Cheap flights from St. Augustine (UST) to Chicago (CHI)
Find cheap flights from St. Augustine to Chicago 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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Best time to book a flight from St. Augustine to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from St. Augustine with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from St. Augustine to Chicago
What is the cheapest month to book a flight from St. Augustine to Chicago?
Currently, August is the cheapest month in which you can book a flight from St. Augustine to Chicago (average of $245). Flying from St. Augustine to Chicago in March is currently the most expensive (average of $321). 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 UST to CHI?
Find hourly flight availability from St. Augustine 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 August 14, 2025.
Unlike at noon, when flights are generally more expensive, you can save up to 42% on flights from St. Augustine to Chicago by exploring options for tickets in the evening.
What is the cheapest day to fly from St. Augustine to Chicago?
Use this chart to determine the cheapest time to fly round-trip from St. Augustine to Chicago. Price data was last updated on March 30, 2025.
Travelers seeking maximum savings on their St. Augustine to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.