$230 Cheap Flights from Chicago (MDW) to Juneau (JNU)

View $230 flight on Fri, Oct 10, 2025Opens in a new window

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

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Chicago to Juneau (MDW-JNU)

Prices were available within the past 7 days and start at $230 for one-way flights and $596 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Oct 15 - Thu, Oct 16
MDW
Chicago
JNU
Juneau
$596 Roundtrip, found 5 days ago
$596
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Oct 15 from Chicago to Juneau, returning Thu, Oct 16, priced at $596 found 5 days ago
Delta
Wed, Oct 15 - Sun, Oct 19
MDW
Chicago
JNU
Juneau
$676 Roundtrip, found 6 days ago
$676
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 15 from Chicago to Juneau, returning Sun, Oct 19, priced at $676 found 6 days ago
Delta
Wed, Oct 15 - Thu, Oct 16
MDW
Chicago
JNU
Juneau
$684 Roundtrip, found 5 days ago
$684
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Oct 15 from Chicago to Juneau, returning Thu, Oct 16, priced at $684 found 5 days ago
Delta
Wed, Oct 15 - Sun, Oct 19
MDW
Chicago
JNU
Juneau
$780 Roundtrip, found 6 days ago
$780
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 15 from Chicago to Juneau, returning Sun, Oct 19, priced at $780 found 6 days ago
Delta
Wed, Oct 15 - Thu, Oct 16
MDW
Chicago
JNU
Juneau
$836 Roundtrip, found 5 days ago
$836
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Oct 15 from Chicago to Juneau, returning Thu, Oct 16, priced at $836 found 5 days ago
Delta
Wed, Oct 15 - Sun, Oct 19
MDW
Chicago
JNU
Juneau
$899 Roundtrip, found 6 days ago
$899
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 15 from Chicago to Juneau, returning Sun, Oct 19, priced at $899 found 6 days ago
Delta
Wed, Oct 15 - Sun, Oct 19
MDW
Chicago
JNU
Juneau
$936 Roundtrip, found 6 days ago
$936
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 15 from Chicago to Juneau, returning Sun, Oct 19, priced at $936 found 6 days ago
Delta
Wed, Oct 15 - Sun, Oct 19
MDW
Chicago
JNU
Juneau
$1,094 Roundtrip, found 6 days ago
$1,094
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 15 from Chicago to Juneau, returning Sun, Oct 19, priced at $1,094 found 6 days ago
Delta
Mon, Nov 3 - Mon, Nov 10
MDW
Chicago
JNU
Juneau
$1,248 Roundtrip, found 14 hours ago
$1,248
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Juneau, returning Mon, Nov 10, priced at $1,248 found 14 hours ago
Delta
Mon, Nov 3 - Mon, Nov 10
MDW
Chicago
JNU
Juneau
$1,253 Roundtrip, found 14 hours ago
$1,253
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Juneau, returning Mon, Nov 10, priced at $1,253 found 14 hours ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU) cost?
Lock in a cheap one-way flight from $230 or cheap return flight from $596 from Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU)?
The cheapest month to fly from MDW to JNU is October, when there's less demand. Off-peak months are typically when better flight deals are available between these airports.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Juneau Intl. Airport (JNU)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to JNU. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
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.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Juneau Intl.
Roundtrip price
$595
Distance
2307 mi

Book with confidence

Book with confidence

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 October. 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 $230 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.

 

Chicago to Juneau Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.