RAP - CHI

$150 Find Cheap Flights from Rapid City to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$321
Typical prices: $283-$461
American Airlines
Wed 12/12Sat 12/15
RAP - ORD • 1 stop
Cheapest non-stop
$339
Typical prices: $289-$467
United Airlines
Wed 12/12Sat 12/15
RAP - ORD • Non-stop
Nonstop flights
Every day
You can fly direct with United Airlines. Average duration is 2h 33m
Direct flights
+1
Direct flights
+1
Top routes
RAP - MDW
Cheapest • 4% average savings
RAP - ORD
Most popular
Insights
Insights
When to travel
April
Cheapest • 27% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Minneapolis St Paul (MSP)
Cheapest • Avg $362 (round-trip)
Denver Intl (DEN)
Shortest trip • 5h 37m (one-way)
Insights
Insights
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Expert advice
Flight Deals

Cheap Flights from Rapid City to Chicago (RAP-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Rapid City to Chicago

Sat, Dec 12 - Tue, Dec 15
American Airlines Logo
1:09 pm - 11:04 pmRAP  Rapid City-ORD Chicago O'Hare Intl
8h 55m1 stop Dallas/Fort Worth
American Airlines Logo
3:04 pm - 9:32 pmORD  Chicago O'Hare Intl-RAP Rapid City
7h 28m1 stop Dallas/Fort Worth
$321American Airlines
Sat, Dec 12 - Tue, Dec 15
Delta Logo
11:06 am - 4:43 pmRAP  Rapid City-ORD Chicago O'Hare Intl
4h 37m1 stop Minneapolis St Paul
Delta Logo
6:20 am - 10:38 amORD  Chicago O'Hare Intl-RAP Rapid City
5h 18m1 stop Minneapolis St Paul
$321Delta
Sat, Dec 5 - Tue, Dec 8
Delta Logo
6:42 am - 2:53 pmRAP  Rapid City-ORD Chicago O'Hare Intl
7h 11m1 stop Minneapolis St Paul
Delta Logo
5:33 pm - 10:46 pmORD  Chicago O'Hare Intl-RAP Rapid City
6h 13m1 stop Minneapolis St Paul
$321Delta
Sat, Dec 5 - Tue, Dec 8
Delta Logo
4:36 pm - 9:35 pmRAP  Rapid City-ORD Chicago O'Hare Intl
3h 59m1 stop Minneapolis St Paul
Delta Logo
7:05 am - 3:53 pmORD  Chicago O'Hare Intl-RAP Rapid City
9h 48m2 stops Detroit Metropolitan Wayne County Minneapolis St Paul
$326Delta
Sat, Dec 12 - Tue, Dec 15
United Airlines Logo
6:00 am - 9:34 amRAP  Rapid City-ORD Chicago O'Hare Intl
2h 34mnonstop
United Airlines Logo
7:50 pm - 9:42 pmORD  Chicago O'Hare Intl-RAP Rapid City
2h 52mnonstop
$339United Airlines
Fri, Jan 29 - Sat, Jan 30
United Airlines Logo
6:00 am - 9:39 amRAP  Rapid City-ORD Chicago O'Hare Intl
2h 39mnonstop
United Airlines Logo
7:45 pm - 9:38 pmORD  Chicago O'Hare Intl-RAP Rapid City
2h 53mnonstop
$339United Airlines
Sat, Dec 5 - Tue, Dec 8
United Airlines Logo
6:00 am - 9:34 amRAP  Rapid City-ORD Chicago O'Hare Intl
2h 34mnonstop
United Airlines Logo
7:50 pm - 9:42 pmORD  Chicago O'Hare Intl-RAP Rapid City
2h 52mnonstop
$339United Airlines
Fri, Jan 29 - Sat, Jan 30
American Airlines Logo
1:07 pm - 7:54 pmRAP  Rapid City-ORD Chicago O'Hare Intl
5h 47m1 stop Dallas/Fort Worth
American Airlines Logo
12:05 pm - 8:23 pmORD  Chicago O'Hare Intl-RAP Rapid City
9h 18m1 stop Dallas/Fort Worth
$340American Airlines
Fri, Apr 23 - Mon, Apr 26
American Airlines Logo
11:53 am - 3:20 pmRAP  Rapid City-ORD Chicago O'Hare Intl
2h 27mnonstop
American Airlines Logo
9:45 am - 11:23 amORD  Chicago O'Hare Intl-RAP Rapid City
2h 38mnonstop
$359American Airlines
Fri, Apr 23 - Mon, Apr 26
American Airlines Logo
4:54 pm - 11:44 pmRAP  Rapid City-ORD Chicago O'Hare Intl
5h 50m1 stop Dallas/Fort Worth
American Airlines Logo
9:45 am - 11:23 amORD  Chicago O'Hare Intl-RAP Rapid City
2h 38mnonstop
$369American Airlines
Booking Insights

Price, demand and travel trends for Rapid City to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Rapid City to Chicago?

Round-trip flights from Rapid City to Chicago typically range from $283 to $461. The lowest price found in the past 5 days was $321, on American Airlines.

What is the cheapest Rapid City to Chicago flight route?

There's little price difference between Rapid City to Chicago routes. They average around $328 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Rapid City to Chicago?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Rapid City to Chicago. It’s 13% cheaper than the average day, while Monday is the most expensive, with prices 55% higher.

What’s the cheapest month to fly from Rapid City to Chicago?

•April is the cheapest month to fly from Rapid City to Chicago at $249 round-trip.
•December ($529) and October ($448) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 112% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

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Expert advice

Expert advice for your flight from Rapid City to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more

Key details for Rapid City to Chicago flights

Low season

November

Cheapest flight

$139
Beat the crowds with an average 37% drop in travelers.
The most popular month to fly with an average 41% increase in travelers.
One-way flight from Rapid City to Chicago Midway Airport

When to book flights from Rapid City to Chicago

Are your dates flexible? Find out the best times to travel from Rapid City to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Rapid City to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Rapid City to Chicago?

    These are the earliest and latest flight times available from Rapid City to Chicago:

    • Earliest: departs at 6:00 am and lands at 8:33 am
    • Latest: departs at 1:32 pm and lands at 4:05 pm.

    The flight takes about 2h 33m.

  • What cabin classes can I book on flights from Rapid City to Chicago?

    Only Economy Class is available on flights from Rapid City to Chicago.

  • How long is a flight from Rapid City to Chicago?

    A nonstop flight from Rapid City to Chicago takes 2h 33m, covering 793 miles.

  • Do I need a passport to fly from Rapid City to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Rapid City to Chicago flight?

    Round-trip flights from Rapid City to Chicago range from $283 to $461, with an average of $341 over the past 12 months. Anything below $283 counts as a good deal.

  • How much can I save by taking a layover when flying from Rapid City to Chicago?

    On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $343 round-trip, compared to $362 via a layover through Minneapolis St Paul (MSP).

  • What is the standard checked-bag allowance on flights from Rapid City to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Rapid City to Chicago spread across the day?

    Afternoon is the busiest departure period on Rapid City to Chicago flights, with 100% of flights leaving in that window. Morning departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Rapid City to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $321 to $2,821. That means the highest observed fare was about 9x higher than the lowest one.

  • Which airlines offer Wi-Fi on Rapid City to Chicago flights?

    American Airlines is the only airline on the Rapid City to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Rapid City to Chicago looking right now?

    One-way fares from Rapid City to Chicago are currently in line with typical prices for this route. Average one-way fares are about $266.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) — daily rates averaging $84:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from Rapid City to Chicago?

    Flights from Rapid City to Chicago usually depart from Rapid City (RAP) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airports do connecting flights from Rapid City to Chicago pass through?

    One-stop flights from Rapid City to Chicago most commonly connect through:

    • Minneapolis St Paul (MSP) - 60% of one-stop connections
    • Denver Intl (DEN) - 34% of one-stop connections
    • Dallas/Fort Worth (DFW) - 6% of one-stop connections

  • Can I save money by using flexible dates for flights from Rapid City to Chicago?

    Yes. Flexible dates can save you up to 44% on flights from Rapid City to Chicago. Tuesday is the cheapest departure day at $298 round-trip on average, while Monday is the most expensive at $529, a difference of $231.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Rapid City to Chicago?

    Only United Airlines operates flights between Rapid City and Chicago.

  • How much time can I save by choosing a different layover airport from Rapid City to Chicago?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 5h 19m, compared with 5h 37m via Denver Intl (DEN) and 6h 18m via Dallas/Fort Worth (DFW).

  • What is the time difference between Rapid City and Chicago?

    Chicago is 1 hour ahead of Rapid City (Central Time vs Mountain Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Rapid City to Chicago flights?

    Among airlines operating Rapid City to Chicago flights:

    • United Airlines: offers free seat selection
    • American Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Rapid City to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Rapid City to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Monday. On this route, Tuesday flights average $298, about $231 less than Monday fares (44% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Rapid City to Chicago trip for April. Fares historically average $249 round-trip in that month - typically $280 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

Prefer to fly direct from Rapid City to Chicago?

 
Find which airlines fly direct from Rapid City Airport to Chicago, which days they fly and book direct flights.

Direct departures

Rapid City to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Rapid City

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

More options for your flight from Rapid City to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago