RAP - CHI

$110 Find Cheap Flights from Rapid City to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rapid City to Chicago departing on 8/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Rapid City to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Rapid City to Chicago, as well as popular online travel agencies
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Flights Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rapid City to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Rapid City to Chicago

Fri, Jul 4 - Sun, Jul 6
American Airlines Logo
12:49 pm - 4:03 pmRAP-ORD
2h 14mnonstop
American Airlines Logo
4:16 pm - 5:34 pmORD-RAP
2h 18mnonstop
$191American Airlines
Find Deal
Fri, Jul 4 - Sun, Jul 6
American Airlines Logo
11:18 am - 7:13 pmRAP-ORD
6h 55m1 stop
American Airlines Logo
4:16 pm - 5:34 pmORD-RAP
2h 18mnonstop
$201American Airlines
Find Deal
Fri, Sep 5 - Mon, Sep 8
American Airlines Logo
1:03 pm - 4:28 pmRAP-ORD
2h 25mnonstop
American Airlines Logo
4:17 pm - 5:42 pmORD-RAP
2h 25mnonstop
$209American Airlines
Find Deal
Thu, Jul 10 - Sun, Jul 13
United Airlines Logo
5:30 am - 11:25 amRAP-ORD
4h 55m1 stop
United Airlines Logo
5:00 am - 9:04 amORD-RAP
5h 04m1 stop
$211United Airlines
Find Deal
Fri, Jul 4 - Mon, Jul 7
Delta Logo
11:51 am - 5:40 pmRAP-MDW
4h 49m1 stop
Delta Logo
9:24 am - 1:45 pmMDW-RAP
5h 21m1 stop
$211Delta
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Tue, Aug 5 - Thu, Aug 28
United Airlines Logo
6:30 am - 9:54 amRAP-ORD
2h 24mnonstop
United Airlines Logo
5:00 am - 9:06 amORD-RAP
5h 06m1 stop
$225United Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
Delta Logo
6:39 am - 12:02 pmRAP-ORD
4h 23m1 stop
Delta Logo
5:30 pm - 10:32 pmORD-RAP
6h 02m1 stop
$229Delta
Find Deal
Fri, Aug 8 - Sat, Aug 16
 Logo
5:21 pm - 6:44 pmRAP-ORD
24h 23m2 stops
 Logo
6:21 pm - 9:10 pmORD-RAP
27h 49m1 stop
Fri, Aug 8 - Sat, Aug 16
 Logo
5:21 pm - 2:13 pmRAP-ORD
19h 52m3 stops
 Logo
6:21 pm - 9:10 pmORD-RAP
27h 49m1 stop
Sat, Jun 28 - Thu, Jul 3
Allegiant Air Logo
3:30 pm - 7:19 pmRAP-MDW
26h 49m2 stops
Allegiant Air Logo
8:14 pm - 3:49 pmMDW-RAP
20h 35m2 stops
$625Allegiant Air
Find Deal
Expert advice

Expert advice for your flight from Rapid City to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
United Airlines

United First provides ample legroom, up to seven inches more than economy, enhancing comfort.


Purchase Priority Boarding to secure overhead bin space, placing you in Zone 2.

American Airlines

Consider Basic Economy for budget travel; note restrictions like late boarding and no seat assignment.


Main Cabin Extra offers early boarding and complimentary drinks, ideal for longer flights.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Useful Info

KAYAK's insights & trends for Rapid City to Chicago flights

Get data-powered insights and trends into flights from Rapid City to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Rapid City to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Rapid City to Chicago.

Our data shows that the cheapest route for a return flight from Rapid City to Chicago cost $268 and was between Rapid City (RAP) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $268.

What’s the cheapest day of the week to fly from Rapid City to Chicago?

The average price of all round-trip flights from Rapid City to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Rapid City to Chicago. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Rapid City to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Rapid City to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Rapid City to Chicago is August, where tickets cost $298 (return) on average. On the other hand, the most expensive months are April and January, where the average cost of round-trip tickets is $504 and $420 respectively.

Good to know

Low seasonDecember
High seasonAugust
Cheapest flight$110
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Rapid City to Chicago O'Hare Airport

When to book flights from Rapid City to Chicago

Are your dates flexible? Find out the best times to travel from Rapid City to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Rapid City to Chicago

  • What is the cheapest flight from Rapid City to Chicago?

    In the last 3 days, the lowest price for a flight from Rapid City to Chicago was $110 for a one-way ticket and $191 for a round-trip.

  • Do I need a passport to fly between Rapid City and Chicago?

    No

  • Which airports will I be using when flying from Rapid City to Chicago?

    Rapid City is served by only 1 airport and there are 2 airports in Chicago. You will leave Rapid City from Rapid City and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Rapid City to Chicago?

    Only American Airlines offers inflight Wi-Fi service on the Rapid City to Chicago flight route.

  • Which aircraft models fly most regularly from Rapid City to Chicago?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Rapid City to Chicago flight route.

  • Which airline alliances offer flights from Rapid City to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Rapid City and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Rapid City to Chicago?

    There are nonstop flights from Rapid City to Chicago on a daily basis.

  • Which is the best airline for flights from Rapid City to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Rapid City to Chicago are Delta and United Airlines. With an average price for the route of $333 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $390 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Rapid City to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Rapid City to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rapid City to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Rapid City is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Rapid City to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Rapid City with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rapid City to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Rapid City up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Rapid City to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $199 or less one-way and $348 or less round-trip.

Prefer to fly direct from Rapid City to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Rapid City to Chicago.
Find which airlines fly direct from Rapid City Airport to Chicago, which days they fly and book direct flights.

Direct departures

Rapid City to Chicago

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Chicago to Rapid City

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Rapid City to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Rapid City to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Rapid City to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7963 reviews
7.9Entertainment
8.5Crew
8.2Boarding
7.3Food
7.9Comfort
Airline reviews

I like for how they process during check in. It was very smoothly.

10.0 ExcellentAbdulla, Jun 2025CMH - JFK
Read more Delta reviews

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Everything you need to know for your flight from Rapid City to Chicago

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