$445 Cheap Flights from Chicago (ORD) to Gustavus (GST)

View $445 flight on Wed, Aug 12, 2026Opens in a new window

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

Cheap Flights from Chicago to Gustavus (ORD-GST)

Prices were available within the past 7 days and start at $445 for one-way flights and $864 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Wed, Jul 22 - Wed, Jul 29
ORD
Chicago
GST
Gustavus
$864 Roundtrip, found 5 days ago
$864
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Wed, Jul 29, priced at $864 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Wed, Jul 29
ORD
Chicago
GST
Gustavus
$900 Roundtrip, found 5 days ago
$900
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Wed, Jul 29, priced at $900 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Wed, Jul 29
ORD
Chicago
GST
Gustavus
$902 Roundtrip, found 5 days ago
$902
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Wed, Jul 29, priced at $902 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Sun, Jul 26
ORD
Chicago
GST
Gustavus
$930 Roundtrip, found 5 days ago
$930
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Sun, Jul 26, priced at $930 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Wed, Jul 29
ORD
Chicago
GST
Gustavus
$931 Roundtrip, found 5 days ago
$931
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Wed, Jul 29, priced at $931 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Sun, Jul 26
ORD
Chicago
GST
Gustavus
$942 Roundtrip, found 5 days ago
$942
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Sun, Jul 26, priced at $942 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Sun, Jul 26
ORD
Chicago
GST
Gustavus
$966 Roundtrip, found 5 days ago
$966
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Sun, Jul 26, priced at $966 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Sun, Jul 26
ORD
Chicago
GST
Gustavus
$968 Roundtrip, found 5 days ago
$968
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Sun, Jul 26, priced at $968 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Sun, Jul 26
ORD
Chicago
GST
Gustavus
$978 Roundtrip, found 5 days ago
$978
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Sun, Jul 26, priced at $978 found 5 days ago
Alaska Airlines
Wed, Jul 22 - Sun, Jul 26
ORD
Chicago
GST
Gustavus
$980 Roundtrip, found 5 days ago
$980
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Chicago to Gustavus, returning Sun, Jul 26, priced at $980 found 5 days ago

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST) cost?
Lock in a cheap one-way flight from $445 or cheap return flight from $864 from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST)?
July is the cheapest month to fly from ORD to GST. Traveling during an off-peak travel window is often the key to finding better fares.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST)?
To find the cheapest airline that'll fly you from ORD to GST, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST)?
You'll need to catch a flight with a layover when traveling from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from ORD to GST?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can change based on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST)?
To touch down at Gustavus Airport (GST) on schedule, pick a flight that leaves O'Hare Intl. Airport (ORD) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST) last-minute?
Booking your ticket from ORD to GST just before your trip is usually more expensive. But if you're flexible with your itinerary, you could bag a cheap last-minute fare.
Is it cheaper to book an ORD to GST flight and hotel package?
Compared with arranging flights and hotels separately, booking an ORD to GST flight and hotel package with Expedia could lead to significant savings. What's more, having it all in one place will take the stress out of planning your trip. Simply pick your flights and choose from our wide range of stays, then tailor your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Gustavus Airport (GST)?
If you booked your ORD to GST flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Gustavus
Roundtrip price
$863
Distance
2333 mi

Book with confidence

Chicago to Gustavus Flights

The cheapest times to fly from Chicago to Gustavus

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 Chicago to Gustavus are during the month of July. You can find some of the cheapest flights from Chicago to Gustavus with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Gustavus

Sunday is one of the best days to book for cheap flights from Chicago to Gustavus: 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 Chicago to Gustavus

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 Chicago to Gustavus in 2025. You can also book with separate airlines for your outbound and return journeys, from $445 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 Chicago to Gustavus 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 Chicago to Gustavus 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.

 

Chicago to Gustavus Flights

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*Available to One Key members.