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Cheap flights from Rapid City to Chicago from $133

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 2/26. 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.
United Airlines Logo
9:20 am - 12:45 pm
RAP
-
ORD
2h 25mnonstop
United Airlines Logo
7:55 pm - 9:36 pm
ORD
-
RAP
2h 41mnonstop
$209United Airlines
Thu, Apr 9 - Sun, Apr 12
United Airlines Logo
4:15 pm - 12:30 am
RAP
-
ORD
7h 15m
1 stop
United Airlines Logo
7:55 pm - 9:36 pm
ORD
-
RAP
2h 41mnonstop
$228United Airlines
Thu, Apr 9 - Sun, Apr 12
Delta Logo
4:29 pm - 9:30 pm
RAP
-
ORD
4h 01m
1 stop
Delta Logo
6:51 pm - 10:27 pm
ORD
-
RAP
4h 36m
1 stop
$229Delta
Sat, Feb 21 - Sat, Feb 28
Delta Logo
10:54 am - 4:14 pm
RAP
-
MDW
4h 20m
1 stop
Delta Logo
11:45 am - 3:44 pm
MDW
-
RAP
4h 59m
1 stop
$229Delta
Sat, Feb 21 - Sat, Feb 28
Delta Logo
10:54 am - 6:01 pm
RAP
-
ORD
6h 07m
1 stop
Delta Logo
2:05 pm - 10:27 pm
ORD
-
RAP
9h 22m
2 stops
$234Delta
Sat, Feb 21 - Sat, Feb 28
United Airlines Logo
5:35 pm - 12:58 am
RAP
-
ORD
6h 23m
1 stop
United Airlines Logo
9:05 am - 10:36 am
ORD
-
RAP
2h 31mnonstop
$239United Airlines
Fri, May 1 - Sun, May 3
American Airlines Logo
11:44 am - 3:10 pm
RAP
-
ORD
2h 26mnonstop
American Airlines Logo
9:40 am - 11:15 am
ORD
-
RAP
2h 35mnonstop
$248American Airlines
Wed, May 13 - Wed, May 27
Delta Logo
6:00 am - 1:05 pm
RAP
-
MDW
6h 05m
1 stop
Delta Logo
9:50 am - 3:44 pm
MDW
-
RAP
6h 54m
1 stop
$249Delta
Sun, Feb 22 - Sun, Mar 1
United Airlines Logo
2:52 pm - 10:52 pm
RAP
-
ORD
7h 00m
1 stop
United Airlines Logo
8:40 am - 1:13 pm
ORD
-
RAP
5h 33m
1 stop
$258United Airlines
Fri, Feb 13 - Sun, Feb 15
Delta Logo
4:29 pm - 9:30 pm
RAP
-
ORD
4h 01m
1 stop
Delta Logo
6:15 am - 10:20 am
ORD
-
RAP
5h 05m
1 stop
$270Delta
Thu, Mar 5 - Sun, Mar 8

United Airlines flights from Rapid City to Chicago

Our best United Airlines deals on Rapid City to Chicago flight tickets
United Airlines
Apr 9
RAP9:20 amRapid City
2h 25m
ORD12:45 pmChicago O'Hare Intl
Apr 12
ORD7:55 pmChicago O'Hare Intl
2h 41m
RAP9:36 pmRapid City
$209
United Airlines
Apr 9
RAP4:15 pmRapid City
7h 15m
1 stop
ORD12:30 amChicago O'Hare Intl
Apr 12
ORD7:55 pmChicago O'Hare Intl
2h 41m
RAP9:36 pmRapid City
$228
United Airlines
May 1
RAP5:35 pmRapid City
6h 23m
1 stop
ORD12:58 amChicago O'Hare Intl
May 3
ORD9:05 amChicago O'Hare Intl
2h 31m
RAP10:36 amRapid City
$239

Delta flights from Rapid City to Chicago

Our best Delta deals on Rapid City to Chicago flight tickets
Delta
Feb 21
RAP4:29 pmRapid City
4h 01m
1 stop
ORD9:30 pmChicago O'Hare Intl
Feb 28
ORD6:51 pmChicago O'Hare Intl
4h 36m
1 stop
RAP10:27 pmRapid City
$229
Delta
Feb 21
RAP10:54 amRapid City
6h 07m
1 stop
ORD6:01 pmChicago O'Hare Intl
Feb 28
ORD2:05 pmChicago O'Hare Intl
9h 22m
2 stops
RAP10:27 pmRapid City
$234
Delta
Feb 22
RAP6:00 amRapid City
6h 05m
1 stop
MDW1:05 pmChicago Midway
Mar 1
MDW9:50 amChicago Midway
6h 54m
1 stop
RAP3:44 pmRapid City
$249

momondo Fare Finder

 
Customize your flight search to find flights from Rapid City to Chicago 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 January 26, 2026.
Use the filters below to find and compare flights from Rapid City to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Thu 4/9

9:20 am-12:45 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sun 4/12

7:55 pm-9:36 pm

Nonstop2h 41m

$209

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Thu 4/9

4:15 pm-12:30 am

1 stop7h 15m

Chicago O'Hare Intl

Sun 4/12

7:55 pm-9:36 pm

Nonstop2h 41m

$228

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Sat 2/21

4:29 pm-9:30 pm

1 stop4h 01m

Chicago O'Hare Intl

Sat 2/28

6:51 pm-10:27 pm

1 stop4h 36m

$229

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 2/21

10:54 am-4:14 pm

1 stop4h 20m

Chicago Midway

Sat 2/28

11:45 am-3:44 pm

1 stop4h 59m

$229

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Sat 2/21

10:54 am-6:01 pm

1 stop6h 07m

Chicago O'Hare Intl

Sat 2/28

2:05 pm-10:27 pm

2 stops9h 22m

$234

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Fri 5/1

5:35 pm-12:58 am

1 stop6h 23m

Chicago O'Hare Intl

Sun 5/3

9:05 am-10:36 am

Nonstop2h 31m

$239

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Wed 5/13

11:44 am-3:10 pm

Nonstop2h 26m

Chicago O'Hare Intl

Wed 5/27

9:40 am-11:15 am

Nonstop2h 35m

$248

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sun 2/22

6:00 am-1:05 pm

1 stop6h 05m

Chicago Midway

Sun 3/1

9:50 am-3:44 pm

1 stop6h 54m

$249

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Fri 2/13

2:52 pm-10:52 pm

1 stop7h 00m

Chicago O'Hare Intl

Sun 2/15

8:40 am-1:13 pm

1 stop5h 33m

$258

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Thu 3/5

4:29 pm-9:30 pm

1 stop4h 01m

Chicago O'Hare Intl

Sun 3/8

6:15 am-10:20 am

1 stop5h 05m

$270

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

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 month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Rapid City, with most prices found around $289. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Rapid City to Chicago during August average around $309.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $459. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Rapid City to Chicago for around $603.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Rapid City to Chicago during this time can be as low as $418. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $496.

What is the cheapest Rapid City to Chicago flight route?

Fly from Rapid City to Chicago O'Hare Intl for the best Rapid City - Chicago flight prices

What cabin class options are available on Rapid City to Chicago flights?

There are 4 cabin classes available to choose from on Rapid City to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Rapid City to Chicago flights?

No. A direct flight is the cheapest option for a flight between Rapid City to Chicago.

When to book flights from Rapid City to Chicago

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

Cheap Rapid City to Chicago (RAP to CHI) flight deals and tips

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

Best Price Found

$290

Fastest flight time

2h 14m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Chicago

3 airports
The best one-way flight to Chicago from Rapid City in the past 72 hours is $290. The best round-trip flight deal from Rapid City to Chicago found on momondo in the last 72 hours is $491.
The fastest flight from Rapid City to Chicago takes 2h 14m
Direct flights go from Rapid City to Chicago on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Rapid City there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Rapid City to Chicago by plane?

    The straight-line distance from Rapid City to Chicago is 801.5 mi. 2h 14m is a normal flight duration for this route.

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

    Prices for flights from Rapid City Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Rapid City Airport to Chicago?

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Rapid City Airport to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Rapid City to Chicago?

  • What is the most popular airline from Rapid City to Chicago?

Best airlines flying from Rapid City to Chicago

Compare and see reviews for airlines that fly from Rapid City to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $189Free CancellationRating
7.2
11,189 reviews
Search American Airlines flights
United AirlinesPriceFrom $210Free CancellationRating
7.4
9,199 reviews
Search United Airlines flights

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
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?

Yes. momondo enables you to select and highlight flights to Chicago from Rapid City with this policy.

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?

Yes momondo offers price alerts on flights to Chicago from Rapid City. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport