
Round-trip from | $145 (Southwest) |
|---|---|
One-way from | $66 (Southwest) |
Popular in | March |
Cheapest in | January |
Average price | $249 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 1/21
8:55 am-11:50 am
Nonstop2h 55m
Houston Hobby
Sat 1/24
11:25 am-1:50 pm
Nonstop2h 25m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Sat 2/21
3:21 pm-10:28 pm
1 stop7h 07m
Houston Hobby
Wed 3/4
1:06 pm-7:19 pm
1 stop6h 13m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Sat 1/17
2:50 pm-10:33 pm
1 stop7h 43m
Houston Hobby
Sat 1/24
11:09 am-4:59 pm
1 stop5h 50m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Fri 2/6
8:30 pm-11:15 pm
Nonstop2h 45m
Houston Hobby
Fri 2/13
8:45 pm-11:10 pm
Nonstop2h 25m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sat 2/21
4:13 pm-10:28 pm
1 stop6h 15m
Houston Hobby
Wed 3/4
10:50 am-5:45 pm
1 stop6h 55m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sat 2/21
4:13 pm-10:28 pm
1 stop6h 15m
Houston Hobby
Sat 2/28
10:50 am-3:21 pm
1 stop4h 31m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Fri 1/23
1:20 pm-5:50 pm
1 stop4h 30m
Houston Hobby
Sun 2/1
5:00 am-7:25 am
Nonstop2h 25m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sun 1/25
1:35 pm-7:05 pm
1 stop5h 30m
Houston Hobby
Sun 2/1
5:00 am-7:25 am
Nonstop2h 25m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Sat 2/7
2:59 pm-10:33 pm
1 stop7h 34m
Houston Hobby
Mon 2/9
5:04 pm-11:56 pm
1 stop6h 52m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Sat 1/24
11:15 am-4:10 pm
1 stop4h 55m
Houston Hobby
Mon 1/26
5:04 pm-11:56 pm
1 stop6h 52m
Booking 73 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.
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.
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 34% on your trip compared to booking a flight in the morning.
Travelers seeking maximum savings on their Chicago to Galveston flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$174 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$74 | Average$172 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$130 | Average$344 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$159 | Average$262 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$178 | Average$343 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$216 | Average$287 | FlexibilityNo cancel fee | On-timeN/A |