Prices were available within the past 7 days and start at $2,265 for one-way flights, for the period specified. Prices and availability are subject to change.
The cheapest times to fly from Adelaide 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 Adelaide to Chicago are during the month of . You can find some of the cheapest flights from Adelaide to Chicago with Expedia's search tool and vast selection of airlines.
The best time to book a flight from Adelaide to Chicago
Sunday is one of the best days to book for cheap flights from Adelaide 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 Adelaide 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 Adelaide to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $2,265 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 Adelaide 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 Adelaide 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 does a flight from Adelaide Airport (ADL) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $2,265 or cheap return flight from Adelaide Airport (ADL) to Midway Intl. Airport (MDW) 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 Adelaide Airport (ADL) to Midway Intl. Airport (MDW)?
The cheapest month to fly from ADL to MDW is , when there's less demand. Off-peak season is usually when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Adelaide Airport (ADL) to Midway Intl. Airport (MDW)?
To find the cheapest airline that'll fly you from ADL to MDW, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Adelaide Airport (ADL) to Midway Intl. Airport (MDW)?
There aren't any daily direct flights from Adelaide Airport (ADL) to Midway Intl. Airport (MDW). But you can book flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from ADL to MDW?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary based on various factors, including the time of year and airline.
*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Adelaide Airport (ADL) to Midway Intl. Airport (MDW)?
To touch down at Midway Intl. Airport (MDW) without delays, opt for a flight that takes off from Adelaide Airport (ADL) before 3 PM. The chance 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 Adelaide Airport (ADL) to Midway Intl. Airport (MDW) last-minute?
Holding off until right before your break to book a flight from ADL to MDW often results in higher prices. While it's possible to find some last-minute discounts, they aren't always guaranteed. Keep your travel plans flexible for the best chance of snagging a bargain.
Is it cheaper to book an ADL to MDW flight and hotel package?
Compared with arranging flights and hotels separately, booking an ADL to MDW flight and hotel package with Expedia could result in significant savings. Better yet, having it all in one place takes the hassle out of planning your trip. Simply pick your flights and select from our extensive range of hotels, then personalize your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Adelaide Airport (ADL) to Midway Intl. Airport (MDW)?
In most instances, you can reschedule or cancel your ADL to MDW flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you want further information, visit our Customer Service portal.