Cheap flights from Rapid City to Chicago from $192

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 5/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:48 am - 6:31 pm
RAP
-
MDW
10h 43m
2 stops
Delta Logo
9:49 am - 1:41 pm
MDW
-
RAP
4h 52m
1 stop
$314Delta
Fri, Jul 3 - Wed, Jul 8
Delta Logo
6:00 am - 1:24 pm
RAP
-
MDW
6h 24m
1 stop
Delta Logo
7:16 pm - 10:20 pm
MDW
-
RAP
4h 04m
1 stop
$329Delta
Fri, Apr 10 - Sat, Apr 18
Delta Logo
11:13 am - 5:56 pm
RAP
-
MDW
5h 43m
1 stop
Delta Logo
9:23 am - 1:44 pm
MDW
-
RAP
5h 21m
1 stop
$340Delta
Thu, May 7 - Tue, May 12
Delta Logo
10:58 am - 6:36 pm
RAP
-
MDW
6h 38m
1 stop
Delta Logo
7:16 pm - 10:20 pm
MDW
-
RAP
4h 04m
1 stop
$370Delta
Sat, May 2 - Wed, May 6
Delta Logo
6:48 am - 6:31 pm
RAP
-
MDW
10h 43m
2 stops
Delta Logo
9:20 am - 3:43 pm
MDW
-
RAP
7h 23m
2 stops
$380Delta
Fri, Jul 3 - Wed, Jul 8
Delta Logo
11:00 am - 6:18 pm
RAP
-
MDW
6h 18m
1 stop
Delta Logo
9:49 am - 1:41 pm
MDW
-
RAP
4h 52m
1 stop
$384Delta
Mon, Jul 13 - Fri, Jul 24
Delta Logo
6:48 am - 6:25 pm
RAP
-
MDW
10h 37m
2 stops
Delta Logo
9:49 am - 1:41 pm
MDW
-
RAP
4h 52m
1 stop
$389Delta
Mon, Jul 13 - Fri, Jul 24
Delta Logo
6:50 am - 1:19 pm
RAP
-
MDW
5h 29m
1 stop
Delta Logo
9:23 am - 1:44 pm
MDW
-
RAP
5h 21m
1 stop
$391Delta
Sun, May 10 - Tue, May 12
Delta Logo
6:00 am - 1:32 pm
RAP
-
MDW
6h 32m
1 stop
Delta Logo
7:16 pm - 10:20 pm
MDW
-
RAP
4h 04m
1 stop
$394Delta
Thu, Apr 16 - Sat, Apr 18
Delta Logo
6:00 am - 1:24 pm
RAP
-
MDW
6h 24m
1 stop
Delta Logo
9:27 am - 3:15 pm
MDW
-
RAP
6h 48m
2 stops
$399Delta
Fri, Apr 10 - Sat, Apr 18

Delta flights from Rapid City to Chicago Midway Airport

Our best Delta deals on Rapid City to Chicago Midway Airport flight tickets
Delta
Jul 3
RAP6:48 amRapid City
10h 43m
2 stops
MDW6:31 pmChicago Midway
Jul 8
MDW9:49 amChicago Midway
4h 52m
1 stop
RAP1:41 pmRapid City
$314
Delta
Apr 10
RAP6:00 amRapid City
6h 24m
1 stop
MDW1:24 pmChicago Midway
Apr 18
MDW7:16 pmChicago Midway
4h 04m
1 stop
RAP10:20 pmRapid City
$329
Delta
May 7
RAP11:13 amRapid City
5h 43m
1 stop
MDW5:56 pmChicago Midway
May 12
MDW9:23 amChicago Midway
5h 21m
1 stop
RAP1:44 pmRapid City
$340

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 March 29, 2026.
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

Cheapest round-trip

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 7/3

6:48 am-6:31 pm

2 stops10h 43m

Chicago Midway

Wed 7/8

9:49 am-1:41 pm

1 stop4h 52m

$314
Quickest round-trip

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 4/10

6:00 am-1:24 pm

1 stop6h 24m

Chicago Midway

Sat 4/18

7:16 pm-10:20 pm

1 stop4h 04m

$329

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Thu 5/7

11:13 am-5:56 pm

1 stop5h 43m

Chicago Midway

Tue 5/12

9:23 am-1:44 pm

1 stop5h 21m

$340

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 5/2

10:58 am-6:36 pm

1 stop6h 38m

Chicago Midway

Wed 5/6

7:16 pm-10:20 pm

1 stop4h 04m

$370

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 7/3

6:48 am-6:31 pm

2 stops10h 43m

Chicago Midway

Wed 7/8

9:20 am-3:43 pm

2 stops7h 23m

$380

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Mon 7/13

11:00 am-6:18 pm

1 stop6h 18m

Chicago Midway

Fri 7/24

9:49 am-1:41 pm

1 stop4h 52m

$384

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Mon 7/13

6:48 am-6:25 pm

2 stops10h 37m

Chicago Midway

Fri 7/24

9:49 am-1:41 pm

1 stop4h 52m

$389

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sun 5/10

6:50 am-1:19 pm

1 stop5h 29m

Chicago Midway

Tue 5/12

9:23 am-1:44 pm

1 stop5h 21m

$391

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Thu 4/16

6:00 am-1:32 pm

1 stop6h 32m

Chicago Midway

Sat 4/18

7:16 pm-10:20 pm

1 stop4h 04m

$394

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 4/10

6:00 am-1:24 pm

1 stop6h 24m

Chicago Midway

Sat 4/18

9:27 am-3:15 pm

2 stops6h 48m

$399

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

Fastest flight time

5h 44m

Direct flights

None
The fastest flight from Rapid City to Chicago Midway Airport takes 5h 44m
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 5h 44m.

  • 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
Saint Joseph
Benton Harbor
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
Tue 4/28
Tue 5/5

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