$339 Cheap Flights from Gustavus (GST) to Chicago (ORD)

View $339 flight on Thu, Aug 21, 2025Opens in a new window

Popular airlines from Gustavus, AK (GST) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Gustavus to Chicago (GST-ORD)

Prices were available within the past 7 days and start at $339 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flights from Gustavus (GST) to Chicago (ORD)
Origin airport
Gustavus
Destination airport
O'Hare Intl.
Distance
2333 mi

Gustavus to Chicago Flights

The cheapest times to fly from Gustavus to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Gustavus to Chicago are during the month of . You can find some of the cheapest flights from Gustavus to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Gustavus to Chicago

Sunday is one of the best days to book for cheap flights from Gustavus to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Gustavus to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Gustavus to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $339 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Gustavus to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Gustavus to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much is a flight from Gustavus Airport (GST) to O'Hare Airport?
Round-trip journeys between GST and O'Hare Airport start from . This price is based on fares quoted within the last 7 days on Expedia for flights departing within the next year --- book ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from GST to O'Hare Intl. Airport (ORD)?
We get that your situation can change unexpectedly, so we've made it as hassle-free as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from Gustavus Airport (GST) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for GST to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Gustavus Airport (GST) to ORD?
The flying distance from Gustavus Airport to ORD is 2362 mi. Listen to your favorite tunes or get stuck into a book and the journey will fly by.
Which airlines fly direct from GST to O'Hare Airport?
Unfortunately, there are no airlines that fly direct between Gustavus Airport and ORD. You'll need to book a flight with at least one stop.
Are GST to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Last-minute bookings from Gustavus Airport (GST) to ORD can be hit-or-miss. You may be able to find a bargain, but you could also completely miss out! If you'd prefer to start planning your trip early, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines release their prices that far in advance. Our advice? Check back often as updates are made regularly.

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