Chicago Luxury Day Trip from Indianapolis

Discover Chicago with us! We're a family-owned Indianapolis company on a mission to bring people together through laughter, style, and unforgettable memories. Your luxury getaway begins with our signature Red Carpet Departure, where every guest is welcomed. Enjoy comfortable round-trip luxury motorcoach travel, a dedicated Guest Experience Specialist, complimentary snacks and beverages, a Welcome Bag, souvenir T-shirt, onboard entertainment, games, trivia, and exciting giveaways. Explore some of Chicago's most celebrated destinations, including the Starbucks Reserve Roastery and Magnificent Mile, Chicago Riverwalk, Navy Pier, and Millennium Park. Whether you're traveling with family, friends, or someone special, we take care of the details so you can focus on making memories. We believe the greatest luxury isn't what you own. It's the time you spend with the people you love.

1. 1

   Millennium Park

   45 min

   Begin your Chicago adventure at the beautiful Millennium Park, home to the world-famous Cloud Gate, affectionately known as "The Bean." Capture unforgettable photos against Chicago's breathtaking skyline, admire the park's stunning architecture and public art, and enjoy one of the city's most iconic destinations. A perfect place to make memories with family and friends!

2. 2

   The Magnificent Mile

   1.5 hours

   Discover Chicago’s legendary Magnificent Mile, where world-class shopping, iconic attractions, and incredible food are all within reach! Step inside the world’s largest Starbucks, an extraordinary five-story destination filled with specialty coffees, fresh pastries, and unique gifts. For breathtaking views, head to 360 CHICAGO Observation Deck, one of the area’s top attractions, and dare to try TILT, which leans you outward over the city from the 94th floor! Browse Water Tower Place, admire the historic Chicago Water Tower, explore the Harry Potter Shop, and stroll past luxury boutiques, famous stores, and inviting restaurants. Craving a Chicago classic? Grab a slice of deep-dish pizza or shop for the perfect souvenir. Whether you're here for thrills, treats, photos, or a little retail therapy, this stop is yours to enjoy! Purchases, meals, and admission to paid attractions, including 360 CHICAGO and TILT, are not included.

3. 3

   Stop 3

   1 hour

   Experience the beauty and excitement of Chicago's famous Riverwalk, one of the city's most picturesque waterfront destinations! Stroll along the sparkling Chicago River, surrounded by magnificent skyscrapers, historic bridges, and breathtaking architecture. Discover charming outdoor cafés, waterfront restaurants, lively gathering spots, and incredible photo opportunities around every corner. Watch boats glide along the river, admire Chicago's iconic skyline, and soak up the vibrant atmosphere that makes this destination so unforgettable. Whether you're enjoying a delicious meal, taking stunning photos, relaxing by the water, or exploring the city's architectural wonders, the Chicago Riverwalk offers the perfect blend of beauty, excitement, and relaxation. Optional dining, cruises, and personal purchases are not included in the trip price.

4. 4

   Navy Pier

   2 hours

   Get ready for fun and excitement at Navy Pier, one of Chicago's most popular attractions! Located along beautiful Lake Michigan, this lively waterfront destination offers something for everyone. Take in breathtaking skyline views aboard the famous Centennial Wheel, explore unique shops, enjoy delicious restaurants, and discover exciting entertainment throughout the pier. Capture unforgettable photos along the waterfront, browse souvenirs, or simply relax while enjoying spectacular lakefront views. From family fun and sweet treats to thrilling attractions and beautiful scenery, Navy Pier is the perfect place to make lasting Chicago memories! Admission to the pier is free. Rides, dining, cruises, and other paid attractions are optional and not included in the trip price.

5. 5

   Clarence F. Buckingham Fountain

   Pass by

   Discover one of Chicago's most beautiful and iconic landmarks, the magnificent Buckingham Fountain! Located in the heart of Grant Park, this breathtaking fountain is one of the largest in the world, featuring an elegant design inspired by the Palace of Versailles. Surrounded by beautiful gardens, grand architecture, and Chicago's spectacular skyline, this historic treasure has been a beloved symbol of the Windy City since 1927. Although its famous water displays are seasonal, Buckingham Fountain remains an impressive landmark to admire from the comfort of your luxury motorcoach.

6. 6

   Tribune Tower

   Pass by

   Admire the magnificent Tribune Tower, one of Chicago's most extraordinary architectural landmarks! Located along the famous Magnificent Mile, this stunning Gothic-style skyscraper resembles a grand European cathedral, complete with intricate stone carvings, soaring spires, and remarkable details. Built in 1925, the tower features stones and fragments from famous landmarks around the world embedded in its exterior walls. From the comfort of your luxury motorcoach, discover a fascinating piece of Chicago's history and admire one of the most photographed buildings along Michigan Avenue.

7. 7

   Soldier Field

   Pass by

   Catch a glimpse of legendary Soldier Field, the iconic home of the Chicago Bears! Located along the beautiful shores of Lake Michigan, this historic stadium has been a Chicago landmark since 1924. Famous for its striking architecture, towering columns, and rich sports history, Soldier Field has hosted unforgettable NFL games, spectacular concerts, and major events. Football fans and visitors alike will appreciate seeing one of America's most recognizable stadiums while enjoying views of Chicago's magnificent lakefront from the comfort of your luxury motorcoach.

8. 8

   Wrigley Field

   Pass by

   Discover the legendary Wrigley Field, home of the Chicago Cubs and one of America's most beloved baseball stadiums! Opened in 1914, this historic landmark is famous for its ivy-covered outfield walls, iconic red marquee, and more than a century of unforgettable baseball memories. Located in Chicago's lively Wrigleyville neighborhood, this treasured stadium captures the heart and spirit of Chicago's rich sports history. A must-see landmark for baseball fans!

• Infants and small children can ride in a pram or stroller
• Not recommended for travelers with poor cardiovascular health
• Suitable for all physical fitness levels

All sales are final. No refund is available for cancellations.