm
1 stop5h 29m
$249
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Fri 9/18
1:05 pm-6:25 pm
1 stop5h 20m
Houston Hobby
Fri 9/25
6:00 pm-11:25 pm
1 stop5h 25m
$250
Showing 1-10 of 43 resultsSorted by cheapest first
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.
MDW-HOU
ORD-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 to Galveston
CHI-G4L
MDW-HOU
ORD-HOU
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 August 21, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Galveston at noon. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight in the evening.
How much does it cost to fly round-trip from Chicago to Galveston?
Airfare is typical for this route at the moment.
Chicago to Galveston flights typically cost between $166 and $301 in September.The cheapest round-trip price found within the last 5 days was $209 on Southwest (Sep 17-Sep 22).
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 August 15, 2026.
Travelers seeking maximum savings on their Chicago to Galveston flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday 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 August 21, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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.
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
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.
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Alternative routes for Chicago to Galveston
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Complete your trip
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Search flights from Chicago to Galveston by cabin class
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Chicago and Galveston flights
Browse other Chicago and Galveston flight options. Last updated on August 21, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 21, 2026.
Popular flight searches
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Chicago to Galveston flights
Consider these flights traveling from Chicago to Galveston.
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 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$59 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$412 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$165 | Average$317 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$203 | Average$298 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$207 | Average$307 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$324 | FlexibilityNo cancel fee | On-time63% |