Question 1

What is the cheapest day to fly from Chicago to St. Augustine?

Accepted Answer

Travelers seeking maximum savings on their Chicago to St. Augustine flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 2

E

Accepted Answer

In terms of precipitation, rainfall in St. Augustine ranges from 2.0 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. November is typically the driest time to visit St. Augustine when rainfall is around 2.0 in.

Question 3

E

Accepted Answer

If weather is an important factor for your trip to St. Augustine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).

Question 4

What is the cheapest day to fly round-trip from Chicago to St. Augustine?

Accepted Answer

Users have found that leaving on a Thursday can be a cost-effective option. It’s possible to save up to 46% on your flight compared to booking on days when demand is much higher.

Question 5

What is the cheapest month to fly from Chicago to St. Augustine?

Accepted Answer

Due to multiple factors, expect to potentially pay more when booking in February. For low rates, December can be a great choice for travel to St. Augustine. Flights to St. Augustine from Chicago in December are about $420 on average during December, but can be found for as low as $312.

Question 6

What is the cheapest time of day to fly from CHI to UST?

Accepted Answer

One of the essential ways to save on airfare from Chicago to St. Augustine is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 37% on airfare.

Question 7

What airport do you fly into for flights to St. Augustine from Chicago?

Accepted Answer

Located just 4.7 mi from the city center, St. Augustine Northeast Florida Regional is the airport most travelers will use when flying to St. Augustine from Chicago. Booking flights from Chicago to Northeast Florida Regional (UST) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

Question 8

Can I find deals for flights from Chicago to St. Augustine that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Chicago to St. Augustine flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 9

How can I find direct flights from Chicago to St. Augustine?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to St. Augustine.

Question 10

Can I find deals for business class flights from Chicago to St. Augustine?

Accepted Answer

Yes. Cheapflights offers flight deals from Chicago to St. Augustine by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Popular in	February
Cheapest in	December
Average price	$415

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Everything you need to know about your flight from Chicago to St. Augustine

What is the cheapest time of day to fly from CHI to UST?

Find hourly flight availability from Chicago to St. Augustine. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2025.

What is the cheapest day to fly from Chicago to St. Augustine?

Use this chart to determine the cheapest time to fly round-trip from Chicago to St. Augustine. Price data was last updated on March 30, 2025.

Related info for your journey

Find useful and relevant information for your journey from Chicago to St. Augustine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to St. Augustine from Chicago?

Can I find deals for flights from Chicago to St. Augustine that include hotel bookings?

How can I find direct flights from Chicago to St. Augustine?

Can I find deals for business class flights from Chicago to St. Augustine?

Traveling to a place near St. Augustine?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to St. Augustine

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Complete your trip

Complete your trip to St. Augustine by adding a car rental and/or hotel reservation to your travel itinerary.

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Chicago and St. Augustine flights

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Cheap flights from Chicago (CHI) to St. Augustine (UST)

Find cheap flights from Chicago to St. Augustine with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Chicago to St. Augustine

Popular in

Cheapest in

Average price

Best time to book a flight from Chicago to St. Augustine

Have a flexible travel schedule? Discover the best time to fly to St. Augustine from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to St. Augustine

What is the cheapest time of day to fly from CHI to UST?

Find hourly flight availability from Chicago to St. Augustine. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2025.

What is the cheapest day to fly from Chicago to St. Augustine?

Use this chart to determine the cheapest time to fly round-trip from Chicago to St. Augustine. Price data was last updated on March 30, 2025.

Related info for your journey

Find useful and relevant information for your journey from Chicago to St. Augustine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to St. Augustine from Chicago?

Can I find deals for flights from Chicago to St. Augustine that include hotel bookings?

How can I find direct flights from Chicago to St. Augustine?

Can I find deals for business class flights from Chicago to St. Augustine?

Traveling to a place near St. Augustine?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to St. Augustine

See prices for flight routes from nearby airports that may be better suited for you.

100% Free

Book with Flexibility

Travel Smart