$103 Cheap Flights from Rapid City (RAP) to Chicago (ORD)

View $103 flight on Thu, Oct 2, 2025Opens in a new window

Popular airlines from Rapid City Regional Airport (RAP) to Chicago O'Hare Intl. Airport (ORD)

  • 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 Rapid City to Chicago (RAP-ORD)

Prices were available within the past 7 days and start at $103 for one-way flights and $191 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Sep 26 - Mon, Sep 29
RAP
Rapid City
ORD
Chicago
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select United flight, departing Fri, Sep 26 from Rapid City to Chicago, returning Mon, Sep 29, priced at $191 found 3 days ago
United
Tue, Sep 30 - Sat, Oct 4
RAP
Rapid City
ORD
Chicago
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select United flight, departing Tue, Sep 30 from Rapid City to Chicago, returning Sat, Oct 4, priced at $200 found 2 days ago
American Airlines
Thu, Aug 21 - Tue, Aug 26
RAP
Rapid City
ORD
Chicago
$201 Roundtrip, found 1 hour ago
$201
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Aug 21 from Rapid City to Chicago, returning Tue, Aug 26, priced at $201 found 1 hour ago
American Airlines
Thu, Aug 28 - Sun, Aug 31
RAP
Rapid City
ORD
Chicago
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 28 from Rapid City to Chicago, returning Sun, Aug 31, priced at $205 found 1 day ago
United
Fri, Sep 26 - Mon, Sep 29
RAP
Rapid City
ORD
Chicago
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select United flight, departing Fri, Sep 26 from Rapid City to Chicago, returning Mon, Sep 29, priced at $207 found 3 days ago
United
Fri, Aug 29 - Tue, Sep 2
RAP
Rapid City
ORD
Chicago
$209 Roundtrip, just found
$209
Roundtrip
just found
Select United flight, departing Fri, Aug 29 from Rapid City to Chicago, returning Tue, Sep 2, priced at $209 just found
United
Sat, Sep 20 - Tue, Sep 23
RAP
Rapid City
ORD
Chicago
$210 Roundtrip, just found
$210
Roundtrip
just found
Select United flight, departing Sat, Sep 20 from Rapid City to Chicago, returning Tue, Sep 23, priced at $210 just found
United
Fri, Aug 15 - Sun, Aug 17
RAP
Rapid City
ORD
Chicago
$211 Roundtrip, found 3 hours ago
$211
Roundtrip
found 3 hours ago
Select United flight, departing Fri, Aug 15 from Rapid City to Chicago, returning Sun, Aug 17, priced at $211 found 3 hours ago
United
Fri, Aug 15 - Sun, Aug 17
RAP
Rapid City
ORD
Chicago
$214 Roundtrip, found 3 hours ago
$214
Roundtrip
found 3 hours ago
Select United flight, departing Fri, Aug 15 from Rapid City to Chicago, returning Sun, Aug 17, priced at $214 found 3 hours ago
Delta
Fri, Dec 5 - Wed, Dec 10
RAP
Rapid City
ORD
Chicago
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 5 from Rapid City to Chicago, returning Wed, Dec 10, priced at $229 found 1 day ago

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

July is typically the cheapest month to fly

From $191 - $467 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $340
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $340
Flights from Rapid City (RAP) to Chicago (ORD)
Origin airport
Rapid City Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$191
Distance
777 mi
Average flight time
3 hours 19 mins

Rapid City to Chicago Flights

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

 

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

Sunday is one of the best days to book for cheap flights from Rapid City 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 Rapid City 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 Rapid City to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $103 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 Rapid City 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 Rapid City 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 Rapid City Regional Airport (RAP) to O'Hare Intl. Airport (ORD) cost?
You can land cheap return tickets from Rapid City Regional Airport (RAP) to O'Hare Intl. Airport (ORD) starting at $191. Grab your seat and take off on your trip. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving RAP on August 19 2025 and touching down at ORD. The price was last updated on July 23 2025 and has not changed since.
What is the cheapest month to fly from RAP to ORD?
The cheapest flights from RAP to ORD 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 RAP to ORD?
Right now, the cheapest airline operating one-way flights from RAP to ORD is United. You can take off on this route from $98. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from RAP on August 14 2025. Prices were last updated on July 23 2025 and have not changed since.
How many flights per day from Rapid City Regional Airport (RAP) to O'Hare Intl. Airport (ORD)?
There aren't any daily nonstop flights from Rapid City Regional Airport (RAP) to O'Hare Intl. Airport (ORD). But you can choose flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way in no time at all.
What day of the week has the most flights from RAP to ORD?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from RAP to ORD?
With 80% of flights typically landing on schedule, United Airlines has the best on-time performance for nonstop flights from Rapid City Regional Airport (RAP) to O'Hare Intl. Airport (ORD). To check your flight status and receive notifications if anything changes, head to the Expedia App.
What is the best time to fly from Rapid City Regional Airport (RAP) to O'Hare Intl. Airport (ORD)?
To reach O'Hare Intl. Airport (ORD) on schedule, pick a flight that leaves Rapid City Regional Airport (RAP) 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 Rapid City Regional Airport (RAP) to O'Hare Intl. Airport (ORD) last-minute?
Booking your ticket from RAP to ORD shortly before your journey is usually more expensive. But if you're flexible with your travel dates and times, you could grab a cheap last-minute fare.
Is it cheaper to book a RAP to ORD flight and hotel package?
Opting for a RAP to ORD flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our impressive range of hotels and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Rapid City Regional Airport (RAP) to O'Hare Intl. Airport (ORD)?
If you booked your RAP to ORD flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more information.

Explore a world of travel with Expedia

Chicago nearby Airports

Chicago

Rapid City to Midway Intl.
$215.57
*Available to One Key members.