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$180+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — MDW
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap 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 February 12, 2026.

This Delta deal was found by Cheapflights users on 2/9. 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.
Fri 3/610:54 am
RAP
-
MDW
1 stop6h 46m
Delta
Mon 3/99:30 am
MDW
-
RAP
1 stop6h 48m
Delta
Deal found 2/9$239
This Delta deal was found by Cheapflights users on 2/9. 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 2/2410:54 am
RAP
-
MDW
1 stop6h 46m
Delta
Sat 2/285:00 pm
MDW
-
RAP
1 stop6h 27m
Delta
Deal found 2/9$269
This Delta deal was found by Cheapflights users on 2/11. 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.
Thu 2/2610:54 am
RAP
-
MDW
1 stop6h 46m
Delta
Mon 3/27:20 pm
MDW
-
RAP
1 stop4h 07m
Delta
Deal found 2/11$279
This Delta deal was found by Cheapflights users on 2/9. 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 4/76:00 am
RAP
-
MDW
1 stop6h 25m
Delta
Mon 4/137:16 pm
MDW
-
RAP
1 stop4h 04m
Delta
Deal found 2/9$280
This Delta deal was found by Cheapflights users on 2/11. 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.
Fri 3/610:54 am
RAP
-
MDW
1 stop6h 46m
Delta
Sun 3/89:30 am
MDW
-
RAP
1 stop6h 48m
Delta
Deal found 2/11$314
This Delta deal was found by Cheapflights users on 2/10. 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.
Fri 2/276:00 am
RAP
-
MDW
1 stop6h 05m
Delta
Sun 3/19:34 am
MDW
-
RAP
2 stops7h 10m
Delta
Deal found 2/10$349
This Delta deal was found by Cheapflights users on 2/9. 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.
Fri 4/1011:03 am
RAP
-
MDW
1 stop6h 37m
Delta
Mon 4/137:16 pm
MDW
-
RAP
1 stop4h 04m
Delta
Deal found 2/9$385
This Delta deal was found by Cheapflights users on 2/9. 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 11/1410:40 am
RAP
-
MDW
1 stop6h 30m
Delta
Sun 11/229:20 am
MDW
-
RAP
1 stop5h 32m
Delta
Deal found 2/9$414

Find 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 February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Delta)

One-way from

$180
(Kiwi.com)

Popular in

January

Cheapest in

August

Average price

$354
Provider with most accurate pricing for Rapid City-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Rapid City-Chicago Midway flights.
Search Deals
From Rapid City to Chicago Midway
Search Deals
One-way flight from Rapid City to Chicago Midway
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($41 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 February 2026
Search Deals

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 February 12, 2026.
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

Fri 3/6

10:54 am-6:40 pm

1 stop6h 46m

Chicago Midway

Mon 3/9

9:30 am-3:18 pm

1 stop6h 48m

$239

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Thu 2/26

10:54 am-6:40 pm

1 stop6h 46m

Chicago Midway

Mon 3/2

7:20 pm-10:27 pm

1 stop4h 07m

$279

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 3/6

10:54 am-6:40 pm

1 stop6h 46m

Chicago Midway

Sun 3/8

9:30 am-3:18 pm

1 stop6h 48m

$314

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 2/27

6:00 am-1:05 pm

1 stop6h 05m

Chicago Midway

Sun 3/1

7:20 pm-10:27 pm

1 stop4h 07m

$384

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 4/10

11:03 am-6:40 pm

1 stop6h 37m

Chicago Midway

Mon 4/13

7:16 pm-10:20 pm

1 stop4h 04m

$385

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 3/20

11:03 am-6:40 pm

1 stop6h 37m

Chicago Midway

Mon 3/23

9:35 am-3:18 pm

2 stops6h 43m

$434

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Tue 2/24

10:54 am-6:40 pm

1 stop6h 46m

Chicago Midway

Sat 2/28

9:34 am-3:44 pm

2 stops7h 10m

$435

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Wed 5/27

6:40 am-1:19 pm

1 stop5h 39m

Chicago Midway

Sun 5/31

9:23 am-1:53 pm

1 stop5h 30m

$439

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Tue 4/7

6:00 am-5:54 pm

2 stops10h 54m

Chicago Midway

Mon 4/13

7:16 pm-10:20 pm

1 stop4h 04m

$474

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Thu 5/21

6:40 am-1:19 pm

1 stop5h 39m

Chicago Midway

Tue 5/26

9:23 am-1:53 pm

1 stop5h 30m

$493

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 19 results
1
2
  • Most accurate provider: When it comes to deals on Rapid City-Chicago Midway Airport 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 Midway Airport flight deals on Cheapflights vs. FlightHub >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 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 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 46m. Delta provides one of the quickest options available for as low as $239. 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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