27 days in Illinois Itinerary

27 days in Illinois Itinerary

Created using Inspirock Illinois tour planner

Make it your trip
+2
Fly to Madison, Bus to Dubuque, IA, Taxi to Galena
1
Galena
— 5 nights
Drive
2
Rockford
— 2 nights
Drive
3
Utica
— 4 nights
Drive
4
Springfield
— 5 nights
Drive
5
Collinsville
— 2 nights
Drive
6
Harrisburg
— 2 nights
Drive
7
Chicago
— 6 nights
Fly

S M T W T F S
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16

Galena

— 5 nights
Galena is the largest city in and the county seat of Jo Daviess County, Illinois, with a population of 3,429 at the 2010 census. Step out of the city life by going to Chestnut Mountain Resort and Ski Snowstar. Explore hidden gems such as Ulysses S. Grant Home and Spas. Change things up with these side-trips from Galena: Stockton Heritage Museum (in Stockton), Lock & Dam 13 Recreation Area (in Fulton) and Savanna (Savanna Train Car Museum & Iron Horse Social Club). Next up on the itinerary: get thoroughly spooked out with a ghost and vampire tour, look for all kinds of wild species at Casper Bluff Land and Water Reserve, tee off at The General at Eagle Ridge, and steep yourself in history at Dowling House.

To find maps, photos, traveler tips, and more tourist information, read Galena trip itinerary builder site.

New York City to Galena is an approximately 10-hour combination of flight, bus, and taxi. You can also drive; or take a bus. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. Plan for slightly colder temperatures traveling from New York City in December, with highs in Galena at 31°F and lows at 18°F. Wrap up your sightseeing on the 22nd (Tue) to allow time to drive to Rockford.

Things to do in Galena

Museums · Parks · Outdoors · Shopping

Side Trips

Rockford

— 2 nights
Rockford is the third largest city in the U.S. Start off your visit on the 23rd (Wed): explore the engaging exhibits at Discovery Center Museum, then admire the masterpieces at Rockford Art Museum, then examine the collection at The Eagle's Nest Art Colony Collection, and finally make a trip to Veterans' Memorial Arch. Here are some ideas for day two: take an in-depth tour of Flagg Township Museum, look for all kinds of wild species at Espencheid Memorial Forest Preserve, and then admire the natural beauty at Anderson Japanese Gardens.

To find maps, photos, ratings, and more tourist information, read our Rockford visit app.

Traveling by car from Galena to Rockford takes 2 hours. Alternatively, you can do a combination of bus and taxi; or take a bus. In December, daily temperatures in Rockford can reach 34°F, while at night they dip to 21°F. Finish up your sightseeing early on the 24th (Thu) so you can go by car to Utica.

Things to do in Rockford

Museums · Parks · Childrens Museums · Wildlife

Side Trips

Utica

— 4 nights
North Utica, often known as Utica, is a village in Utica Township, LaSalle County, Illinois. Get a sense of the local culture at IL Route 66 Association Hall of Fame & Museum and LaSalle County Historical Society & Museum. Discover out-of-the-way places like Starved Rock State Park and Matthiessen State Park. You'll find plenty of places to visit near Utica: Pontiac (International Wall Dog Mural and Sign Art Museum & Museum of the Gilding Arts) and Norwegian Settlers Memorial (in Sheridan). There's still lots to do: look for gifts at FlutterBy Gourmet Popcorn, contemplate the waterfront views at Allen Park, join the crowd at LaSalle Speedway, and immerse yourself in nature at Illini State Park.

To see where to stay, photos, traveler tips, and tourist information, you can read our Utica trip app.

Traveling by car from Rockford to Utica takes 1.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus, shuttle, and taxi. In December, plan for daily highs up to 36°F, and evening lows to 23°F. Finish up your sightseeing early on the 28th (Mon) so you can go by car to Springfield.

Things to do in Utica

Museums · Nature · Parks · Outdoors

Side Trips

Springfield

— 5 nights

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Get a sense of the local culture at Dana-Thomas House and Orpheum Children's Science Museum. Bring the kids along to Illinois State Museum and Lincoln Tomb & War Memorials. Explore the numerous day-trip ideas around Springfield: Murray Baker Bridge (in East Peoria), Peoria (Catholic Diocese of Peoria Museums, Caterpillar Visitors Center, &more) and Lincolns New Salem State Park (in Petersburg). There's much more to do: get a sense of history and politics at Illinois State Capitol, contemplate the long history of Pasfield House, take an in-depth tour of The Lincoln Home Visitor Center, and examine the collection at Chevrolet Hall of Fame Museum.

To find traveler tips, ratings, other places to visit, and other tourist information, go to the Springfield trip app.

You can drive from Utica to Springfield in 2.5 hours. Other options are to do a combination of taxi, train, and bus; or do a combination of taxi, shuttle, and flight. Expect a daytime high around 41°F in December, and nighttime lows around 26°F. Wrap up your sightseeing on the 2nd (Sat) to allow time to travel to Collinsville.

Things to do in Springfield

Museums · Historic Sites · Childrens Museums · Outdoors

Side Trips

Collinsville

— 2 nights
Collinsville is a city located mainly in Madison County, and partially in St. Start off your visit on the 3rd (Sun): get curious at Greater St. Louis Air & Space Museum, then contemplate the long history of Cahokia Mounds State Historic Site, then take in the spiritual surroundings of National Shrine of Our Lady of the Snows, and finally contemplate the long history of Scott Field Heritage Air Park. On the 4th (Mon), you'll have a packed day of sightseeing: experience rural life at Eckert's Belleville Farm, explore the activities along Carlyle Sailing association, and then admire the natural beauty at The Gardens at SIUE.

To find other places to visit, photos, maps, and tourist information, read Collinsville itinerary builder website.

Traveling by car from Springfield to Collinsville takes 1.5 hours. In January, daytime highs in Collinsville are 41°F, while nighttime lows are 23°F. Wrap up your sightseeing on the 4th (Mon) to allow time to travel to Harrisburg.

Things to do in Collinsville

Historic Sites · Parks · Childrens Museums · Museums

Side Trips

Harrisburg

— 2 nights
Harrisburg is a city in and the county seat of Saline County, Illinois, United States. On the 5th (Tue), take in breathtaking views at Little Grand Canyon, identify plant and animal life at Garden of the Gods, and then get engrossed in the history at Shawneetown Bank State Historic Site. Keep things going the next day: look for all kinds of wild species at Little Grassy Fish Hatchery, then immerse yourself in nature at Giant City State Park, and then examine the collection at The Science Center Of Southern Illinois.

To see traveler tips, where to stay, more things to do, and other tourist information, use the Harrisburg online attractions planner.

Drive from Collinsville to Harrisburg in 2.5 hours. In January, daytime highs in Harrisburg are 41°F, while nighttime lows are 23°F. Cap off your sightseeing on the 6th (Wed) early enough to travel to Chicago.

Things to do in Harrisburg

Parks · Wildlife · Nature · Museums

Side Trips

Chicago

— 6 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do some cultural sightseeing at Holy Name Cathedral and Garfield Park Conservatory. Visiting Lake Michigan and Illinois Beach State Park will get you outdoors. You'll find plenty of places to visit near Chicago: Baha'i House of Worship (in Wilmette), Chicago Botanic Garden (in Glencoe) and Riverwalk Lot (in Naperville). The adventure continues: enjoy some diversion at Maggie Daley Park, explore the galleries of Chicago Cultural Center, wander the streets of Lincoln Park, and see the interesting displays at Money Museum at the Federal Reserve Bank.

For other places to visit, reviews, ratings, and other tourist information, read our Chicago road trip planning site.

You can drive from Harrisburg to Chicago in 5.5 hours. Alternatively, you can do a combination of car and flight. Traveling from Harrisburg in January, things will get little chillier in Chicago: highs are around 32°F and lows about 18°F. Wrap up your sightseeing on the 12th (Tue) to allow time to travel back home.

Things to do in Chicago

Parks · Historic Sites · Museums · Neighborhoods

Side Trips

Illinois travel guide

4.4
Observation Decks · Parks · Art Museums
The Prairie State
The most populous state in the country's Midwest region, Illinois features a diverse landscape that includes both the enormous urban sprawl of Chicago and flat central plains, devoted almost entirely to farmland. With a great selection of things to do, Chicago is the state's centerpiece, featuring world-famous architecture and renowned museums. Farther away from this giant urban center, you can explore historical landmarks dedicated to local heroes Abraham Lincoln and Ernest Hemingway. The state also includes a prehistoric Native American site, one of only 20 World Heritage Sites in the United States, a unique feature well-worth adding to your itinerary.