$144+ Cheap flights from Rapid City (RAP) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
RAP — CHI
Jul 13 — Jul 201
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Rapid City to ChicagoExplore the most affordable flight options available from Rapid City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 13, 2026.
Explore the most affordable flight options available from Rapid City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 13, 2026.
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/293:26 pm
RAP
- ORD
Nonstop2h 34m
American Airlines
Wed 8/51:20 pm
ORD
- RAP
Nonstop2h 30m
American Airlines
Deal found 6/9![American Airlines logo]()
$251
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:35 pm
RAP
- ORD
Nonstop2h 24m
United Airlines
Sat 7/259:30 pm
ORD
- RAP
Nonstop2h 46m
United Airlines
Deal found 6/9![United Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:41 pm
RAP
- ORD
Nonstop2h 29m
American Airlines
Sun 7/51:20 pm
ORD
- RAP
Nonstop2h 35m
American Airlines
Deal found 6/11![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:56 pm
RAP
- ORD
1 stop6h 18m
American Airlines
Tue 9/225:00 am
ORD
- RAP
1 stop5h 47m
American Airlines
Deal found 6/10![American Airlines logo]()
$271
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:37 pm
RAP
- ORD
Nonstop2h 24m
United Airlines
Sat 10/248:47 am
ORD
- RAP
Nonstop2h 28m
United Airlines
Deal found 6/10![United Airlines logo]()
$273
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:00 pm
RAP
- ORD
1 stop6h 39m
American Airlines
Mon 7/69:40 am
ORD
- RAP
Nonstop2h 34m
American Airlines
Deal found 6/8![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/84:55 pm
RAP
- ORD
1 stop6h 55m
American Airlines
Wed 7/155:00 am
ORD
- RAP
1 stop5h 47m
American Airlines
Deal found 6/10![American Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:55 am
RAP
- MDW
1 stop3h 56m
Delta
Sat 10/249:55 am
MDW
- RAP
1 stop6h 51m
Delta
Deal found 6/10![Delta logo]()
$280
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/204:00 pm
RAP
- ORD
1 stop4h 34m
Delta
Mon 11/235:20 pm
ORD
- RAP
1 stop6h 19m
Delta
Deal found 6/9![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:31 pm
RAP
- ORD
Nonstop2h 24m
United Airlines
Wed 9/161:30 pm
ORD
- RAP
1 stop5h 23m
United Airlines
Deal found 6/13![United Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:53 pm
RAP
- ORD
1 stop5h 51m
United Airlines
Wed 7/225:00 am
ORD
- RAP
1 stop5h 19m
United Airlines
Deal found 6/8![United Airlines logo]()
$293
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:48 am
RAP
- MDW
1 stop5h 21m
Delta
Sat 7/186:55 pm
MDW
- RAP
1 stop4h 31m
Delta
Deal found 6/9![Delta logo]()
$309
Best flights from Rapid City to ChicagoDiscover carefully curated flight deals from Rapid City to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 13, 2026.
Discover carefully curated flight deals from Rapid City to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 13, 2026.
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:35 pm
RAP
- ORD
Nonstop2h 24m
United Airlines
Sat 7/259:30 pm
ORD
- RAP
Nonstop2h 46m
United Airlines
Deal found 6/9![United Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:48 am
RAP
- MDW
1 stop5h 21m
Delta
Sat 7/186:55 pm
MDW
- RAP
1 stop4h 31m
Delta
Deal found 6/9![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/174:55 pm
RAP
- ORD
1 stop6h 55m
American Airlines
Sun 7/195:00 am
ORD
- RAP
1 stop5h 47m
American Airlines
Deal found 6/8![American Airlines logo]()
$372
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/184:40 pm
RAP
- ORD
1 stop5h 09m
United Airlines
Sun 7/195:00 am
ORD
- RAP
1 stop5h 20m
United Airlines
Deal found 6/10![United Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:48 am
RAP
- ORD
1 stop7h 13m
Delta
Mon 9/76:00 am
ORD
- RAP
1 stop5h 02m
Delta
Deal found 6/10![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:00 am
RAP
- ORD
Nonstop2h 34m
United Airlines
Wed 7/228:45 am
ORD
- RAP
Nonstop2h 39m
United Airlines
Deal found 6/8![United Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:53 pm
RAP
- ORD
1 stop5h 51m
United Airlines
Mon 7/139:30 pm
ORD
- RAP
Nonstop2h 46m
United Airlines
Deal found 6/11![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:55 am
RAP
- MDW
1 stop6h 06m
Delta
Sun 8/97:25 pm
MDW
- RAP
1 stop4h 12m
Delta
Deal found 6/11![Delta logo]()
$427
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/213:31 pm
RAP
- ORD
1 stop6h 18m
United Airlines
Thu 7/235:00 am
ORD
- RAP
1 stop5h 19m
United Airlines
Deal found 6/12![United Airlines logo]()
$382
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
RAP
- ORD
Nonstop2h 34m
United Airlines
Tue 7/79:30 pm
ORD
- RAP
Nonstop2h 46m
United Airlines
Deal found 6/12![United Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:48 am
RAP
- MDW
1 stop5h 19m
Delta
Tue 9/227:13 pm
MDW
- RAP
1 stop4h 06m
Delta
Deal found 6/10![Delta logo]()
$483
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:00 am
RAP
- ORD
Nonstop2h 34m
United Airlines
Tue 6/309:30 pm
ORD
- RAP
Nonstop2h 46m
United Airlines
Deal found 6/11![United Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:55 am
RAP
- MDW
2 stops10h 42m
Delta
Sat 10/2412:30 pm
MDW
- RAP
1 stop4h 16m
Delta
Deal found 6/10![Delta logo]()
$520
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:48 am
RAP
- MDW
1 stop5h 19m
Delta
Wed 9/167:13 pm
MDW
- RAP
1 stop4h 06m
Delta
Deal found 6/10![Delta logo]()
$559
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:48 am
RAP
- MDW
1 stop5h 21m
Delta
Tue 8/49:59 am
MDW
- RAP
1 stop6h 50m
Delta
Deal found 6/13![Delta logo]()
$599
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:48 am
RAP
- MDW
1 stop5h 21m
Delta
Tue 7/141:18 pm
MDW
- RAP
2 stops10h 08m
Delta
Deal found 6/8![Delta logo]()
$612
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:48 am
RAP
- MDW
1 stop5h 22m
Delta
Sun 8/307:25 pm
MDW
- RAP
1 stop4h 12m
Delta
Deal found 6/11![Delta logo]()
$739
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:00 am
RAP
- MDW
1 stop6h 18m
Delta
Sun 7/127:06 pm
MDW
- RAP
1 stop4h 20m
Delta
Deal found 6/11![Delta logo]()
$758
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:48 am
RAP
- MDW
1 stop5h 21m
Delta
Sat 7/259:19 am
MDW
- RAP
2 stops7h 10m
Delta
Deal found 6/9![Delta logo]()
$783
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1811:00 am
RAP
- MDW
1 stop5h 52m
Delta
Sun 7/199:54 am
MDW
- RAP
1 stop6h 35m
Delta
Deal found 6/10![Delta logo]()
$789
Last-minute flights from Rapid City to ChicagoDiscover last-minute flight deals from Rapid City to Chicago. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Rapid City to Chicago. Data last updated June 13, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:00 pm
RAP
- ORD
1 stop6h 39m
American Airlines
Mon 7/69:40 am
ORD
- RAP
Nonstop2h 34m
American Airlines
Deal found 6/8![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2911:00 am
RAP
- ORD
1 stop5h 02m
Delta
Mon 7/65:57 pm
ORD
- RAP
1 stop5h 40m
Delta
Deal found 6/8![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:48 am
RAP
- MDW
1 stop5h 21m
Delta
Sat 7/186:55 pm
MDW
- RAP
1 stop4h 31m
Delta
Deal found 6/9![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:41 pm
RAP
- ORD
Nonstop2h 29m
American Airlines
Sun 7/51:20 pm
ORD
- RAP
Nonstop2h 35m
American Airlines
Deal found 6/11![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:48 am
RAP
- MDW
1 stop5h 21m
Delta
Tue 7/147:06 pm
MDW
- RAP
1 stop4h 20m
Delta
Deal found 6/8![Delta logo]()
$487
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/84:55 pm
RAP
- ORD
1 stop6h 55m
American Airlines
Wed 7/155:00 am
ORD
- RAP
1 stop5h 47m
American Airlines
Deal found 6/10![American Airlines logo]()
$280
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:53 pm
RAP
- ORD
1 stop5h 51m
United Airlines
Wed 7/159:30 pm
ORD
- RAP
Nonstop2h 46m
United Airlines
Deal found 6/10![United Airlines logo]()
$297
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:53 pm
RAP
- ORD
1 stop5h 51m
United Airlines
Wed 7/225:00 am
ORD
- RAP
1 stop5h 19m
United Airlines
Deal found 6/8![United Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:35 pm
RAP
- ORD
Nonstop2h 24m
United Airlines
Sat 7/259:30 pm
ORD
- RAP
Nonstop2h 46m
United Airlines
Deal found 6/9![United Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:31 pm
RAP
- ORD
1 stop6h 21m
Delta
Sat 7/256:25 pm
ORD
- RAP
1 stop5h 01m
Delta
Deal found 6/9![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:48 am
RAP
- MDW
1 stop5h 21m
Delta
Sat 7/256:55 pm
MDW
- RAP
1 stop4h 31m
Delta
Deal found 6/9![Delta logo]()
$524
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/293:26 pm
RAP
- ORD
Nonstop2h 34m
American Airlines
Wed 8/51:20 pm
ORD
- RAP
Nonstop2h 30m
American Airlines
Deal found 6/9![American Airlines logo]()
$251
One-way flights from Rapid City to ChicagoSearch for one-way flight options from Rapid City to Chicago. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
Search for one-way flight options from Rapid City to Chicago. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:58 am
RAP
- ORD
1 stop7h 10m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/34:20 pm
RAP
- ORD
1 stop23h 44m
Sun Country Air
Deal found 6/9![Sun Country Air logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:33 pm
RAP
- ORD
1 stop15h 51m
Sun Country Air
Deal found 6/8![Sun Country Air logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/243:21 pm
RAP
- ORD
1 stop24h 43m
Sun Country Air
Deal found 6/13![Sun Country Air logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:06 pm
RAP
- ORD
1 stop30h 31m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/910:06 pm
RAP
- ORD
1 stop30h 31m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:09 pm
RAP
- ORD
1 stop22h 55m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$171
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/912:41 pm
RAP
- ORD
Nonstop2h 29m
American Airlines
Deal found 6/11![American Airlines logo]()
$174
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:00 am
RAP
- ORD
Nonstop2h 34m
United Airlines
Deal found 6/13![United Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/129:50 pm
RAP
- ORD
1 stop30h 47m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:36 pm
RAP
- ORD
1 stop16h 06m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:58 pm
RAP
- MDW
2 stops36h 09m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$199
Find flight deals from Rapid City to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Rapid City (RAP) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (American Airlines) |
One-way from | $144 (Mytrip) |
Popular in | January |
Cheapest in | February |
Average price | $415 |
Good round-trip deal | $363 or less |
Good one-way deal | $262 or less |
Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated June 13, 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
Cheapest round-trip
Quickest round-trip
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Thu 7/23
1:35 pm-4:59 pm
Nonstop2h 24m
Chicago O'Hare Intl
Sat 7/25
9:30 pm-11:16 pm
Nonstop2h 46m
$260
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Sat 7/18
4:40 pm-10:49 pm
1 stop5h 09m
Chicago O'Hare Intl
Sun 7/19
5:00 am-9:20 am
1 stop5h 20m
$297
Rapid CityChicago
RAP - MDW
RAPMDW
Rapid City
Tue 6/30
6:48 am-1:09 pm
1 stop5h 21m
Chicago Midway
Sat 7/18
6:55 pm-10:26 pm
1 stop4h 31m
$309
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Fri 7/17
6:00 am-9:34 am
Nonstop2h 34m
Chicago O'Hare Intl
Wed 7/22
8:45 am-10:24 am
Nonstop2h 39m
$337
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Fri 7/10
5:53 pm-12:44 am
1 stop5h 51m
Chicago O'Hare Intl
Mon 7/13
9:30 pm-11:16 pm
Nonstop2h 46m
$351
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Fri 9/4
6:48 am-3:01 pm
1 stop7h 13m
Chicago O'Hare Intl
Mon 9/7
6:00 am-10:02 am
1 stop5h 02m
$364
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Fri 7/17
4:55 pm-12:50 am
1 stop6h 55m
Chicago O'Hare Intl
Sun 7/19
5:00 am-9:47 am
1 stop5h 47m
$372
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Tue 7/21
3:31 pm-10:49 pm
1 stop6h 18m
Chicago O'Hare Intl
Thu 7/23
5:00 am-9:19 am
1 stop5h 19m
$382
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Sat 7/4
6:00 am-9:34 am
Nonstop2h 34m
Chicago O'Hare Intl
Tue 7/7
9:30 pm-11:16 pm
Nonstop2h 46m
$388
Rapid CityChicago
RAP - ORD
RAPORD
Rapid City
Fri 6/26
6:00 am-9:34 am
Nonstop2h 34m
Chicago O'Hare Intl
Tue 6/30
9:30 pm-11:16 pm
Nonstop2h 46m
$424
Showing 1-10 of 35 resultsSorted by cheapest first
Compare providers for flights from Rapid City to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Rapid City to Chicago in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Rapid City-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Rapid City-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Rapid City-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Rapid City-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Rapid City-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Rapid City to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Rapid City with our price prediction graph.
RAP-CHI
RAP-ORD
RAP-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Rapid City to Chicago
RAP-CHI
RAP-ORD
RAP-MDW
What is the cheapest month to book a flight from Rapid City to Chicago?
Currently, April is the cheapest month in which you can book a flight from Rapid City to Chicago (average of $187). Flying from Rapid City to Chicago in January is currently the most expensive (average of $248). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from RAP to CHI?
Find hourly flight availability from Rapid City to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 13, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Rapid City to Chicago as you normally would.
Weekly flight availability from Rapid City to Chicago
Explore weekly flight availability from Rapid City to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 13, 2026.
The most flights from RAP to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Rapid City to Chicago?
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 13, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Rapid City to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Rapid City to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Chicago
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Rapid City and Chicago flights
Browse other Rapid City and Chicago flight options. Last updated on June 13, 2026.
Other flights from Rapid City
Browse through other flights departing from Rapid City. Flights are based on user searches made on Cheapflights and were last updated on June 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Rapid City to Chicago
Discover the top 2 airlines that operate flights from Rapid City to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$187 | Average$297 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$219 | Average$335 | FlexibilityNo cancel fee | On-time69% |