$186 Cheap Flights from Chicago (MDW) to Rapid City (RAP)

View $186 flight on Wed, Dec 31, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Rapid City Regional Airport (RAP)

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Cheap Flights from Chicago to Rapid City (MDW-RAP)

Prices were available within the past 7 days and start at $186 for one-way flights and $229 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Dec 31 - Mon, Jan 5
MDW
Chicago
RAP
Rapid City
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Dec 31 from Chicago to Rapid City, returning Mon, Jan 5, priced at $229 found 1 hour ago
Delta
Wed, Dec 31 - Thu, Jan 8
MDW
Chicago
RAP
Rapid City
$234 Roundtrip, found 1 hour ago
$234
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Dec 31 from Chicago to Rapid City, returning Thu, Jan 8, priced at $234 found 1 hour ago
Delta
Fri, Dec 12 - Thu, Dec 18
MDW
Chicago
RAP
Rapid City
$239 Roundtrip, found 20 hours ago
$239
Roundtrip
found 20 hours ago
Select Delta flight, departing Fri, Dec 12 from Chicago to Rapid City, returning Thu, Dec 18, priced at $239 found 20 hours ago
Delta
Thu, Dec 11 - Thu, Dec 18
MDW
Chicago
RAP
Rapid City
$244 Roundtrip, found 20 hours ago
$244
Roundtrip
found 20 hours ago
Select Delta flight, departing Thu, Dec 11 from Chicago to Rapid City, returning Thu, Dec 18, priced at $244 found 20 hours ago
Delta
Tue, Oct 21 - Sat, Oct 25
MDW
Chicago
RAP
Rapid City
$249 Roundtrip, found 2 hours ago
$249
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Oct 21 from Chicago to Rapid City, returning Sat, Oct 25, priced at $249 found 2 hours ago
Delta
Wed, Dec 31 - Thu, Jan 8
MDW
Chicago
RAP
Rapid City
$269 Roundtrip, found 1 hour ago
$269
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Dec 31 from Chicago to Rapid City, returning Thu, Jan 8, priced at $269 found 1 hour ago
Delta
Thu, Dec 25 - Thu, Jan 8
MDW
Chicago
RAP
Rapid City
$274 Roundtrip, found 1 hour ago
$274
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, Dec 25 from Chicago to Rapid City, returning Thu, Jan 8, priced at $274 found 1 hour ago
Delta
Sun, Oct 12 - Wed, Oct 22
MDW
Chicago
RAP
Rapid City
$279 Roundtrip, found 15 hours ago
$279
Roundtrip
found 15 hours ago
Select Delta flight, departing Sun, Oct 12 from Chicago to Rapid City, returning Wed, Oct 22, priced at $279 found 15 hours ago
Delta
Wed, Oct 29 - Mon, Nov 3
MDW
Chicago
RAP
Rapid City
$282 Roundtrip, found 17 hours ago
$282
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Oct 29 from Chicago to Rapid City, returning Mon, Nov 3, priced at $282 found 17 hours ago
Delta
Mon, Nov 10 - Fri, Nov 14
MDW
Chicago
RAP
Rapid City
$291 Roundtrip, found 2 hours ago
$291
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Nov 10 from Chicago to Rapid City, returning Fri, Nov 14, priced at $291 found 2 hours ago

Find the cheapest month to fly from Chicago (MDW) to Rapid City (RAP)

August is typically the cheapest month to fly

From $210 - $860 per traveler.

Alternative airports near Rapid City

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Rapid City Regional RAP. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $639
RAP
Rapid City Regional
CheapestClosest
Average driving time to city center16 min
Flights from $639
Flights from Chicago (MDW) to Rapid City (RAP)
Origin airport
Midway Intl.
Destination airport
Rapid City Regional
Airlines serving
Delta
Roundtrip price
$228
Distance
789 mi

Chicago to Rapid City Flights

The cheapest times to fly from Chicago to Rapid City

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

 

The best time to book a flight from Chicago to Rapid City

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

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 Rapid City in 2025. You can also book with separate airlines for your outbound and return journeys, from $186 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 Rapid City 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 Rapid City 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 Rapid City Regional Airport (RAP) cost?
Secure a cheap one-way flight from $186 or cheap return flight from $229 from Midway Intl. Airport (MDW) to Rapid City Regional Airport (RAP) 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 Midway Intl. Airport (MDW) to Rapid City Regional Airport (RAP)?
Planning your trip for December can help you save, as it's the cheapest month for flights between MDW and RAP. You'll typically find the lowest fares during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Rapid City Regional Airport (RAP)?
To find the cheapest airline flying from MDW to RAP, use Expedia's filter tool. Tailor your search based on your travel needs, 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 Midway Intl. Airport (MDW) to Rapid City Regional Airport (RAP)?
You'll need to take a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Rapid City Regional Airport (RAP). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from MDW to RAP?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can vary depending on various factors, including the time of year and carrier.*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 Rapid City Regional Airport (RAP)?
To land at Rapid City Regional Airport (RAP) on schedule, book a flight that leaves Midway Intl. Airport (MDW) 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 Midway Intl. Airport (MDW) to Rapid City Regional Airport (RAP) last-minute?
Waiting until just before your trip to book a ticket from MDW to RAP generally means paying more. Although you may find some last-minute offers, there's no guarantee. Allow some flexibility in your schedule for a better chance of landing a bargain.
Is it cheaper to book a MDW to RAP flight and hotel package?
You'll typically save money by booking a MDW to RAP flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. After selecting your ideal flights and accommodations, you can add extras such as tours, activities and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Rapid City Regional Airport (RAP)?
In most cases, you can reschedule or cancel your MDW to RAP flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you need more details, go to our Customer Service portal.

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*Available to One Key members.