Chicago to Skagway Flight tickets from ₹ 94,657

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Book flight tickets from Chicago to Skagway starting at ₹ 94,657

Whether you’re going for a one-way or round-trip to Skagway, we’ve got you covered! Check out these different flight options from Chicago below.

Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Chicago to Skagway

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Skagway from Chicago have changed and are set to move below.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Alternative Routes from Chicago to Skagway

Did you know that you can save money and time on an alternative route from Chicago to Skagway? Check out some of the different available routes below.

Cheapest
ORD
06:00
30h 20m
4 transfer
SGY
09:20
O'Hare International Airport - Skagway Airport
Tue, Nov 26Alaska Airlines
₹ 94,657
ORD
06:00
30h 20m
4 transfer
SGY
09:20
O'Hare International Airport - Skagway Airport
Tue, Nov 26Alaska Airlines
₹ 94,657
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FAQ

When are flight tickets from Chicago (CHI) to Skagway (SGY) the cheapest?
Airlines adjust prices for flights from Chicago to Skagway based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Skagway (SGY) cost?
According to Trip.com's data, the lowest price is around ₹ 107,186.
What is the transportation method from the main airport to downtown in Skagway?
- The distance from Skagway Airport to downtown is about 1 km. It takes about 20 minutes by taxi.

How to find a cheap flight from Chicago to Skagway

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com