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Chicago a Little Something for Everyone!

Drive into Chicago during sunset to capture the magnificent skyscape and experience Chicago in an RV! One of the largest cities in the world, Chicago offers a little something for everyone.

Chicago Skyscape
Photo Credit:

The Foodie

Chicago Style Hotdog:

It wouldn’t be a trip to Chicago without an authentic Chicago-style hotdog! Get the best in the city at Portillo’s! Experience this perfect dog fully loaded with all the fixings in a perfectly steamed poppy seed bun.

Deep Dish Pizza:

This city is famous for its delicious deep-dish pizza! Extra deep means extra room for cheese, sauce, and extra toppings! Try Chicago’s best deep dish pizza at  Pequod’s Pizza. Wash it down with their own seasonal craft beer!

For the Architect Lover

Chicago Architecture
Photo Credit:

Chicago Cultural Center:

Opened in 1897 and noted as a Chicago landmark and is the city’s official reception venue. Take the free afternoon tour and admire the stunning 38-foot-diameter mosaic glass dome.

Wrigley Building:

Comprised of two iconic buildings, both glazed in terra-cotta, they gleam in the city lights all hours of the day. Walking through the center doors brings you to a secluded park area along the Chicago River. Also, leading to the entrance of the Chicago Riverwalk.

For the Sports Fan

Chicago Bears:

Spend the afternoon with 61,500 other NFL fans at Soldier Field. Home to the Bears, feel the energy of the game at this luxury stadium offering all the food, drinks, and souvenirs you need to make this an experience you won’t forget.

Chicago White Sox:

There is no better way to spend an afternoon than at the ballpark. Cheer for the home teams as you indulge in the many classic snacks. Don’t forget to order a craft beer and heat to your seat in the Guaranteed Rate Field and watch our favorite game.

For the Beach Lover

North Avenue Beach:

One of Chicago’s most popular beaches relax and watch the waves or watch the many joggers, rollerbladers, and bikers cruise by on the Lakefront Trail. Many options to rent kayaks, SUPs, jet ski rentals. Relax in the sun and sand and take in the city Skyscape or play a round of volleyball.

Chicago Beaches
Photo Credit: Trip Advisor

Oak Street Beach:

Relax in the sand, spread out a blanket for an afternoon picnic, go for a swim or people watch. Close to downtown and the Magnificent Mile, this beach gives you an up-close view of some iconic Chicago buildings from this scenic beach.


Whatever your heart desires, this city has it! Pack the maps, rent your RV and get this fun city adventure started!

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Chicago Local Attractions

Chicago RV Rentals – Top 5 Activities

Airport RV Rentals – Chicago Illinois

Class C RV Rentals

Class C RVs are the most common type of RV. Class C RV’s are characterized by the large bed directly over the driver’s cabin. Class C’s are available in many sizes. I have seen them as small as 22’ and as larger are 35’. These motorhomes tend to sleep more people than a similar sized Class A as you get that extra bed over the driver. Most Class C RVs allow you to walk from the driver’s area into the cabin of the RV, but I have seen exceptions to this, so it is always good to ask before you rent the RV if this is important to you. This RV will tend to be a little easier to drive compared to a Class A motorhome because the wheelbase is much more similar to regular passenger vehicles. In the end, this is the most popular type of RV simply because of the extra sleeping space that it provides. Class C RV’s can be rented from almost any major city across the US including, Phoenix (PHX), Los Angeles (LAX), Chicago (ORD) San Francisco (SFO), Denver (DEN), Boston (BOS) Miami (MIA), Orlando (MCO), Ft Lauderdale (FLL) Las Vegas (LAS), RENO (RNO), New York City (NYC), Dallas (DFW), Salt Lake City (SLC), and Seattle (SEA).

3D rendering of a Class C RV, which are characterized by the large bed directly over the drivers cabin

Chicago RV Rentals – Top 5 Activities

Chicago, also known as the Windy City or Chi-town, received the Travellers’ Choice award from Trip Advisor. This city has plenty to do and is in a great location to start your North America RV trip as it gives you close access to the US and Canada. Don’t forget to discover Chi-town before continuing on your road trip. These are our five favorite things to do in the Windy City:


Chicago skyline from the SkyDeck

If you arrive in Chicago on a clear day, this should be your first experience. The tallest building in the western hemisphere offers views from the 103rd floor. What’s unique about this is the glass cubicles that you walk out onto and you can see the four states around Lake Michigan. This is a guaranteed way to conquer your fear of heights and should not be missed.

Museum of Science and Industry

Museum of Science and Industry outside Chicago

MSI Is the biggest science museum in the western hemisphere and there is plenty to see and experience! One of the most favored exhibits here is a German submarine that was captured during WW2. There is also a model railroad, a life-size coal mine replica, and Apollo 8. With over 2,000 exhibits, at least one full day is required here to do it justice.

North Avenue Beach

North Avenue Beach, Chicago

North Avenue Beach is on Lake Michigan. If you want a break from sight-seeing and city driving, enjoy a picnic here and people-watch until your heart’s content. Rent a bike to take along the riding paths, or join in a game of beach volleyball.

Michigan Avenue

Michigan Avenue looking up at airplane flying over

Catch a trolley to Michigan Avenue after spending the morning at a nearby attraction such as Lake Michigan or Navy Pier then stretch your legs while taking in all Michigan Avenue has to offer. Cross the Chicago River, window-shop, pass landmark buildings and dine.  Make sure to get a picture by the river on Michigan Avenue when it starts getting dark for a beautiful backdrop of lit-up skyscrapers reflecting on the water.

Grant Park

art sculpture chicago grant park

Grant Park is Chicago’s version of Central Park, and is known as Chicago’s ‘front-yard’. The Park is huge and offers many attractions such as Buckingham Fountain. One of the world’s largest fountains that has delightful water shows and nightly light shows from April-October. The second largest art museum in the country, the Art Institute of Chicago is also in Grant Park.

Millennium Park is about 25 square acres on the northwest side of Grant Park, it contains a music pavilion and a Ferris Wheel and was constructed to celebrate the second millennium. This section of Grant Park is known for being extremely well laid out with a Play Garden for kids and art structures to entertain the grown-ups. Cloud Gate, a famous art structure, is in Millennium Park.

You may have heard that Chicago has a fierce rivalry with the Big Apple for best pizza but Chicago is also known for its variety of ethnic foods. As a ‘city of neighbourhoods’, each neighbourhood has different specialties to tease your taste buds! Besides the food, Chi-city has very approachable locals and with museums to beaches to parks to events, the city has lots to keep you entertained.

Use our quote program at the top of this page to browse and compare prices on luxury RV rentals and motorhomes in Chicago. For one-way RV Rental options, choose your ideal pick-up and drop-off locations from the drop down menus.

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Happy Travels!

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