I 90 $west, Purple Heart Memorial Highway
800.1 mi11 hours 45 mins
| Head north on North LaSalle Street | 100 feet | |
| Turn left onto West Randolph Street | 0.7 mi | |
| Take the ramp on the right towards I 90 West | 800 feet | |
| Merge right onto Kennedy Expressway (I 90 W) | 0.5 mi | |
| Keep right onto Kennedy Expressway (I 90 W) | 6.9 mi | |
| Keep left towards I 90 West: O'Hare Airport | 5.9 mi | |
| Continue onto Jane Addams Memorial Tollway (I 90 W) | 1.7 mi | |
| Keep left onto Jane Addams Memorial Tollway (I 90 W) | 77.3 mi | |
| Continue onto I 39 N | 4.4 mi | |
| Take exit 183 towards CTH S | 0.3 mi | |
| Keep right at the fork | 300 feet | |
| Go straight onto Shopiere Road (CTH S) | 0.6 mi | |
| Turn left onto South Lathers Road | 1.3 mi | |
| Turn left onto County Highway J (CTH J) | 0.5 mi | |
| Turn right to stay on County Highway J (CTH J) | 3.5 mi | |
| Turn left onto East Avalon Road | 0.4 mi | |
| Take the ramp | 14.4 mi | |
| Continue onto I 39 N | 56.8 mi | |
| Continue onto I 90 | 60.8 mi | |
| Keep left towards I 90 West: Tomah | 519.2 mi | |
| Take the ramp towards US 83 North: Pierre State Capitol | 0.4 mi | |
| Keep left at the fork | 300 feet | |
| Turn right onto US 83 | 33.8 mi | |
| Turn left onto South Pierre Street (US 14) | 800 feet | |
| Continue left onto South Euclid Avenue (US 14) | 1.1 mi | |
| Make a slight right onto US 14 E | 3.5 mi | |
| Continue onto US 14 | 4.2 mi | |
| Turn left onto 297th Avenue | 0.5 mi | |
| Turn left onto 203rd Street | 1.0 mi | |
| You have arrived at your destination |
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Chicago, Illinois - South Dakota