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$157+ Cheap flights from Rapid City (RAP) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — CHI
серп. 29 — вер. 51
сб 8/29
сб 9/5
1 adult, Economy
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Cheap flight deals from Rapid City to Chicago

Cheapest flights from Rapid City to Chicago
Explore the most affordable flight options available from Rapid City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on липень 30, 2026.

This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ср 8/261:31 pm
RAP
-
ORD
Nonstop2h 24m
United Airlines
вт 9/13:56 pm
ORD
-
RAP
1 stop7h 37m
United Airlines
Deal found 7/25$271
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
пт 8/283:21 pm
RAP
-
ORD
Nonstop2h 39m
American Airlines
нд 8/309:43 am
ORD
-
RAP
Nonstop2h 32m
American Airlines
Deal found 7/26$279
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
пт 9/43:20 pm
RAP
-
ORD
Nonstop2h 39m
American Airlines
сб 9/51:50 pm
ORD
-
RAP
1 stop8h 45m
American Airlines
Deal found 7/25$280
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ср 10/711:17 am
RAP
-
ORD
1 stop7h 12m
United Airlines
ср 10/148:47 am
ORD
-
RAP
Nonstop2h 28m
United Airlines
Deal found 7/26$287
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
сб 9/512:39 pm
RAP
-
ORD
1 stop6h 03m
American Airlines
нд 9/63:54 pm
ORD
-
RAP
1 stop7h 10m
American Airlines
Deal found 7/25$289
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
чт 8/201:31 pm
RAP
-
ORD
Nonstop2h 24m
United Airlines
ср 8/268:58 am
ORD
-
RAP
Nonstop2h 28m
United Airlines
Deal found 7/29$299
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
чт 9/246:07 pm
RAP
-
ORD
Nonstop2h 38m
American Airlines
чт 10/15:00 am
ORD
-
RAP
1 stop8h 17m
American Airlines
Deal found 7/25$309
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
пт 9/45:58 pm
RAP
-
ORD
1 stop5h 01m
United Airlines
пн 9/75:00 am
ORD
-
RAP
1 stop5h 28m
United Airlines
Deal found 7/25$313
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
чт 12/1711:29 am
RAP
-
MDW
1 stop4h 10m
Delta
пн 12/2111:20 am
MDW
-
RAP
1 stop12h 19m
Delta
Deal found 7/28$457
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
чт 12/1711:29 am
RAP
-
MDW
1 stop4h 10m
Delta
нд 12/2011:20 am
MDW
-
RAP
1 stop12h 19m
Delta
Deal found 7/28$491
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
сб 9/510:46 am
RAP
-
MDW
1 stop4h 11m
Delta
нд 9/64:52 pm
MDW
-
RAP
1 stop6h 45m
Delta
Deal found 7/26$519
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
вт 9/86:48 am
RAP
-
MDW
1 stop5h 32m
Delta
вт 9/87:13 pm
MDW
-
RAP
1 stop4h 05m
Delta
Deal found 7/27$521

Find flight deals from Rapid City to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Rapid City (RAP) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated липень 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$270
(American Airlines)

One-way from

$157
(Kiwi.com)

Popular in

January

Cheapest in

June

Average price

$362

Good round-trip deal

$379 or less

Good one-way deal

$323 or less
Provider with most accurate pricing for Rapid City-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Rapid City-Chicago (CHI) flights.
Search Deals
From Rapid City to Chicago (CHI)
Search Deals
One-way flight from Rapid City to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Rapid City to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Rapid City to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rapid City to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated липень 30, 2026.
Use the filters below to find and compare flights from Rapid City to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

чт 9/3

1:31 pm-4:55 pm

Nonstop2h 24m

Chicago O'Hare Intl

пн 9/7

8:58 am-10:26 am

Nonstop2h 28m

$279

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

пт 8/28

12:30 pm-6:32 pm

1 stop5h 02m

Chicago O'Hare Intl

нд 8/30

5:00 am-9:28 am

1 stop5h 28m

$299

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

чт 9/24

4:56 pm-12:14 am

1 stop6h 18m

Chicago O'Hare Intl

чт 10/1

7:09 am-12:17 pm

1 stop6h 08m

$319

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

пт 10/16

11:29 am-7:34 pm

1 stop7h 05m

Chicago O'Hare Intl

пт 10/30

9:59 am-3:58 pm

1 stop6h 59m

$319

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

чт 8/20

3:27 pm-9:29 pm

1 stop5h 02m

Chicago O'Hare Intl

ср 8/26

5:51 pm-10:28 pm

1 stop5h 37m

$319

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

чт 9/3

1:31 pm-4:55 pm

Nonstop2h 24m

Chicago O'Hare Intl

нд 9/6

3:56 pm-10:33 pm

1 stop7h 37m

$329

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

пт 9/4

1:31 pm-4:55 pm

Nonstop2h 24m

Chicago O'Hare Intl

сб 9/5

8:58 am-10:26 am

Nonstop2h 28m

$357

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

сб 9/5

5:58 pm-11:59 pm

1 stop5h 01m

Chicago O'Hare Intl

нд 9/6

8:58 am-10:26 am

Nonstop2h 28m

$360

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

чт 1/21

5:48 pm-11:57 pm

1 stop5h 09m

Chicago O'Hare Intl

пн 1/25

6:15 pm-10:08 pm

1 stop4h 53m

$399

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

чт 12/17

11:29 am-4:39 pm

1 stop4h 10m

Chicago Midway

пн 12/21

11:20 am-10:39 pm

1 stop12h 19m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 35 resultsSorted by cheapest first
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Compare providers for flights from Rapid City to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Rapid City to Chicago in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Rapid City-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Rapid City-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Rapid City-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rapid City-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Rapid City-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Rapid City to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Rapid City with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Rapid City to Chicago?

Currently, April is the cheapest month in which you can book a flight from Rapid City to Chicago (average of $209). Flying from Rapid City to Chicago in January is currently the most expensive (average of $536). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from RAP to CHI?

Find hourly flight availability from Rapid City to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated липень 30, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Rapid City to Chicago as you normally would.

Weekly flight availability from Rapid City to Chicago

Explore weekly flight availability from Rapid City to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated липень 30, 2026.

The most flights from RAP to CHI are scheduled on a Thursday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

How much does it cost to fly round-trip from Rapid City to Chicago?

Airfare is typical for this route at the moment.
Rapid City to Chicago flights typically cost between $210 and $486 in August.
The cheapest round-trip price found within the last 5 days was $271 on United Airlines (Aug 26-Sep 1).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated липень 30, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Rapid City to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,496 reviews

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.8
Good
8,496 reviews
Delta
7.8
Good
8,496 reviews

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
10,047 reviews
Delta
7.8
Good
8,496 reviews

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,847 reviews
Delta
7.8
Good
8,496 reviews

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Related info for your journey

Find useful and relevant information for your journey from Rapid City to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Rapid City to Chicago?

    If you book a flight to Chicago from Rapid City, you will be flying from Rapid City, which is the city’s only airport. Rapid City (RAP) is located 9.0 mi from the center of Rapid City. There are 6 flights from Rapid City to Chicago per day from 2 different airlines.

  • How long is the flight from Rapid City to Chicago?

    Departing from Rapid City to Chicago will take you 2h 24m. Rapid City and Chicago are separated by a distance of 777 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Rapid City to Chicago round-trip?

    American Airlines, at $187, was found to be the cheapest airline from Rapid City to Chicago. An alternate airline flying to your destination would be United Airlines. American Airlines is currently priced 52% below the average price you’ll pay for this route.

  • What are the most reliable airlines from Rapid City to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Rapid City to Chicago on time: American Airlines (77%), Envoy Air (77%), Qatar Airways (75%).

  • What are the cheapest flights from Rapid City to Chicago?

    On average you can expect to pay $443 for a flight from Rapid City to Chicago. The cheapest flight overall is $209 while the most popular route, (Rapid City - Chicago O'Hare Intl) is currently priced at $279.

  • Can I find deals for flights from Rapid City to Chicago that include hotel bookings?

    Yes. In addition to deals on Rapid City to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rapid City to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rapid City to Chicago.

  • Can I find deals for business class flights from Rapid City to Chicago?

    Yes. Cheapflights offers flight deals from Rapid City to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, April is the cheapest month in which you can book a flight from Rapid City to Chicago (average of $209). Flying from Rapid City to Chicago in January is currently the most expensive (average of $536). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

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Top 2 airlines flying from Rapid City to Chicago

Discover the top 2 airlines that operate flights from Rapid City to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated липень 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$187Average$297FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$230Average$335FlexibilityNo cancel feeOn-time69%

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