Cheap flights from Rapid City to Chicago from $229

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Rapid City to Chicago departing on 1/20. 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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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:54 am - 6:36 pm
RAP
-
MDW
6h 42m1 stop
Delta Logo
9:50 am - 3:25 pm
MDW
-
RAP
6h 35m1 stop
$229Delta
Tue, Jan 20 - Tue, Jan 27
Delta Logo
6:00 am - 1:09 pm
RAP
-
MDW
6h 09m1 stop
Delta Logo
9:32 am - 3:25 pm
MDW
-
RAP
6h 53m2 stops
$234Delta
Tue, Jan 20 - Tue, Jan 27
Delta Logo
10:54 am - 6:36 pm
RAP
-
MDW
6h 42m1 stop
Delta Logo
11:45 am - 3:25 pm
MDW
-
RAP
4h 40m1 stop
$249Delta
Wed, Feb 4 - Sun, Feb 8
Delta Logo
6:00 am - 5:55 pm
RAP
-
MDW
10h 55m2 stops
Delta Logo
11:45 am - 3:25 pm
MDW
-
RAP
4h 40m1 stop
$254Delta
Wed, Feb 4 - Sun, Feb 8
Delta Logo
6:00 am - 1:09 pm
RAP
-
MDW
6h 09m1 stop
Delta Logo
5:00 pm - 10:28 pm
MDW
-
RAP
6h 28m1 stop
$284Delta
Fri, Jan 16 - Sat, Jan 24
Delta Logo
10:54 am - 4:16 pm
RAP
-
MDW
4h 22m1 stop
Delta Logo
1:26 pm - 10:28 pm
MDW
-
RAP
10h 02m2 stops
$329Delta
Sat, Jan 17 - Sat, Jan 24
Delta Logo
6:00 am - 1:09 pm
RAP
-
MDW
6h 09m1 stop
Delta Logo
1:26 pm - 10:28 pm
MDW
-
RAP
10h 02m2 stops
$384Delta
Fri, Jan 16 - Sat, Jan 24
Delta Logo
10:54 am - 6:40 pm
RAP
-
MDW
6h 46m1 stop
Delta Logo
9:34 am - 3:44 pm
MDW
-
RAP
7h 10m2 stops
$399Delta
Fri, Feb 20 - Sun, Feb 22
Delta Logo
11:03 am - 6:40 pm
RAP
-
MDW
6h 37m1 stop
Delta Logo
7:18 pm - 10:20 pm
MDW
-
RAP
4h 02m1 stop
$419Delta
Fri, Apr 10 - Mon, Apr 13
Delta Logo
6:00 am - 1:09 pm
RAP
-
MDW
6h 09m1 stop
Delta Logo
1:26 pm - 10:28 pm
MDW
-
RAP
10h 02m2 stops
$424Delta
Fri, Jan 16 - Sat, Jan 24

Delta flights from Rapid City to Chicago Midway Airport

Our best Delta deals on Rapid City to Chicago Midway Airport flight tickets
Delta
Jan 20
RAP10:54 amRapid City
6h 42m
1 stop
MDW6:36 pmChicago Midway
Jan 27
MDW9:50 amChicago Midway
6h 35m
1 stop
RAP3:25 pmRapid City
Delta
Jan 20
RAP10:54 amRapid City
6h 42m
1 stop
MDW6:36 pmChicago Midway
Jan 27
MDW9:32 amChicago Midway
6h 53m
2 stops
RAP3:25 pmRapid City
Delta
Feb 4
RAP10:54 amRapid City
6h 42m
1 stop
MDW6:36 pmChicago Midway
Feb 8
MDW11:45 amChicago Midway
4h 40m
1 stop
RAP3:25 pmRapid City

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 December 22, 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

Tue 1/20

10:54 am-6:36 pm

1 stop6h 42m

Chicago Midway

Tue 1/27

9:50 am-3:25 pm

1 stop6h 35m

$229

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Tue 1/20

6:00 am-1:09 pm

1 stop6h 09m

Chicago Midway

Tue 1/27

9:32 am-3:25 pm

2 stops6h 53m

$234

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Wed 2/4

10:54 am-6:36 pm

1 stop6h 42m

Chicago Midway

Sun 2/8

11:45 am-3:25 pm

1 stop4h 40m

$249

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Wed 2/4

6:00 am-5:55 pm

2 stops10h 55m

Chicago Midway

Sun 2/8

11:45 am-3:25 pm

1 stop4h 40m

$254

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 1/16

6:00 am-1:09 pm

1 stop6h 09m

Chicago Midway

Sat 1/24

5:00 pm-10:28 pm

1 stop6h 28m

$284

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 1/17

10:54 am-4:16 pm

1 stop4h 22m

Chicago Midway

Sat 1/24

1:26 pm-10:28 pm

2 stops10h 02m

$329

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 1/16

6:00 am-1:09 pm

1 stop6h 09m

Chicago Midway

Sat 1/24

1:26 pm-10:28 pm

2 stops10h 02m

$384

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 2/20

10:54 am-6:40 pm

1 stop6h 46m

Chicago Midway

Sun 2/22

9:34 am-3:44 pm

2 stops7h 10m

$399

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 4/10

11:03 am-6:40 pm

1 stop6h 37m

Chicago Midway

Mon 4/13

7:18 pm-10:20 pm

1 stop4h 02m

$419

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 1/16

6:00 am-1:09 pm

1 stop6h 09m

Chicago Midway

Sat 1/24

1:26 pm-10:28 pm

2 stops10h 02m

$424

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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 is the most popular carrier 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

Fastest flight time

4h 23m

Direct flights

None
The fastest flight from Rapid City to Chicago Midway Airport takes 4h 23m
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.
  • 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 4h 23m.

  • 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
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Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
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.

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1 adult
Wed 1/21
Wed 1/28

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