A Travel Price Comparison for United States of America Clearwater vs. Chicago for Attractions, Food, Nightlife, and Beaches

Should you visit Clearwater or Chicago?

Which is cheaper to visit? Which is more expensive for vacation?

Which city should you visit? Read on to compare the activities as well as the prices of travel for Clearwater and Chicago. We'll break down costs for accommodation, food, transportation and more to help you learn more about these two destinations. Then, you can figure out if either of these two places are accessible based on your travel budget, schedule, and interests. So, let's dig into it.

Clearwater

Clearwater is a outdoorsy, adventure-filled, and relaxing coastal city. Other popular activities here include scuba diving and snorkeling, beaches, and shopping.

Chicago

Chicago is a edgey, cosmopolitan, and diverse city. It's an amazing and huge city with tons of activities and things to do. It's a gorgeous place to visit. It's also known for live music, food, and beaches.

Clearwater and Chicago: Pros and Cons

Is there more to do in Clearwater or Chicago?

You'll generally find more things to do in Chicago than Clearwater. Chicago is bigger than Clearwater, and it also has more attractions and activities for travelers. Chicago is better known for its museums & sights, theatre productions, food, nightlife, music, shopping, christmas markets, big city activities, and impressive beauty, while Clearwater is more popular for its resorts, scuba diving & snorkeling, and beaches. Clearwater is well known for its beautiful white sand beaches, laid back atmosphere, and watersports. Chicago is well known for its thriving sports scene, its iconic local cuisine, and its world class shopping at the Magnificent Mile. Also, Chicago is famous for The Willis Tower (previously the Sears Tower).

How is Clearwater different from Chicago?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Chicago and Clearwater. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Clearwater or Chicago?

Chicago is a world-class destination for its sights and museums. Also, Clearwater is not as famous, but is still a good coastal city to visit for its museums and history.

Visitors will find world class museums and historical sights in Chicago that are not to be missed. There are countless landmarks, museums, and iconic sights in the area. Some of the most famous are the Art Institute of Chicago, Adler Planetarium, and the Museum of Science and Industry. Notable landmarks include the famous Willis Tower - formerly the Sears Tower, Buckingham Fountain, and the iconic Cloud Gate (the bean).

Clearwater offers many unique museums, sights, and landmarks that will make for a memorable trip. Perhaps most well known is the Clearwater Marine Aquarium, but there are also a surprising number of museums nearby such as the Dalí Museum, the impressive Chihuly Glass Museum, and the Museum of Fine Arts.

Is Clearwater or Chicago Better for Theater?

Chicago is a world-class destination for theatre. However, Clearwater is not a theatre destination.

Chicago is considered to be a world-class theater destination. Theater is big here with many of the major Broadway productions visiting the city. There is also an endless list of smaller, local theaters to choose from.

Clearwater is not a theatre destination.

Is the Food Better in Clearwater or Chicago? Which Destination has the Best Restaurants?

Chicago is a world-class destination for its local cuisine and restaurants. Also, Clearwater is not as famous, but is still a good coastal city to visit for its restaurants.

Eat your way through Chicago, as it has many local or world renowned restaurants to choose from. With everything from award-winning luxury restaurants to local dives, this city has something for everyone. It also has very distinct local flavors and dishes that create an identity and bring great pride to the locals. While you're in town you have to try the famous deep dish pizza, Chicago style hot dogs, and Italian beef.

Clearwater has a huge number of terrific restaurants. Head to the waterfront for some of the best seafood. Unfortunately this is also where you'll find the highest prices. Shrimp, crab, and a fresh catch of the day are common on many menus.

Is Clearwater or Chicago Better for Nightlife?

Chicago is a world-class destination for nightlife. Also, Clearwater is not as famous, but is still a good coastal city to visit for nightlife and partying.

People head to Chicago just to party. It has a wide range of activities at night, with everything from theater and comedy clubs to dance venues, sporting events, and local bars. It's easy to fill many evenings with whatever activity appeals to you. Popular bars and clubs include the Smart Bar, Beauty Bar, and Le Nocturne.

With a handful of venues, visitors can find a fairly lively vibe in Clearwater. You'll find laid back beach clubs, glitzy wine bars, and relaxed bars where you can spend a nice night out.

Is Clearwater or Chicago Better for Music?

Chicago is a world-class destination for live music. However, Clearwater is not a live music destination.

Chicago is a world class music destination. The city is the birthplace of such interesting styles as modern gospel and the Chicago style blues.

Clearwater is not a live music destination.

Is Clearwater or Chicago Better for Resorts?

Clearwater is a great destination for its resorts. However, Chicago is not a resort destination.

Vacationers can choose from a number of terrific resorts in Clearwater. You'll find a number of nice resorts along the coastline. Some of the most popular are the Sandpearl Resort, the Opal Sands Resort, and the Clearwater Beach Marriott.

Chicago is not a resort destination.

Is Clearwater or Chicago Better for Scuba Diving and Snorkeling?

Clearwater is very good for snorkeling and scuba diving. However, Chicago is not a scuba or snorkeling destination.

It's worth going snorkeling or scuba diving in Clearwater. There's both snorkeling and diving nearby. Some of the best dive spots are within and hour of the shore and you'll find diving shops that offer trips.

Chicago is not a scuba or snorkeling destination.

Is Clearwater or Chicago Better for Beaches?

Clearwater is renowned for the beach. Also, Chicago is still popular, but not quite as popular for its beaches.

With world-famous beaches, Clearwater is a very popular vacation destination. Clearwater Beach is on many lists as one of the best beaches in America. It's the most popular beach in the area and it spreads out over 2.5 miles. Sand Key Beach is another popular destination as is the pristine Caladesi Island State Park.

Chicago has a beach worth visiting. While you don't immediately think of beaches when you think of Chicago, there are some nice beaches by the lake. If the weather is nice, it's a great area to spend some time.

Is the Shopping Better in Clearwater or Chicago?

Chicago is a world-class destination for shopping. Also, Clearwater is not as famous, but is still a good coastal city to visit for its shopping opportunities.

Chicago is a famous shopping destination with plenty of stores. There are countless neighborhoods that are filled with boutiques, local vendors, and art galleries. The city has some of the country's best shopping opportunities, and the most notable area is the famous Michigan Avenue and the Magnificent Mile.

Shopping is a popular activity when visiting Clearwater. You'll find all of the standard shopping options in the area such as malls, shopping centers, and outlets. Westfield Countryside Mall is a popular destination as is the Cleveland Street District.

Is Clearwater or Chicago Better for Christmas?

Chicago is notable for its Christmas activities. However, Clearwater does not offer Christmas activities.

Chicago is an extremely popular place to visit during the Christmas season. There's a number of seasonal celebrations, ice skating, and excellent shopping.

Clearwater does not offer Christmas activities.

Is Clearwater or Chicago Better for Christmas Markets?

Chicago is a good destination for its Christmas markets. However, Clearwater does not offer Christmas markets.

Visiting the Christmas markets is popular in Chicago. Shopping is a highlight of a trip to the city, and the Christkindlmarkt is not to be missed.

Clearwater does not offer Christmas markets.

Is Clearwater or Chicago Better for Families?

Chicago is a world-class destination for its family-friendly activities. Also, Clearwater is not as famous, but is still a good coastal city to visit for its kid-friendly activities.

With a huge array of activities for kids, Chicago is very family-friendly. The city has a large number of activities for kids, including zoos, Shedd Aquarium, impressive children's museums, and large and elaborate playgrounds in Millennium Park. It's easy to keep kids entertained in this very kid-focused city.

Because of its large number of kid-friendly activities, Clearwater is very family-friendly. Check out the playground and activities around Pier 60. Less crowded and family-friendly Sand Key Park is another favorite spot and the playgrounds at New Coachman Park and Crest Lake Park are also fun. Clearwater Marine Aquarium is another popular attraction for visitors with kids.

Is Clearwater or Chicago Better for Couples?

Clearwater is a great destination for couples. Also, Chicago is still popular, but not quite as popular for romance.

Couples visit Clearwater frequently as it offers plenty of romantic activities. There are beautiful parks and beaches as well as romantic activities like sunset cruises and dolphin spotting tours. Couples will also enjoy dining on local seafood and shopping at the local venues.

Chicago is a nice destination for couples. Couples will enjoy exploring the city's vibrant theater scene and diverse neighborhoods. There are many varied restaurants and entertainment options that make for a great date night. There are also sporting events, parks, and gardens where couples can explore.

Is Clearwater or Chicago Better for Backpackers and Budget Travelers?

Chicago is a good destination for backpackers. However, Clearwater is a mediocre coastal city for backpackers and budget travelers.

Plenty of backpackers visit Chicago. The city doesn't have a huge backpacker vibe, but it does have a number of hostels that help keep costs in check.

Clearwater is a challenging destination for budget travelers and backpackers due to the higher prices. There is a hostel in town, and you'll find more affordable prices than in some nearby beach destinations.

Is Clearwater or Chicago Better for Students?

Chicago is a world-class destination for students. However, Clearwater is not popular with students.

Chicago is a very popular place to visit for students. The city has a large number of universities that bring in students from around the country and around the globe. It's a huge international city with economic ties and many opportunities connected to the universities.

Clearwater is not popular with students.

Is Clearwater or Chicago Better for Public Transit? Which Is Easier to Get Around Without a Car?

Chicago is a world-class destination for its public transit. However, Clearwater is a mediocre coastal city for times when you don't have a car.

With a huge network, the transit system in Chicago can get you around easily. There's a subway (the "L"), a commuter well, as well as buses and countless taxis available.

Public transit is mostly limited in Clearwater. The Clearwater Jolley Trolley connects some of the area's highlights. There are also public buses that run several routes through town.

Is Clearwater or Chicago a more walkable city?

Chicago is notable for its walkability. Also, Clearwater is not as famous, but is still a good coastal city to visit for its high level of walkability.

Chicago is very walkable. The city has many restaurants, sights, and hotels that are easily accessible on foot.

Clearwater is a somewhat walkable place. The waterfront and downtown areas are surprisingly walkable.

For even more information, also check out Is Clearwater Worth Visiting? and Is Chicago Worth Visiting?.

Should I spend more time in Chicago or Clearwater?

How long in Clearwater or Chicago?

In either Clearwater or Chicago, you'll find plenty of activities to fill your time. In our opinion, Chicago has more to see and do, so we recommend spending more time in Chicago than Clearwater. However, 3-5 days is a good amount of time to spend in either destination.

Families should spend more time in Chicago than Clearwater. Because of the many family-friendly attractions and fun things to do for kids in Chicago, it's a great place to visit with the whole family.

Couples should spend more time in Chicago than Clearwater. You'll find plenty of romantic sights and fun activities in Chicago that are perfect for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Chicago than Clearwater if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Chicago.

One day in Clearwater or Chicago?

In Clearwater, you'll find shopping and museums. Travelers enjoy the resorts in the area as well. One reason most visitors come is for the beaches. This coastal city offers something for everyone. One day is usually not enough time for a trip here as there is plenty to do.

When visiting Chicago, people usually allow for lots of time. Anyone can find something fun to do here. But since there are so many activities, you'll likely want to spend more than one day exploring.

A weekend in Clearwater or Chicago?

In Clearwater, you'll find museums and nightlife. The length of your trip often depends on your style of travel. Most people come for the beaches. One reason most visitors come is for the beaches. Since there is so much to do in the area, a weekend is probably not enough for all of it.

When visiting Chicago, people usually allow for lots of time. It offers something for everyone. With so much to do, a weekend is probably not enough time to see everything.

Five days in Clearwater or Chicago?

Clearwater is a great place to explore. It is common to spend five days here. You can also relax and pamper yourself at one of the resorts. Five days is a great amount of time to relax and see the many things that Clearwater has to offer. Anyone can find something fun to do here.

Chicago, a popular city, is full of activities for travelers. This is a popular place to visit for five days. In five days, you should have a good grasp of this city. Your budget might influence how long you stay.

A week in Clearwater or Chicago?

It's hard to know how much time to spend in Clearwater. Many people enjoy the food and scuba diving and snorkeling when visiting Clearwater. One reason most visitors come is for the beaches. It's also a relaxing resort destination. One week may feel like too much time unless you plan to do a lot of relaxing.

Chicago is a popular place that is full of things to see and experience. One week is plenty of time to see everything, even with extra days to spare. It has many unique tourist attractions and fascinating things to do.

For some great organized tour ideas, see The Best Luxury Tours to United States of America, The Best Tours for Seniors to United States of America, The Best Contiki Tours to United States of America, and The Best G Adventures Tours to United States of America.

When comparing the travel costs between Clearwater and Chicago, we can see that Clearwater is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Since both cities are in North America, it's no surprise that their costs are relatively close, as many destinations here have somewhat similar travel prices overall.

If you're trying to decide if either of these two destinations are within your price range, also see Is Clearwater Expensive? and Is Chicago Expensive?.

Which is Bigger, Clearwater or Chicago?

Chicago has a larger population, and is about 30 times larger than the population of Clearwater. When comparing the sizes of Clearwater and Chicago, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.

When is the best time to visit Clearwater or Chicago?

Both destinations experience a temperate climate with four distinct seasons. And since both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Clearwater or Chicago in the Summer?

The summer attracts plenty of travelers to both Clearwater and Chicago. Many travelers come to Clearwater for the beaches, snorkeling, and the family-friendly experiences. Also, many visitors come to Chicago in the summer for the beaches, the city activities, the music scene, and the family-friendly experiences.

In July, Clearwater is generally a little warmer than Chicago. Daily temperatures in Clearwater average around 82°F (28°C), and Chicago fluctuates around 77°F (25°C).

People are often attracted to the plentiful sunshine in Chicago this time of the year. In Clearwater, it's very sunny this time of the year. Clearwater usually receives less sunshine than Chicago during summer. Clearwater gets 265 hours of sunny skies, while Chicago receives 326 hours of full sun in the summer.

Chicago receives a lot of rain in the summer. Clearwater gets a good bit of rain this time of year. In July, Clearwater usually receives more rain than Chicago. Clearwater gets 8.4 inches (214 mm) of rain, while Chicago receives 3.9 inches (100 mm) of rain each month for the summer.

Should I visit Clearwater or Chicago in the Autumn?

The autumn brings many poeple to Clearwater as well as Chicago. Many visitors come to Clearwater in the autumn for the shopping scene. Also, most visitors come to Chicago for the city's sights and attractions, the shopping scene, the music scene, and the natural beauty of the area during these months.

Clearwater is much warmer than Chicago in the autumn. The daily temperature in Clearwater averages around 75°F (24°C) in October, and Chicago fluctuates around 56°F (14°C).

People are often attracted to the plentiful sunshine in Clearwater this time of the year. In the autumn, Clearwater often gets more sunshine than Chicago. Clearwater gets 234 hours of sunny skies this time of year, while Chicago receives 195 hours of full sun.

Clearwater usually gets more rain in October than Chicago. Clearwater gets 2.6 inches (65 mm) of rain, while Chicago receives 2.2 inches (56 mm) of rain this time of the year. Keep in mind that June to November is the hurricane season in Clearwater.

Should I visit Clearwater or Chicago in the Winter?

Both Chicago and Clearwater are popular destinations to visit in the winter with plenty of activities. Most visitors come to Clearwater for the museums, the shopping scene, and the cuisine during these months. Also, the winter months attract visitors to Chicago because of the museums, the Christmas ambience, the shopping scene, the theater shows, and the cuisine.

The weather in Chicago can be very cold. In the winter, Clearwater is much warmer than Chicago. Typically, the winter temperatures in Clearwater in January average around 60°F (15°C), and Chicago averages at about 25°F (-4°C).

The sun comes out a lot this time of the year in Clearwater. Clearwater usually receives more sunshine than Chicago during winter. Clearwater gets 200 hours of sunny skies, while Chicago receives 134 hours of full sun in the winter.

In January, Clearwater usually receives more rain than Chicago. Clearwater gets 2.3 inches (59 mm) of rain, while Chicago receives 1.9 inches (47 mm) of rain each month for the winter.

Should I visit Clearwater or Chicago in the Spring?

Both Chicago and Clearwater during the spring are popular places to visit. The spring months attract visitors to Clearwater because of the beaches. Furthermore, the beaches, the activities around the city, and the natural beauty are the main draw to Chicago this time of year.

In April, Clearwater is generally much warmer than Chicago. Daily temperatures in Clearwater average around 71°F (22°C), and Chicago fluctuates around 52°F (11°C).

In Chicago, it's very sunny this time of the year. It's quite sunny in Clearwater. In the spring, Clearwater often gets more sunshine than Chicago. Clearwater gets 299 hours of sunny skies this time of year, while Chicago receives 218 hours of full sun.

Chicago gets a good bit of rain this time of year. Clearwater usually gets less rain in April than Chicago. Clearwater gets 2.1 inches (53 mm) of rain, while Chicago receives 4.3 inches (108 mm) of rain this time of the year. Also, June to November in Clearwater is the hurricane season.

Typical Weather for Chicago and Clearwater