$256 Cheap Flights from Chicago (MDW) to Juneau (JNU)

View $256 flight on Sat, Oct 11, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Juneau, AK (JNU-Juneau Intl.)

Cheap Flights from Chicago to Juneau (MDW-JNU)

Prices were available within the past 7 days and start at $256 for one-way flights and $485 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Aug 12 - Wed, Aug 20
MDW
Chicago
JNU
Juneau
$485 Roundtrip, found 2 days ago
$485
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 12 from Chicago to Juneau, returning Wed, Aug 20, priced at $485 found 2 days ago
Delta
Wed, Oct 29 - Mon, Nov 3
MDW
Chicago
JNU
Juneau
$485 Roundtrip, found 3 days ago
$485
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 29 from Chicago to Juneau, returning Mon, Nov 3, priced at $485 found 3 days ago
Delta
Mon, Aug 11 - Wed, Aug 20
MDW
Chicago
JNU
Juneau
$490 Roundtrip, found 2 days ago
$490
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Aug 11 from Chicago to Juneau, returning Wed, Aug 20, priced at $490 found 2 days ago
Delta
Fri, Oct 31 - Wed, Nov 5
MDW
Chicago
JNU
Juneau
$500 Roundtrip, found 3 days ago
$500
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Oct 31 from Chicago to Juneau, returning Wed, Nov 5, priced at $500 found 3 days ago
Delta
Tue, Aug 12 - Fri, Aug 22
MDW
Chicago
JNU
Juneau
$501 Roundtrip, found 2 days ago
$501
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 12 from Chicago to Juneau, returning Fri, Aug 22, priced at $501 found 2 days ago
Delta
Mon, Aug 11 - Fri, Aug 22
MDW
Chicago
JNU
Juneau
$506 Roundtrip, found 2 days ago
$506
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Aug 11 from Chicago to Juneau, returning Fri, Aug 22, priced at $506 found 2 days ago
Delta
Wed, Oct 29 - Tue, Nov 4
MDW
Chicago
JNU
Juneau
$513 Roundtrip, found 3 days ago
$513
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 29 from Chicago to Juneau, returning Tue, Nov 4, priced at $513 found 3 days ago
Delta
Thu, Oct 30 - Tue, Nov 4
MDW
Chicago
JNU
Juneau
$519 Roundtrip, found 3 days ago
$519
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 30 from Chicago to Juneau, returning Tue, Nov 4, priced at $519 found 3 days ago
Delta
Fri, Oct 31 - Tue, Nov 4
MDW
Chicago
JNU
Juneau
$535 Roundtrip, found 3 days ago
$535
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Oct 31 from Chicago to Juneau, returning Tue, Nov 4, priced at $535 found 3 days ago
Delta
Wed, Oct 29 - Wed, Nov 5
MDW
Chicago
JNU
Juneau
$580 Roundtrip, found 3 days ago
$580
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 29 from Chicago to Juneau, returning Wed, Nov 5, priced at $580 found 3 days ago
Flights from Chicago (MDW) to Juneau (JNU)
Origin airport
Midway Intl.
Destination airport
Juneau Intl.
Airlines serving
Delta
Roundtrip price
$484
Distance
2307 mi

Chicago to Juneau Flights

The cheapest times to fly from Chicago to Juneau

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

 

The best time to book a flight from Chicago to Juneau

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

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 Juneau in 2025. You can also book with separate airlines for your outbound and return journeys, from $256 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 Juneau 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 Juneau 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 does a flight from Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU) cost?
Discover the latest flight deals from MDW to JNU by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from MDW to JNU?
The cheapest flights from MDW to JNU are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from MDW to JNU?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to JNU. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU)?
Nonstop flights from Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MDW to JNU?
Generally you'll find the largest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the time of year, carrier 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 Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU) route, aim to fly before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**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 Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU) last-minute?
Holding off until right before your break to book your flight from MDW to JNU generally means paying more. While you might find some last-minute discounts, they aren't always guaranteed. Be flexible with your itinerary to maximize your chances of landing a bargain.
Is it cheaper to book a MDW to JNU flight and hotel package?
Booking a MDW to JNU flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our extensive range of accommodations and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU)?
If you reserved your MDW to JNU flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you'd like more information.

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*Available to One Key members.