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Cheap flights from Rapid City to Chicago from $128

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 2/5. 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
4:10 pm - 9:43 pm
RAP
-
ORD
4h 33m1 stop
Delta Logo
6:15 am - 10:13 am
ORD
-
RAP
4h 58m1 stop
$229Delta
Fri, Jan 16 - Sat, Jan 24
Delta Logo
10:54 am - 6:32 pm
RAP
-
MDW
6h 38m1 stop
Delta Logo
5:00 pm - 10:28 pm
MDW
-
RAP
6h 28m1 stop
$229Delta
Fri, Jan 16 - Sat, Jan 24
Delta Logo
4:10 pm - 9:43 pm
RAP
-
ORD
4h 33m1 stop
Delta Logo
6:50 am - 3:25 pm
ORD
-
RAP
9h 35m2 stops
$234Delta
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 - 9:05 pm
RAP
-
ORD
9h 11m2 stops
Delta Logo
1:55 pm - 10:28 pm
ORD
-
RAP
9h 33m2 stops
$239Delta
Sat, Jan 10 - Tue, Jan 13
United Airlines Logo
1:27 pm - 5:03 pm
RAP
-
ORD
2h 36mnonstop
United Airlines Logo
2:31 pm - 7:12 pm
ORD
-
RAP
5h 41m1 stop
$256United Airlines
Wed, Dec 24 - Thu, Jan 1
United Airlines Logo
3:35 pm - 11:59 pm
RAP
-
ORD
7h 24m1 stop
United Airlines Logo
2:31 pm - 7:12 pm
ORD
-
RAP
5h 41m1 stop
$290United Airlines
Wed, Dec 24 - Thu, Jan 1
United Airlines Logo
12:35 pm - 9:15 pm
RAP
-
ORD
7h 40m1 stop
United Airlines Logo
12:53 pm - 7:14 pm
ORD
-
RAP
7h 21m1 stop
$299United Airlines
Fri, Jan 9 - Tue, Jan 13
United Airlines Logo
12:18 pm - 9:19 pm
RAP
-
ORD
8h 01m1 stop
United Airlines Logo
8:45 am - 10:30 am
ORD
-
RAP
2h 45mnonstop
$309United Airlines
Wed, Dec 24 - Thu, Jan 1
Multiple Airlines Logo
9:17 pm - 11:21 pm
RAP
-
MDW
25h 04m1 stop
Multiple Airlines Logo
3:10 pm - 8:14 am
MDW
-
RAP
18h 04m2 stops
$577Multiple Airlines
Sat, Dec 20 - Mon, Dec 22

United Airlines flights from Rapid City to Chicago

Our best United Airlines deals on Rapid City to Chicago flight tickets
United Airlines
Dec 24
RAP1:27 pmRapid City
2h 36m
ORD5:03 pmChicago O'Hare Intl
Jan 1
ORD2:31 pmChicago O'Hare Intl
5h 41m
1 stop
RAP7:12 pmRapid City
$256
Find similar
United Airlines
Dec 24
RAP3:35 pmRapid City
7h 24m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jan 1
ORD2:31 pmChicago O'Hare Intl
5h 41m
1 stop
RAP7:12 pmRapid City
$290
Find similar
United Airlines
Jan 9
RAP12:35 pmRapid City
6h 16m
1 stop
ORD7:51 pmChicago O'Hare Intl
Jan 13
ORD1:55 pmChicago O'Hare Intl
7h 37m
1 stop
RAP8:32 pmRapid City
$299
Find similar

American Airlines flights from Rapid City to Chicago

Our best American Airlines deals on Rapid City to Chicago flight tickets
American Airlines
Dec 24
RAP2:20 pmRapid City
15h 46m
2 stops
ORD7:06 amChicago O'Hare Intl
Jan 1
ORD2:50 pmChicago O'Hare Intl
7h 30m
1 stop
RAP9:20 pmRapid City
$446
Find similar
American Airlines
Dec 18
RAP2:20 pmRapid City
7h 55m
1 stop
ORD11:15 pmChicago O'Hare Intl
Dec 21
ORD7:36 amChicago O'Hare Intl
7h 14m
1 stop
RAP1:50 pmRapid City
$535
Find similar
American Airlines
Dec 24
RAP2:20 pmRapid City
15h 46m
2 stops
ORD7:06 amChicago O'Hare Intl
Jan 1
ORD9:50 amChicago O'Hare Intl
12h 30m
2 stops
RAP9:20 pmRapid City
$558
Find similar

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 December 8, 2025.
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

Fri 1/16

4:10 pm-9:43 pm

1 stop4h 33m

Chicago O'Hare Intl

Sat 1/24

6:15 am-10:13 am

1 stop4h 58m

$229

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 1/16

10:54 am-6:32 pm

1 stop6h 38m

Chicago Midway

Sat 1/24

5:00 pm-10:28 pm

1 stop6h 28m

$229

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Tue 1/20

4:10 pm-9:43 pm

1 stop4h 33m

Chicago O'Hare Intl

Tue 1/27

6:50 am-3:25 pm

2 stops9h 35m

$234

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 - ORD

RAPORD

Rapid City

Sat 1/10

10:54 am-9:05 pm

2 stops9h 11m

Chicago O'Hare Intl

Tue 1/13

1:55 pm-10:28 pm

2 stops9h 33m

$239

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Wed 12/24

1:27 pm-5:03 pm

Nonstop2h 36m

Chicago O'Hare Intl

Thu 1/1

2:31 pm-7:12 pm

1 stop5h 41m

$256

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Wed 12/24

3:35 pm-11:59 pm

1 stop7h 24m

Chicago O'Hare Intl

Thu 1/1

2:31 pm-7:12 pm

1 stop5h 41m

$290

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Fri 1/9

12:35 pm-9:15 pm

1 stop7h 40m

Chicago O'Hare Intl

Tue 1/13

12:53 pm-7:14 pm

1 stop7h 21m

$299

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Wed 12/24

12:18 pm-9:19 pm

1 stop8h 01m

Chicago O'Hare Intl

Thu 1/1

8:45 am-10:30 am

Nonstop2h 45m

$309

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 12/20

9:17 pm-11:21 pm

1 stop25h 04m

Chicago Midway

Mon 12/22

3:10 pm-8:14 am

2 stops18h 04m

$577

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 $444. 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 $616.

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 $407. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $497.

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?

You could potentially save up to 40% on your flight if you consider stops on a Rapid City to Chicago flight.

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

$258

Fastest flight time

2h 36m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Rapid City in the past 72 hours is $258. The best round-trip flight deal from Rapid City to Chicago found on momondo in the last 72 hours is $353.
The fastest flight from Rapid City to Chicago takes 2h 36m
Direct flights go from Rapid City to Chicago every day.
There is 1 airport near Chicago: 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 36m 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
11,042 reviews
Search American Airlines flights
United AirlinesPriceFrom $210Free CancellationRating
7.4
9,076 reviews
Search United Airlines flights
DeltaPriceFrom $228Free CancellationRating
7.9
8,013 reviews
Search Delta 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
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?

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