Cheap flights from Galveston, TX to Chicago (CHI)
HOU — CHI
Nov 23 — Nov 301
Round-trip
1 adult, Economy
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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 Galveston to Chicago are usually found in January or April, booked 79 days in advance, depart on a Saturday or Wednesday and return on a Wednesday
Find flight deals from Galveston to Chicago
Keep the following information in mind while searching for Galveston to Chicago flight deals. Data was last updated October 24, 2026.
Popular in | October |
|---|---|
Cheapest in | January |
Average price | $315 |
Cheapflights Insights
Everything you need to know about your flight from Galveston to Chicago
What is the cheapest time of day to fly from G4L to CHI?
Find hourly flight availability from Galveston to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 24, 2026.
One of the essential ways to save on airfare from Galveston to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 47% on airfare.
What is the cheapest day to fly from Galveston to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Galveston to Chicago. Price data was last updated on October 17, 2026.
Travelers seeking maximum savings on their Galveston to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated October 24, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Galveston to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Entertainment
7.4
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Entertainment
7.4
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Entertainment
7.4
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Entertainment
7.4
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Entertainment
7.4
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Overall
7.9
Crew
8.6
Entertainment
7.4
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Galveston to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
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Hammond
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Galveston and Chicago flights
Browse other Galveston and Chicago flight options. Last updated on October 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Galveston to Chicago
Discover the top 6 airlines that operate flights from Galveston to Chicago. 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 October 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$193 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$160 | Average$406 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$309 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$209 | Average$424 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$228 | Average$328 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$309 | FlexibilityNo cancel fee | On-time62% |