Category Chicago Day Trips

Chicago · CHICAGO DAY TRIPS

15 Chicago Day Trips Worth Booking

16 tours

The city has 16 chicago day trips on offer and these 15 are the ones that hold up. Prices, durations and the details that matter are below, so you can choose in five minutes and get on with the rest of the trip.

Frank Lloyd Wright’s Home & Studio Tour Ticket

Frank Lloyd Wright's Home & Studio Tour Ticket - Stop 1: Inside Frank Lloyd Wright’s Home and Studio

1.Frank Lloyd Wright’s Home & Studio Tour Ticket

★★★★★★★★★★4.5 · 133 reviews · 1 hour (approx.) Our pick

Guided 1-hour visit to Frank Lloyd Wright’s Oak Park Home and Studio, a first masterpiece shaped over decades, in a small group.

“Unfortunately Viator.com charged for the tour 25 USD per ticket while it is available at Wright‘s Home & Studio for 20 USD. Other than that a great experience”

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Frank Lloyd Wright Robie House Admission

Frank Lloyd Wright Robie House Admission - Price Value: What You Get for Admission (Without the Guesswork)

2.Frank Lloyd Wright Robie House Admission

★★★★★★★★★★4.0 · 130 reviews · 1 hour (approx.)

Guided, 1-hour Robie House tour in Chicago with mobile tickets and UNESCO Prairie design details at UChicago. Timed entry matters.

“The tour operator was wonderful. We have used Viator before. BUT this time we were lucky to be able to take the tour. Viator did NOT explain to us that we needed to request a tour time with the Robie house. We were there at 10 a m and fortunately they had two spaces available for the 2 p m tour ( if they had no availability we would have just been out of luck). This is something Viator needs to explain to purchasers when they make their purchase”

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Downtown Galena Food and Drink Tour

Downtown Galena Food and Drink Tour - Root Beer Revelry, soda culture and classic cravings

3.Downtown Galena Food and Drink Tour

★★★★★★★★★★5.0 · 52 reviews · 2 hours 30 minutes (approx.) · from $86Top rated

Taste downtown Galena on a 5-stop small-group food and drink tour with empanadas, wine and cheese, root beer soda, Mediterranean tapas, and craft beer.

“This was such a fun experience. My husband and I enjoyed all the different stops with the owners and people. We loved the food!! ❤️ the empanadas, grilled cheese, pulled pork roll and mini doughnuts. Perfect little date adventure for a galena weekend trip!”

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Chicago to Milwaukee Day Trip: City Tour with Miller Brewery

Chicago to Milwaukee Day Trip: City Tour with Miller Brewery - Getting picked up in Chicago, then riding north without the stress

Groovy Galena Scavenger Hunt

Groovy Galena Scavenger Hunt - Getting Oriented at Galena Roasters (Start Point That Sets the Tone)

6.Groovy Galena Scavenger Hunt

★★★★★★★★★★3.0 · 15 reviews · 2 hours (approx.)

A remote-host digital scavenger hunt in Galena that mixes photos, puzzles, and walk-or-drive checkpoints for about 2 hours.

“My friends and I would never pay money for this activity again or recommend this to anyone. It wasn’t fun or what we expected at all. If you could refund the$72 that would be great.”

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Chicago to Milwaukee Day Trip with Brewery Tour & City Highlights

Chicago to Milwaukee Day Trip with Brewery Tour & City Highlights - Milwaukee’s Harley-Davidson Museum Stop: Optional, But a Big Personality

7.Chicago to Milwaukee Day Trip with Brewery Tour & City Highlights

★★★★★★★★★★5.0 · 8 reviews · 8 to 10 hours (approx.) · from $125

Chicago to Milwaukee day trip with lakefront sights and optional Harley-Davidson and Miller Brewery tours, plus Public Market stops.

“Just before we were heading back to Chicago The operator will tell you that you owe him a $12 per person service fee after paying $125.00 per person. We told him we were paid in full. He insisted but we didn’t give him any more money. At first he didn’t start driving but after about 10 minutes he started driving us back to Chicago. Smh”

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Murder Mystery Detective Experience in Springfield IL

Murder Mystery Detective Experience in Springfield IL - Price and time value for a 2.5-hour mystery

8.Murder Mystery Detective Experience in Springfield IL

★★★★★★★★★★4.0 · 7 reviews · 2 hours 30 minutes (approx.) · from $14Best value

Play a Springfield murder mystery on your phone with walking or driving maps, 16 voiced characters, and Normal or Hard modes.

“Directions need some work. Mapquest or google maps , whichever Viator uses, missed the mark quite often. Without the photo clue it would be tough to follow.”

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Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle - Timing Math: The Real Reason This Can Run Long

9.Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

★★★★★★★★★★3.5 · 7 reviews · from $300

Private luxury vehicle drive through Oak Park Frank Lloyd Wright sites from Chicago, see 25 buildings with flexible photo stops.

“I think the description of this tour is misleading. The entire experience was driving past FLW's houses. We got NO, NONE, NOTHING from our driver. What's the point for $300 I could have taken a Uber for less.”

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Frank Lloyd Wright Tour in Oak Park

Frank Lloyd Wright Tour in Oak Park - Meet at Woodbine and Chicago, Then Keep the Day Moving

10.Frank Lloyd Wright Tour in Oak Park

★★★★★★★★★★5.0 · 6 reviews · from $35

A 1-hour Oak Park walking tour tracing Frank Lloyd Wright’s early work with a small group, expert docent talks, and mostly exterior views.

“Guide was knowledgeable and willing to answer questions. The walking pace was perfect and the small group size made for a wonderful experience. Would highly recommend.”

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Springfield Self-Guided Walking Audio Tour

Springfield Self-Guided Walking Audio Tour - Price and value: how $14.99 turns into more than a one-time tour

Zipline Adventure in Galena, Illinois

Zipline Adventure in Galena, Illinois - Ground School Coaching You Have to Pass

12.Zipline Adventure in Galena, Illinois

★★★★★★★★★★5.0 · 5 reviews · 2 hours 30 minutes (approx.) · from $103

Galena IL zipline adventure by Long Hollow Canopy Tours with a UTV ride, 6 ziplines, a 140-foot sky bridge, and a 40-foot rappel.

“Absolutely fabulous! Great experience and terrific instructors. They need to get a raise, a very big one.”

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Private SUV Transfer Between O’Hare airport & Downtown Madison WI

Private SUV Transfer Between O'Hare airport & Downtown Madison WI - Private SUV Comfort OHare to Madison, what you’re really buying

Private Transfer ORD Airport to Chicago / Milwaukee / Oak Brook

Private Transfer ORD Airport to Chicago / Milwaukee / Oak Brook - Price and Value: Why $45.83 Can Make Sense

14.Private Transfer ORD Airport to Chicago / Milwaukee / Oak Brook

★★★★★★★★★★3.5 · 4 reviews · 20 to 45 minutes (approx.) · from $45

Private ORD transfer with an air-conditioned car, clear pickup timing, and one suitcase rule, heading to Chicago, Milwaukee, or Oak Brook.

“Driver left when the queue to get through immigration was 2 hours. Made no attempt to get in contact and would not give a refund even though I then had to get another taxi. Terrible customer service”

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