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Cheap flights from Rapid City to Chicago from $220

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Rapid City to Chicago departing on 10/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Rapid City to Chicago

Cheap round-trip flights

Delta Logo
10:40 am - 6:08 pmRAP-MDW
6h 28m1 stop
Delta Logo
9:30 am - 10:05 amMDW-RAP
25h 35m2 stops
$282Delta
Find Deal
Sat, Feb 28 - Mon, Mar 2
Delta Logo
6:20 am - 6:34 pmRAP-MDW
11h 14m2 stops
Delta Logo
1:00 pm - 10:05 amMDW-RAP
22h 05m2 stops
$287Delta
Find Deal
Sat, Feb 28 - Mon, Mar 2
Delta Logo
10:40 am - 6:08 pmRAP-MDW
6h 28m1 stop
Delta Logo
9:30 am - 10:05 amMDW-RAP
25h 35m2 stops
$302Delta
Find Deal
Sat, Feb 28 - Mon, Mar 2
Delta Logo
6:20 am - 6:34 pmRAP-MDW
11h 14m2 stops
Delta Logo
1:00 pm - 3:14 pmMDW-RAP
27h 14m2 stops
$307Delta
Find Deal
Sat, Feb 28 - Mon, Mar 2
Delta Logo
10:40 am - 6:08 pmRAP-MDW
6h 28m1 stop
Delta Logo
6:45 pm - 10:14 pmMDW-RAP
4h 29m1 stop
$314Delta
Find Deal
Sat, Feb 28 - Mon, Mar 2
Delta Logo
10:33 am - 5:43 pmRAP-MDW
6h 10m1 stop
Delta Logo
9:41 am - 3:45 pmMDW-RAP
7h 04m1 stop
$362Delta
Find Deal
Thu, Nov 6 - Thu, Nov 13
Delta Logo
10:33 am - 5:43 pmRAP-MDW
6h 10m1 stop
Delta Logo
9:34 am - 3:45 pmMDW-RAP
7h 11m2 stops
$377Delta
Find Deal
Thu, Nov 6 - Thu, Nov 13
Delta Logo
6:05 am - 1:08 pmRAP-MDW
6h 03m1 stop
Delta Logo
7:10 pm - 10:36 pmMDW-RAP
4h 26m1 stop
$459Delta
Find Deal
Wed, Oct 8 - Sun, Oct 12
Delta Logo
6:05 am - 6:25 pmRAP-MDW
11h 20m2 stops
Delta Logo
9:34 am - 3:45 pmMDW-RAP
7h 11m2 stops
$599Delta
Find Deal
Thu, Nov 6 - Thu, Nov 13
Delta Logo
6:05 am - 1:08 pmRAP-MDW
6h 03m1 stop
Delta Logo
9:35 am - 3:50 pmMDW-RAP
7h 15m2 stops
$789Delta
Find Deal
Wed, Oct 8 - Sun, Oct 12

Delta flights from Rapid City to Chicago Midway Airport

Our best Delta deals on Rapid City to Chicago Midway Airport flight tickets
Delta
Feb 28
RAP10:40 amRapid City
6h 28m
1 stop
MDW6:08 pmChicago Midway
Mar 2
MDW9:30 amChicago Midway
25h 35m
2 stops
RAP10:05 amRapid City
$282
Find similar
Delta
Feb 28
RAP6:20 amRapid City
11h 14m
2 stops
MDW6:34 pmChicago Midway
Mar 2
MDW1:00 pmChicago Midway
22h 05m
2 stops
RAP10:05 amRapid City
$287
Find similar
Delta
Feb 28
RAP10:40 amRapid City
6h 28m
1 stop
MDW6:08 pmChicago Midway
Mar 2
MDW9:30 amChicago Midway
25h 35m
2 stops
RAP10:05 amRapid City
$302
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Rapid City to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated September 23, 2025.
Use the filters below to find and compare flights from Rapid City to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 2/28

10:40 am-6:08 pm

1 stop6h 28m

Chicago Midway

Mon 3/2

9:30 am-10:05 am

2 stops25h 35m

$282

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 2/28

6:20 am-6:34 pm

2 stops11h 14m

Chicago Midway

Mon 3/2

1:00 pm-10:05 am

2 stops22h 05m

$287

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 2/28

10:40 am-6:08 pm

1 stop6h 28m

Chicago Midway

Mon 3/2

9:30 am-10:05 am

2 stops25h 35m

$302

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 2/28

6:20 am-6:34 pm

2 stops11h 14m

Chicago Midway

Mon 3/2

1:00 pm-3:14 pm

2 stops27h 14m

$307

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 2/28

10:40 am-6:08 pm

1 stop6h 28m

Chicago Midway

Mon 3/2

6:45 pm-10:14 pm

1 stop4h 29m

$314

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Thu 11/6

10:33 am-5:43 pm

1 stop6h 10m

Chicago Midway

Thu 11/13

9:41 am-3:45 pm

1 stop7h 04m

$362

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Thu 11/6

10:33 am-5:43 pm

1 stop6h 10m

Chicago Midway

Thu 11/13

9:34 am-3:45 pm

2 stops7h 11m

$377

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Wed 10/8

6:05 am-1:08 pm

1 stop6h 03m

Chicago Midway

Sun 10/12

7:10 pm-10:36 pm

1 stop4h 26m

$459

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Thu 11/6

6:05 am-6:25 pm

2 stops11h 20m

Chicago Midway

Thu 11/13

9:34 am-3:45 pm

2 stops7h 11m

$599

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Wed 10/8

6:05 am-1:08 pm

1 stop6h 03m

Chicago Midway

Sun 10/12

9:35 am-3:50 pm

2 stops7h 15m

$789

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Rapid City to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Rapid City to Chicago Midway?

Delta and Allegiant Air are the most popular carriers operating from Rapid City to Chicago Midway

When to book flights from Rapid City to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Rapid City to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Rapid City to Chicago Midway Airport (RAP to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Rapid City to Chicago Midway Airport

Direct flights

None
There are no direct flights from Rapid City to Chicago Midway Airport. There are no popular flight routes from Rapid City to Chicago Midway Airport.
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  • How far is Rapid City to Chicago Midway by plane?

    Rapid City and Chicago Midway are 797.4 mi apart from one another. A reasonable flight in good conditions will take 5h 35m.

  • When did momondo last update prices for flights from Rapid City Airport to Chicago Midway Airport?

    Prices for flights from Rapid City Airport to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from Rapid City Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Rapid City Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Rapid City to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Rapid City to Chicago for you.

Can I find flights from Rapid City to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Rapid City which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Rapid City to Chicago?

Once all potential Rapid City to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Rapid City to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Rapid City and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

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