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$195+ Cheap flights from Rapid City (RAP) to Midway (MDW)

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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — MDW
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Rapid City to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Rapid City (RAP) to Midway (MDW). 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(Delta)

One-way from

$195
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$479
Provider with most accurate pricing for Rapid City-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Rapid City-Chicago Midway flights.
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From Rapid City to Chicago Midway
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One-way flight from Rapid City to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Rapid City to Midway

Cheapest flights from Rapid City to Midway
Explore the most affordable flight options available from Rapid City to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Delta deal was found by Cheapflights users on 10/26. 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.
Sat 11/86:05 amRAP - MDW
1 stop6h 03mDelta
Tue 11/117:02 pmMDW - RAP
1 stop4h 37mDelta
Deal found 10/26$249
This Delta deal was found by Cheapflights users on 10/27. 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.
Tue 11/116:05 amRAP - MDW
1 stop6h 02mDelta
Sat 11/157:02 pmMDW - RAP
1 stop4h 37mDelta
Deal found 10/27$269
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:05 amRAP - MDW
1 stop6h 03mDelta
Mon 11/107:02 pmMDW - RAP
1 stop4h 37mDelta
Deal found 10/25$284
This Delta deal was found by Cheapflights users on 10/26. 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.
Mon 11/1011:07 amRAP - MDW
1 stop6h 11mDelta
Fri 11/147:02 pmMDW - RAP
1 stop4h 37mDelta
Deal found 10/26$481
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1810:20 pmRAP - MDW
2 stops22h 52mMultiple Airlines
Tue 12/2311:29 amMDW - RAP
1 stop21h 48mMultiple Airlines
Deal found 10/27$562

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rapid City to Midway 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 October 28, 2025.
Use the filters below to find and compare flights from Rapid City to Chicago Midway Airport that are best for you.

Fly from

Rapid City

Fly to

Midway

Route

Depart

Return

Price

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 11/8

6:05 am-1:08 pm

1 stop6h 03m

Chicago Midway

Tue 11/11

7:02 pm-10:39 pm

1 stop4h 37m

$249

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Tue 11/11

6:05 am-1:07 pm

1 stop6h 02m

Chicago Midway

Sat 11/15

7:02 pm-10:39 pm

1 stop4h 37m

$269

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 11/8

6:05 am-1:08 pm

1 stop6h 03m

Chicago Midway

Mon 11/10

7:02 pm-10:39 pm

1 stop4h 37m

$284

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Mon 11/10

11:07 am-6:18 pm

1 stop6h 11m

Chicago Midway

Fri 11/14

7:02 pm-10:39 pm

1 stop4h 37m

$481

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sun 11/16

9:44 pm-11:55 pm

3 stops49h 11m

$195

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Mon 12/1

2:03 pm-9:17 am

2 stops18h 14m

$267

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sun 11/16

6:05 am-1:07 pm

1 stop6h 02m

$281

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Mon 12/1

11:07 am-6:18 pm

1 stop6h 11m

$430

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Compare providers for flights from Rapid City to Midway

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 Midway in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Rapid City-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Rapid City-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rapid City-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams 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 Midway Airport 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 Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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.

Related info for your journey

Find useful and relevant information for your journey from Rapid City to Midway. 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 Midway?

    If you book a flight to Chicago Midway 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 0 flights from Rapid City to Chicago Midway per day from 0 different airlines.

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

    A quick flight from Rapid City to Chicago Midway Airport can take about 6h 03m. Delta provides one of the quickest options available for as low as $249. The distance between Rapid City and Chicago Midway Airport is about 789 mi.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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