$73+ 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HOU
Mar 28 — Apr 41
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 September or January, booked 86 days in advance, depart on a Wednesday or Saturday and return on a Wednesday
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 February 26, 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 February 26, 2026.
This Southwest deal was found by Cheapflights users on 2/23. 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 4/148:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Tue 4/288:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/23![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 2/25. 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 4/78:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Tue 4/148:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/25![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 2/24. 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 4/179:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Tue 4/218:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:50 am
MDW
- HOU
Nonstop2h 40m
Southwest
Sat 4/183:25 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/22![Southwest logo]()
$166
This Southwest deal was found by Cheapflights users on 2/24. 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 4/712:15 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Wed 4/158:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$167
This Southwest deal was found by Cheapflights users on 2/24. 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 4/712:15 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Thu 4/165:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$168
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/88:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Wed 4/157:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/22![Southwest logo]()
$169
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sat 5/25:00 am
MDW
- HOU
Nonstop2h 40m
Southwest
Sun 5/105:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/23![Southwest logo]()
$171
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:00 am
MDW
- HOU
Nonstop2h 40m
Southwest
Sun 5/35:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/22![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 2/23. 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.
Fri 4/109:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Tue 4/148:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/23![Southwest logo]()
$179
This Delta deal was found by Cheapflights users on 2/23. 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 4/185:59 pm
ORD
- HOU
1 stop5h 09m
Delta
Tue 4/215:23 pm
HOU
- ORD
1 stop4h 58m
Delta
Deal found 2/23![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/24. 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 4/175:53 pm
ORD
- HOU
1 stop5h 15m
Delta
Tue 4/215:23 pm
HOU
- ORD
1 stop4h 58m
Delta
Deal found 2/24![Delta logo]()
$198
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 February 26, 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 February 26, 2026.
This Delta deal was found by Cheapflights users on 2/22. 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 4/219:50 am
ORD
- HOU
1 stop6h 38m
Delta
Sat 4/2510:48 am
HOU
- ORD
1 stop5h 54m
Delta
Deal found 2/22![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 2/24. 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 4/159:40 am
MDW
- HOU
1 stop4h 20m
Southwest
Sun 4/195:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$220
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/239:35 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Thu 3/265:05 am
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 2/22![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 2/22. 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 3/249:50 am
ORD
- HOU
1 stop6h 46m
Delta
Sat 3/286:00 am
HOU
- ORD
1 stop7h 48m
Delta
Deal found 2/22![Delta logo]()
$280
This Southwest deal was found by Cheapflights users on 2/21. 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.
Fri 4/109:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Sun 4/128:15 pm
HOU
- MDW
1 stop4h 05m
Southwest
Deal found 2/21![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 2/23. 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.
Fri 4/32:40 pm
ORD
- HOU
2 stops7h 05m
Southwest
Sat 4/116:50 am
HOU
- ORD
1 stop8h 40m
Southwest
Deal found 2/23![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 2/24. 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 4/156:15 am
ORD
- HOU
2 stops12h 00m
Southwest
Sun 4/198:35 pm
HOU
- ORD
1 stop13h 10m
Southwest
Deal found 2/24![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 2/21. 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.
Thu 3/192:40 pm
ORD
- HOU
1 stop7h 05m
Southwest
Mon 3/236:10 am
HOU
- ORD
1 stop8h 55m
Southwest
Deal found 2/21![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 2/25. 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 3/219:40 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Sat 3/285:15 am
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 2/25![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sun 5/244:15 pm
MDW
- HOU
1 stop6h 20m
Southwest
Mon 5/257:30 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/23![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 2/22. 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.
Thu 3/129:50 am
ORD
- HOU
1 stop6h 46m
Delta
Tue 3/172:13 pm
HOU
- ORD
1 stop6h 57m
Delta
Deal found 2/22![Delta logo]()
$565
This Southwest deal was found by Cheapflights users on 2/23. 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.
Fri 4/107:50 am
MDW
- HOU
2 stops5h 55m
Southwest
Tue 4/142:40 pm
HOU
- MDW
2 stops5h 40m
Southwest
Deal found 2/23![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sat 3/219:40 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Tue 3/2411:00 am
HOU
- MDW
1 stop5h 55m
Southwest
Deal found 2/23![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 2/23. 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.
Thu 4/27:00 am
ORD
- HOU
1 stop10h 05m
Southwest
Mon 4/68:55 pm
HOU
- ORD
1 stop12h 50m
Southwest
Deal found 2/23![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sat 4/186:15 am
ORD
- HOU
2 stops10h 55m
Southwest
Sun 4/195:40 am
HOU
- ORD
2 stops9h 20m
Southwest
Deal found 2/23![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 2/21. 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.
Mon 3/25:55 am
MDW
- HOU
Nonstop2h 55m
Southwest
Wed 3/49:00 am
HOU
- MDW
2 stops5h 55m
Southwest
Deal found 2/21![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 2/21. 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.
Mon 3/23:45 pm
ORD
- HOU
1 stop6h 35m
Southwest
Wed 3/47:25 am
HOU
- ORD
1 stop4h 50m
Southwest
Deal found 2/21![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/252:40 pm
ORD
- HOU
1 stop5h 25m
Southwest
Sun 3/298:50 pm
HOU
- ORD
1 stop12h 55m
Southwest
Deal found 2/22![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/225:00 am
MDW
- HOU
1 stop4h 25m
Southwest
Wed 3/2511:30 am
HOU
- MDW
2 stops5h 30m
Southwest
Deal found 2/22![Southwest logo]()
$446
This Southwest deal was found by Cheapflights users on 2/25. 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 3/213:45 pm
ORD
- HOU
2 stops7h 20m
Southwest
Sat 3/286:00 am
HOU
- ORD
2 stops9h 00m
Southwest
Deal found 2/25![Southwest logo]()
$522
Last-minute flights from Chicago to GalvestonDiscover last-minute flight deals from Chicago to Galveston. Data last updated February 26, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Galveston. Data last updated February 26, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/23. 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 3/176:25 am
MDW
- HOU
Nonstop2h 50m
Southwest
Fri 3/203:10 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 2/23![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 2/23. 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 3/176:25 am
MDW
- HOU
Nonstop2h 50m
Southwest
Sat 3/219:15 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/23![Southwest logo]()
$211
This Southwest deal was found by Cheapflights users on 2/24. 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 3/242:10 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Tue 3/316:00 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/24![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 2/24. 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 3/249:50 am
ORD
- HOU
1 stop6h 46m
Delta
Tue 3/315:27 pm
HOU
- ORD
1 stop6h 27m
Delta
Deal found 2/24![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 2/24. 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 3/2410:45 am
MDW
- HOU
1 stop5h 51m
Delta
Tue 3/315:27 pm
HOU
- MDW
1 stop5h 04m
Delta
Deal found 2/24![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 2/23. 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.
Wed 3/255:35 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Wed 4/16:15 am
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 2/23![Southwest logo]()
$200
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:25 pm
MDW
- HOU
1 stop4h 15m
Southwest
Fri 3/278:25 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 2/22![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/289:40 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Tue 3/316:15 am
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 2/22![Southwest logo]()
$205
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sun 3/299:55 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Tue 3/316:15 am
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 2/23![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 2/23. 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.
Tue 3/319:40 am
ORD
- HOU
1 stop6h 52m
Delta
Tue 4/75:27 pm
HOU
- ORD
1 stop6h 27m
Delta
Deal found 2/23![Delta logo]()
$201
This Delta deal was found by Cheapflights users on 2/23. 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.
Tue 3/3110:45 am
MDW
- HOU
1 stop5h 47m
Delta
Tue 4/75:27 pm
HOU
- MDW
1 stop5h 04m
Delta
Deal found 2/23![Delta logo]()
$201
This Southwest deal was found by Cheapflights users on 2/25. 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 3/315:35 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Thu 4/25:05 am
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 2/25![Southwest logo]()
$228
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 February 26, 2026.
Search for one-way flight options from Chicago to Galveston. Find affordable one-way fares based on user searches. Data last updated February 26, 2026.
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sat 4/186:05 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Deal found 2/23![Southwest logo]()
$73
This Southwest deal was found by Cheapflights users on 2/24. 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 4/712:15 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 2/24![Southwest logo]()
$78
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:25 am
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 2/22![Southwest logo]()
$79
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/43:00 pm
MDW
- HOU
Nonstop2h 50m
Southwest
Deal found 2/22![Southwest logo]()
$80
This Southwest deal was found by Cheapflights users on 2/24. 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 4/309:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 2/24![Southwest logo]()
$90
This Southwest deal was found by Cheapflights users on 2/24. 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 4/239:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 2/24![Southwest logo]()
$91
This Southwest deal was found by Cheapflights users on 2/24. 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 4/158:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 2/24![Southwest logo]()
$96
This Delta deal was found by Cheapflights users on 2/23. 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 4/189:48 am
ORD
- HOU
1 stop6h 40m
Delta
Deal found 2/23![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 2/24. 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 5/136:23 am
MDW
- HOU
1 stop5h 48m
Delta
Deal found 2/24![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 2/24. 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 5/15:21 pm
MDW
- HOU
1 stop5h 46m
Delta
Deal found 2/24![Delta logo]()
$100
This Delta deal was found by Cheapflights users on 2/23. 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.
Tue 3/3111:10 am
ORD
- HOU
1 stop5h 22m
Delta
Deal found 2/23![Delta logo]()
$101
This Delta deal was found by Cheapflights users on 2/23. 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.
Tue 3/3110:45 am
MDW
- HOU
1 stop5h 47m
Delta
Deal found 2/23![Delta logo]()
$101
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 February 26, 2026.
Round-trip from | $144 (Southwest) |
|---|---|
One-way from | $73 (Southwest) |
Popular in | March |
Cheapest in | September |
Average price | $210 |
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 February 26, 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
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Tue 4/21
9:50 am-4:28 pm
1 stop6h 38m
Houston Hobby
Sat 4/25
10:48 am-4:42 pm
1 stop5h 54m
$197
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 4/15
9:40 am-2:00 pm
1 stop4h 20m
Houston Hobby
Sun 4/19
5:00 am-7:25 am
Nonstop2h 25m
$220
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Mon 3/23
9:35 pm-12:20 am
Nonstop2h 45m
Houston Hobby
Thu 3/26
5:05 am-7:25 am
Nonstop2h 20m
$237
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Fri 4/10
9:40 pm-12:20 am
Nonstop2h 40m
Houston Hobby
Sun 4/12
8:15 pm-12:20 am
1 stop4h 05m
$262
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Fri 4/3
2:40 pm-9:45 pm
2 stops7h 05m
Houston Hobby
Sat 4/11
6:50 am-3:30 pm
1 stop8h 40m
$276
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Tue 3/24
9:50 am-4:36 pm
1 stop6h 46m
Houston Hobby
Sat 3/28
6:00 am-1:48 pm
1 stop7h 48m
$280
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Wed 4/15
6:15 am-6:15 pm
2 stops12h 00m
Houston Hobby
Sun 4/19
8:35 pm-9:45 am
1 stop13h 10m
$292
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Thu 3/19
2:40 pm-9:45 pm
1 stop7h 05m
Houston Hobby
Mon 3/23
6:10 am-3:05 pm
1 stop8h 55m
$301
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sat 3/21
9:40 pm-12:25 am
Nonstop2h 45m
Houston Hobby
Sat 3/28
5:15 am-7:35 am
Nonstop2h 20m
$324
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sun 5/24
4:15 pm-10:35 pm
1 stop6h 20m
Houston Hobby
Mon 5/25
7:30 pm-9:55 pm
Nonstop2h 25m
$327
Showing 1-10 of 42 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
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 February 20, 2026.
Booking 86 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, August is the cheapest month in which you can book a flight from Chicago to Galveston (average of $56). Flying from Chicago to Galveston in June is currently the most expensive (average of $130). 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 February 26, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Galveston in the evening. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the morning.
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 February 21, 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.
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 February 26, 2026.
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.
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
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
Find flights from Chicago to Galveston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Galveston flights
Browse other Chicago and Galveston flight options. Last updated on February 26, 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 February 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 2,558,603 searches. Data last updated February 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$178 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$67 | Average$157 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$134 | Average$324 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$163 | Average$261 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$188 | Average$326 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$287 | FlexibilityNo cancel fee | On-timeN/A |