$84+ 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HOU
Mai 19 — Mai 261
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 September or January, booked 88 days in advance, depart on a Monday or Wednesday 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 April 19, 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 April 19, 2026.
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 5/67:10 am
ORD
- HOU
1 stop5h 30m
Delta
Fr 5/85:02 pm
HOU
- ORD
1 stop6h 57m
Delta
Deal found 4/15![Delta logo]()
$167
This Delta deal was found by Cheapflights users on 4/16. 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.
Sa 5/95:29 pm
MDW
- HOU
1 stop4h 57m
Delta
So 5/106:00 am
HOU
- MDW
1 stop5h 56m
Delta
Deal found 4/16![Delta logo]()
$167
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 10/35:30 am
ORD
- HOU
1 stop6h 34m
Delta
Di 10/206:00 am
HOU
- ORD
1 stop6h 06m
Delta
Deal found 4/15![Delta logo]()
$169
This Southwest deal was found by Cheapflights users on 4/17. 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.
Di 5/127:25 am
MDW
- HOU
Nonstop2h 40m
Southwest
Mi 5/138:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/17![Southwest logo]()
$169
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 8/149:30 am
ORD
- HOU
1 stop6h 53m
Delta
Mo 8/171:00 pm
HOU
- ORD
1 stop8h 20m
Delta
Deal found 4/14![Delta logo]()
$187
This Southwest deal was found by Cheapflights users on 4/16. 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.
Di 5/1211:55 am
ORD
- HOU
1 stop5h 55m
Southwest
Mi 5/136:00 am
HOU
- ORD
1 stop5h 10m
Southwest
Deal found 4/16![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 4/15. 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.
Mi 5/137:40 am
MDW
- HOU
1 stop6h 05m
Southwest
Mi 5/202:50 pm
HOU
- MDW
1 stop4h 40m
Southwest
Deal found 4/15![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 4/17. 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.
Sa 5/92:05 pm
ORD
- HOU
1 stop7h 00m
Southwest
Di 5/127:00 am
HOU
- ORD
2 stops8h 00m
Southwest
Deal found 4/17![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 4/17. 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.
Di 5/128:00 am
MDW
- HOU
2 stops5h 55m
Southwest
Di 5/192:45 pm
HOU
- MDW
1 stop5h 15m
Southwest
Deal found 4/17![Southwest logo]()
$194
This Delta deal was found by Cheapflights users on 4/16. 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.
Di 5/127:07 am
ORD
- HOU
1 stop5h 04m
Delta
Mi 5/131:06 pm
HOU
- ORD
1 stop7h 20m
Delta
Deal found 4/16![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 4/16. 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.
Mi 5/135:10 pm
MDW
- HOU
1 stop5h 16m
Delta
Di 5/191:06 pm
HOU
- MDW
1 stop8h 03m
Delta
Deal found 4/16![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/17. 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.
Di 5/1210:30 am
ORD
- HOU
2 stops8h 20m
Southwest
Di 5/196:00 am
HOU
- ORD
2 stops6h 50m
Southwest
Deal found 4/17![Southwest logo]()
$199
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 April 19, 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 April 19, 2026.
This Southwest deal was found by Cheapflights users on 4/15. 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.
Sa 5/92:05 pm
ORD
- HOU
1 stop7h 00m
Southwest
Di 5/126:40 am
HOU
- ORD
1 stop8h 20m
Southwest
Deal found 4/15![Southwest logo]()
$204
This Delta deal was found by Cheapflights users on 4/18. 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.
Sa 5/168:10 am
ORD
- HOU
1 stop7h 59m
Delta
Mo 5/185:02 pm
HOU
- ORD
1 stop6h 57m
Delta
Deal found 4/18![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 4/14. 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.
Do 6/45:00 am
MDW
- HOU
Nonstop2h 35m
Southwest
Sa 6/610:50 am
HOU
- MDW
1 stop6h 00m
Southwest
Deal found 4/14![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 4/16. 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.
Di 5/125:30 am
MDW
- HOU
1 stop5h 20m
Southwest
Do 5/145:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/16![Southwest logo]()
$234
This Southwest deal was found by Cheapflights users on 4/17. 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.
Sa 5/306:05 pm
MDW
- HOU
Nonstop2h 45m
Southwest
Mo 6/15:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/17![Southwest logo]()
$239
This Delta deal was found by Cheapflights users on 4/17. 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.
Mo 6/17:07 am
ORD
- HOU
1 stop5h 04m
Delta
Mo 6/86:00 am
HOU
- ORD
1 stop6h 36m
Delta
Deal found 4/17![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 4/19. 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.
Do 5/282:59 pm
ORD
- HOU
1 stop7h 27m
Delta
So 5/3110:27 am
HOU
- ORD
1 stop8h 08m
Delta
Deal found 4/19![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 4/19. 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.
Di 5/195:15 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Di 5/267:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/19![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 4/16. 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.
Fr 5/89:25 am
MDW
- HOU
1 stop4h 55m
Southwest
Mo 5/116:30 pm
HOU
- MDW
1 stop5h 25m
Southwest
Deal found 4/16![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 4/19. 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.
Mi 4/2911:19 am
ORD
- HOU
1 stop5h 09m
Delta
Do 4/305:23 pm
HOU
- ORD
1 stop6h 36m
Delta
Deal found 4/19![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 4/14. 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.
Do 5/289:00 am
MDW
- HOU
1 stop5h 35m
Southwest
So 5/318:15 pm
HOU
- MDW
1 stop4h 05m
Southwest
Deal found 4/14![Southwest logo]()
$284
This KAYAK deal was found by Cheapflights users on 4/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 4/267:10 am
ORD
- HOU
1 stop5h 30m
Delta
Mi 4/295:23 pm
HOU
- ORD
1 stop6h 36m
Delta
Deal found 4/14![Delta logo]()
$373
This Southwest deal was found by Cheapflights users on 4/16. 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.
Fr 5/84:15 pm
ORD
- HOU
1 stop6h 55m
Southwest
Mo 5/117:00 am
HOU
- ORD
2 stops8h 00m
Southwest
Deal found 4/16![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 4/15. 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.
Do 7/95:00 am
MDW
- HOU
Nonstop2h 35m
Southwest
So 7/125:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/15![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 4/19. 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.
Do 5/219:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Mo 5/255:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/19![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 4/18. 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.
Mi 7/16:30 am
MDW
- HOU
1 stop4h 15m
Southwest
Fr 7/33:35 pm
HOU
- MDW
2 stops5h 45m
Southwest
Deal found 4/18![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 4/18. 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.
Do 5/79:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
So 5/105:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/18![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 4/14. 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.
Mo 5/44:15 pm
ORD
- HOU
1 stop5h 00m
Southwest
Do 5/712:05 pm
HOU
- ORD
1 stop11h 50m
Southwest
Deal found 4/14![Southwest logo]()
$358
This Southwest deal was found by Cheapflights users on 4/17. 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.
Sa 5/302:05 pm
ORD
- HOU
1 stop5h 30m
Southwest
Mo 6/18:10 am
HOU
- ORD
2 stops10h 40m
Southwest
Deal found 4/17![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 4/16. 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.
Sa 5/212:55 pm
ORD
- HOU
1 stop6h 30m
Southwest
Mo 5/45:20 am
HOU
- ORD
1 stop8h 35m
Southwest
Deal found 4/16![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 4/14. 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.
Di 4/2811:55 am
ORD
- HOU
1 stop4h 55m
Southwest
Fr 5/17:00 am
HOU
- ORD
2 stops8h 00m
Southwest
Deal found 4/14![Southwest logo]()
$383
Last-minute flights from Chicago to GalvestonDiscover last-minute flight deals from Chicago to Galveston. Data last updated April 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Galveston. Data last updated April 19, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 5/511:19 am
ORD
- HOU
1 stop5h 09m
Delta
Mi 5/131:06 pm
HOU
- ORD
1 stop5h 35m
Delta
Deal found 4/14![Delta logo]()
$187
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 5/65:15 am
ORD
- HOU
1 stop7h 25m
Delta
Mi 5/1310:27 am
HOU
- ORD
1 stop8h 14m
Delta
Deal found 4/15![Delta logo]()
$167
This Delta deal was found by Cheapflights users on 4/16. 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.
Sa 5/95:29 pm
MDW
- HOU
1 stop4h 57m
Delta
So 5/106:00 am
HOU
- MDW
1 stop5h 56m
Delta
Deal found 4/16![Delta logo]()
$167
This Southwest deal was found by Cheapflights users on 4/17. 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.
Sa 5/92:05 pm
ORD
- HOU
1 stop7h 00m
Southwest
Di 5/127:00 am
HOU
- ORD
2 stops8h 00m
Southwest
Deal found 4/17![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 4/17. 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.
Di 5/127:25 am
MDW
- HOU
Nonstop2h 40m
Southwest
Mi 5/138:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/17![Southwest logo]()
$169
This Southwest deal was found by Cheapflights users on 4/16. 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.
Di 5/1211:55 am
ORD
- HOU
1 stop5h 55m
Southwest
Mi 5/136:00 am
HOU
- ORD
1 stop5h 10m
Southwest
Deal found 4/16![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 4/16. 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.
Di 5/127:07 am
ORD
- HOU
1 stop5h 04m
Delta
Mi 5/131:06 pm
HOU
- ORD
1 stop7h 20m
Delta
Deal found 4/16![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/15. 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.
Mi 5/137:40 am
MDW
- HOU
1 stop6h 05m
Southwest
Mi 5/202:50 pm
HOU
- MDW
1 stop4h 40m
Southwest
Deal found 4/15![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 4/16. 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.
Mi 5/135:10 pm
MDW
- HOU
1 stop5h 16m
Delta
Di 5/191:06 pm
HOU
- MDW
1 stop8h 03m
Delta
Deal found 4/16![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 5/1610:45 am
MDW
- HOU
1 stop5h 24m
Delta
Di 5/191:06 pm
HOU
- MDW
1 stop8h 03m
Delta
Deal found 4/14![Delta logo]()
$202
This Southwest deal was found by Cheapflights users on 4/14. 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.
Sa 5/165:00 am
MDW
- HOU
Nonstop2h 40m
Southwest
Di 5/194:30 pm
HOU
- MDW
1 stop5h 15m
Southwest
Deal found 4/14![Southwest logo]()
$203
This Southwest deal was found by Cheapflights users on 4/16. 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.
Do 5/289:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Di 6/22:40 pm
HOU
- MDW
2 stops5h 40m
Southwest
Deal found 4/16![Southwest logo]()
$199
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 April 19, 2026.
Search for one-way flight options from Chicago to Galveston. Find affordable one-way fares based on user searches. Data last updated April 19, 2026.
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/79:45 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 4/15![Delta logo]()
$84
This Delta deal was found by Cheapflights users on 4/16. 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.
Di 5/126:23 am
MDW
- HOU
1 stop5h 48m
Delta
Deal found 4/16![Delta logo]()
$84
This Southwest deal was found by Cheapflights users on 4/15. 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.
Di 6/28:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/15![Southwest logo]()
$85
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 5/152:59 pm
ORD
- HOU
1 stop7h 27m
Delta
Deal found 4/14![Delta logo]()
$94
This Southwest deal was found by Cheapflights users on 4/18. 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.
Di 6/211:55 am
ORD
- HOU
1 stop5h 55m
Southwest
Deal found 4/18![Southwest logo]()
$95
This Southwest deal was found by Cheapflights users on 4/16. 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.
Di 6/166:30 am
MDW
- HOU
1 stop5h 45m
Southwest
Deal found 4/16![Southwest logo]()
$95
This Delta deal was found by Cheapflights users on 4/16. 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.
Di 5/196:23 am
MDW
- HOU
1 stop5h 48m
Delta
Deal found 4/16![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 4/17. 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.
Do 5/149:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/17![Southwest logo]()
$100
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 5/85:10 pm
MDW
- HOU
1 stop5h 16m
Delta
Deal found 4/14![Delta logo]()
$104
This Southwest deal was found by Cheapflights users on 4/16. 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.
Do 5/143:05 pm
ORD
- HOU
1 stop8h 25m
Southwest
Deal found 4/16![Southwest logo]()
$110
This Southwest deal was found by Cheapflights users on 4/16. 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.
Do 5/77:50 am
MDW
- HOU
1 stop5h 40m
Southwest
Deal found 4/16![Southwest logo]()
$110
This Southwest deal was found by Cheapflights users on 4/16. 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.
Do 5/73:45 pm
ORD
- HOU
2 stops7h 25m
Southwest
Deal found 4/16![Southwest logo]()
$115
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 April 19, 2026.
Round-trip from | $167 (Delta) |
|---|---|
One-way from | $84 (Delta) |
Popular in | March |
Cheapest in | September |
Average price | $267 |
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 19, 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
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Sa 5/9
2:05 pm-9:05 pm
1 stop7h 00m
Houston Hobby
Di 5/12
6:40 am-3:00 pm
1 stop8h 20m
$204
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Do 6/4
5:00 am-7:35 am
Nonstop2h 35m
Houston Hobby
Sa 6/6
10:50 am-4:50 pm
1 stop6h 00m
$209
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Di 5/12
5:30 am-10:50 am
1 stop5h 20m
Houston Hobby
Do 5/14
5:10 am-7:35 am
Nonstop2h 25m
$234
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sa 5/30
6:05 pm-8:50 pm
Nonstop2h 45m
Houston Hobby
Mo 6/1
5:10 am-7:35 am
Nonstop2h 25m
$239
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Di 5/19
5:15 pm-7:55 pm
Nonstop2h 40m
Houston Hobby
Di 5/26
7:10 am-9:35 am
Nonstop2h 25m
$268
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Fr 5/8
9:25 am-2:20 pm
1 stop4h 55m
Houston Hobby
Mo 5/11
6:30 pm-11:55 pm
1 stop5h 25m
$273
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Sa 5/16
8:10 am-4:09 pm
1 stop7h 59m
Houston Hobby
Mo 5/18
5:02 pm-11:59 pm
1 stop6h 57m
$277
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Do 5/28
9:00 am-2:35 pm
1 stop5h 35m
Houston Hobby
So 5/31
8:15 pm-12:20 am
1 stop4h 05m
$284
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Fr 5/8
4:15 pm-11:10 pm
1 stop6h 55m
Houston Hobby
Mo 5/11
7:00 am-3:00 pm
2 stops8h 00m
$294
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Mo 6/1
7:07 am-12:11 pm
1 stop5h 04m
Houston Hobby
Mo 6/8
6:00 am-12:36 pm
1 stop6h 36m
$299
Showing 1-10 of 41 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.
ORD-HOU
MDW-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
ORD-HOU
MDW-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 April 17, 2026.
Booking 88 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 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 19, 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 April 18, 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 April 19, 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.
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Galveston
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Complete your trip
Complete your trip to Galveston by adding a car rental and/or hotel reservation to your travel itinerary.
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 April 19, 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 April 19, 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 April 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$184 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$70 | Average$155 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$136 | Average$329 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$264 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$302 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$287 | FlexibilityNo cancel fee | On-timeN/A |