7 days in Searcy, Springfield & Chicago Itinerary

Created using Inspirock United States journey planner
Make it your trip
Drive
1
Searcy
— 1 night
Drive
2
Springfield
— 2 nights
Fly
3
Chicago
— 3 nights
Fly

S M T W T F S
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Searcy — 1 night

Searcy is the largest city and county seat of White County, Arkansas, United States. On the 20th (Thu), trek along Mossy Bluff Buckeye Trail, then see what you can catch with Bud Lady Fishing Guide Service, and then trek along Collins Creek Cascade. Get ready for a full day of sightseeing on the 21st (Fri): stroll the grounds of Camp Nelson Confederate Cemetery.

To find where to stay, photos, traveler tips, and tourist information, go to the Searcy trip itinerary planner.

Dallas to Searcy is an approximately 5.5-hour car ride. Traveling from Dallas in October, expect Searcy to be little chillier, temps between 75°F and 52°F. Wrap up your sightseeing by early afternoon on the 21st (Fri) to allow time for the car ride to Springfield.
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Outdoors · Parks · Trails · Tours
Side Trips
Find places to stay Oct 20 — 21:

Springfield — 2 nights

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Kick off your visit on the 22nd (Sat): get engrossed in the history at Abraham Lincoln Presidential Library and Museum, then see the interesting displays at Illinois State Museum, then steep yourself in history at Dana-Thomas House, and finally walk around Union Square Park. On your second day here, make a trip to Lincoln Tomb & War Memorials, then steep yourself in history at Old State Capitol, and then get engrossed in the history at Lincoln Home National Historic Site.

For photos, traveler tips, ratings, and more tourist information, read our Springfield day trip planning app.

You can drive from Searcy to Springfield in 6.5 hours. Another option is to drive. Prepare for a bit cooler weather when traveling from Searcy in October: high temperatures in Springfield hover around 70°F and lows are around 47°F. Finish your sightseeing early on the 23rd (Sun) to allow enough time to fly to Chicago.
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Museums · Historic Sites · Parks
Find places to stay Oct 21 — 23:

Chicago — 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, admire the local landmark of Buckingham Fountain, walk around Millennium Park, and shop like a local with The Magnificent Mile.

For other places to visit, maps, where to stay, and other tourist information, read Chicago trip planner.

Getting from Springfield to Chicago by flight takes about 2.5 hours. Other options: drive; or take a train. When traveling from Springfield in October, plan for slightly colder days in Chicago, with highs around 65°F, while nights are about the same with lows around 49°F. Cap off your sightseeing on the 26th (Wed) early enough to catch the flight back home.
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Museums · Childrens Museums · Neighborhoods · Parks
Find places to stay Oct 23 — 26: