A Travel Price Comparison for Families, Couples, and Backpackers Cabo San Lucas vs. Chicago for Attractions, Food, Nightlife, and Families

Should you visit Cabo San Lucas or Chicago?

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

Trying to figure out where to travel next? This travel comparison between Cabo San Lucas and Chicago can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Cabo San Lucas

Cabo San Lucas is a scenic, idyllic, and wild city. The famous beauty of this place is one of the main draws. Other popular activities here include shopping, museums, and nightlife.

Chicago

Chicago is a multicultural, edgey, and cosmopolitan 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.

Cabo San Lucas and Chicago: Pros and Cons

Is there more to do in Cabo San Lucas or Chicago?

Visitors will usually find more to do in Chicago than Cabo San Lucas, as it offers more sights, attractions, and activities. Chicago is better known for its museums, theatre productions, food, music, shopping, christmas markets, and big city activities, while Cabo San Lucas is more popular for its resorts, scuba diving & snorkeling, beaches, historical sights, hiking, and impressive beauty. Cabo San Lucas is more touristy than Chicago and is known for its beautiful coastline, all-inclusive resorts, and vibrant nightlife scene. 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 Cabo San Lucas different from Chicago?

Which is Better for a Holiday?

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

Are the Museums and Historical Sights Better in Cabo San Lucas or Chicago?

Chicago is a world-class destination for its museums and landmarks. Also, Cabo San Lucas is still popular, but not quite as popular for its historical sights.

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).

Cabo San Lucas offers a variety of museums and landmarks to choose from. There are several historical sights in the area such as the Church of Saint Luke and San Jose del Cabo.

Is Cabo San Lucas or Chicago Better for Theater?

Chicago is a world-class destination for theatre. However, Cabo San Lucas is not a theatre destination.

Visitors will find world class theater shows, plays, and musicals in Chicago that are not to be missed. 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.

Cabo San Lucas is not a theatre destination.

Is the Food Better in Cabo San Lucas or Chicago? Which Destination has the Best Restaurants?

Chicago is a world-class destination for its restaurant scene. Also, Cabo San Lucas is still popular, but not quite as popular for its local flavors and cuisine.

Many restaurants in Chicago have been singled out for their culinary prowess. 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.

Cabo San Lucas has a huge number of terrific restaurants. If you step away from the all-you-can-eat buffets in the resorts, and the tourist hot spots, you'll find some excellent local Mexican cuisine and nice fine dining restaurants. Fresh seafood and local produce make the dishes unique.

Is Cabo San Lucas or Chicago Better for Nightlife?

It's hard to distinguish whether Cabo San Lucas or Chicago has a better nightlife scene.

People head to Cabo San Lucas just to party. It has a long reputation of being one of Mexico's best party destinations. There are wild, all-night dance parties, crazy and crowded clubs, and music that lasts well into the morning. The best nightlife can be found in the blocks around Plaza Bonita, near the marina boardwalk.

The nightlife in Chicago is well established with world renowned clubs and venues. 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.

Is Cabo San Lucas or Chicago Better for Music?

Chicago is a world-class destination for live music. However, Cabo San Lucas 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.

Cabo San Lucas is not a live music destination.

Is Cabo San Lucas or Chicago Better for Resorts?

Cabo San Lucas is a great destination for its resorts. However, Chicago is not a resort destination.

Vacationers can choose from a number of terrific resorts in Cabo San Lucas. Many of the resorts are along parts of the coastline where it's not safe to swim. If you really want to enjoy swimming at a beachfront property, make sure you do some research in advance. Medano Beach is a nice area to consider.

Chicago is not a resort destination.

Is Cabo San Lucas or Chicago Better for Scuba Diving and Snorkeling?

Cabo San Lucas is a great destination for snorkeling and scuba diving. However, Chicago is not a scuba or snorkeling destination.

There is a nice variety of marine life that makes scuba diving and snorkeling great in Cabo San Lucas. There are many snorkeling and scuba diving excursions that go out on half day and full day trips. Some of the best snorkeling is found at Cabo Pulmo, which has the only living coral reef in the Sea of Cortez.

Chicago is not a scuba or snorkeling destination.

Is Cabo San Lucas or Chicago Better for Beaches?

Cabo San Lucas is a great destination for the beach. Also, Chicago is still popular, but not quite as popular for its beaches.

Cabo San Lucas is a very popular place to visit for its beaches. Because of the water conditions, it's not safe to swim at many of the beaches in the area. This is particularly true on the Pacific side of the city. Many people consider Medano Beach to be one of the best in the area, but also nice are Lover's Beach, the ironically named Divorce Beach, and Chileno Beach.

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 Cabo San Lucas or Chicago Better for its Old Town?

Cabo San Lucas is a great destination for its historic old town charm. However, Chicago does not have a historic old town.

There is a nice variety of sights in the old town of Cabo San Lucas. San Jose del Cabo is an "old town" that's a bit outside of town. It's particularly nice to visit on Thursdays when there's a nice market.

Chicago does not have a historic old town.

Is Cabo San Lucas or Chicago Better for Hiking?

Cabo San Lucas is a great destination for its hiking experiences. However, Chicago is not a hiking destination.

You'll find a nice variety of hiking trails around Cabo San Lucas. It's not hard to get out into nature and you'll find many great hiking trails that go through varied and beautiful landscapes.

Chicago is not a hiking destination.

Is the Shopping Better in Cabo San Lucas or Chicago?

Chicago is a world-class destination for shopping. Also, Cabo San Lucas is still popular, but not quite as popular 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.

Cabo San Lucas is well-known for its shopping. There are many great shopping areas where you can pick up souvenirs or other interesting items to remember your trip. There are mall, markets, and boutique vendors that sell a variety of products.

Is Cabo San Lucas or Chicago Better for Christmas?

Chicago is a great destination for its Christmas activities. However, Cabo San Lucas does not offer Christmas activities.

Visitors come from all around to experience the Christmas activities in Chicago. There's a number of seasonal celebrations, ice skating, and excellent shopping.

Cabo San Lucas does not offer Christmas activities.

Is Cabo San Lucas or Chicago Better for Christmas Markets?

Chicago is a city with good options for its Christmas markets. However, Cabo San Lucas does not offer Christmas markets.

Chicago is a nice place to see Christmas markets. Shopping is a highlight of a trip to the city, and the Christkindlmarkt is not to be missed.

Cabo San Lucas does not offer Christmas markets.

Is Cabo San Lucas or Chicago Better for Families?

Chicago is a world-class destination for its family-friendly activities. Also, Cabo San Lucas is still popular, but not quite as popular for its kid-friendly activities.

Chicago is an extremely popular city to visit for families. 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, Cabo San Lucas is very family-friendly. Kids will love the snorkeling, boat rides, and kid-friendly cuisine. There are many places where kids can get up close and personal with animals, such as Wild Canyon’s Kingdom or camel riding. You might even be able to see migrating whales during your visit. Surfing, fishing, and hiking are also popular in the area.

Is Cabo San Lucas or Chicago Better for Couples?

Cabo San Lucas is renowned for couples. Also, Chicago is still popular, but not quite as popular for romance.

For those traveling as a couple, Cabo San Lucas has plenty to offer. It has long been a favorite honeymoon destination and couples who enjoy a beach paradise with wildlife, diving, and outdoor adventures will appreciate Cabo San Lucas. There's also amazing Mexican food and world class resorts.

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 Cabo San Lucas or Chicago Better for Backpackers and Budget Travelers?

Cabo San Lucas is a great destination for backpackers. Also, Chicago is still popular, but not quite as popular for backpackers and budget travelers.

Cabo San Lucas is a very popular city for backpackers and budget travelers. It's a popular tourist destination, and there are a number of hostels and activities that backpackers will enjoy.

It's common for backpackers to 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.

Is Cabo San Lucas or Chicago Better for Students?

Chicago is a world-class destination for students. However, Cabo San Lucas is not popular with students.

Chicago is a very popular city 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.

Cabo San Lucas is not popular with students.

Is Cabo San Lucas 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. Also, Cabo San Lucas is still popular, but not quite as popular 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.

While Cabo San Lucas offers some public transit options, it might not be your first choice. Buses make up the main form of public transit. They are called Subercabos and run between Cabo San Lucas and San Jose del Cabo.

Is Cabo San Lucas or Chicago a more walkable city?

Cabo San Lucas and Chicago both are superb when exploring on foot.

Cabo San Lucas is very walkable. The town is relatively easy to walk around with many things close together.

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

For even more information, also check out Is Cabo San Lucas Worth Visiting? and Is Chicago Worth Visiting?.

Should I spend more time in Chicago or Cabo San Lucas?

How long in Cabo San Lucas or Chicago?

In either Cabo San Lucas or Chicago, you'll find plenty of activities to fill your time. Most visitors tend to spend more time in Cabo San Lucas than Chicago because of the overall number of sights and activities. Usually, 3-7 days is a good amount of time for Cabo San Lucas, and 3-5 days is enough time in Chicago.

Families should spend more time in Chicago than Cabo San Lucas. 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 Cabo San Lucas than Chicago. You'll find plenty of romantic sights and fun activities in Cabo San Lucas that are great for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Cabo San Lucas than Chicago 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 Cabo San Lucas.

One day in Cabo San Lucas or Chicago?

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

Because Chicago is a large city, there are a variety of ways to spend your time. But since there are so many activities, you'll likely want to spend more than one day exploring.

A weekend in Cabo San Lucas or Chicago?

In Cabo San Lucas, you'll find museums and nightlife. The length of your trip often depends on your style of travel. Hiking can easily take up a good amount of your time here, too. One reason most visitors come is for the nightlife. Since there is so much to do in the area, a weekend is probably not enough for all of it.

Chicago is a great place to explore. Anyone can find something fun to do here. With so much to do, a weekend is probably not enough time to see everything.

Five days in Cabo San Lucas or Chicago?

Cabo San Lucas 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 Cabo San Lucas has to offer. Anyone can find something fun to do here.

It's hard to know how much time to spend in Chicago. For many, it makes a great getaway for five days. It offers something for everyone. Because of this, five days is usually enough time for a trip here.

A week in Cabo San Lucas or Chicago?

It's hard to know how much time to spend in Cabo San Lucas. In Cabo San Lucas, you'll find food and scuba diving and snorkeling. One reason most visitors come is for the nightlife. It's also a relaxing resort destination. With all of its activities, you can easily fill one week here.

Travelers enjoy the nightlife and live music when visiting the city of Chicago. Your budget might influence how long you stay. One week is usually plenty of time to spend here with extra days to spare. With this much time, visitors often visit nearby destinations or take day trips.

For some great organized tour ideas, see The Best Family-Friendly Tours to Mexico, The Best Historical Tours in Mexico, The Best Family-Friendly Tours to United States of America, and The Best Wildlife Tours to United States of America.

When we compare the travel costs of actual travelers between Cabo San Lucas and Chicago, we can see that Chicago is more expensive. And not only is Cabo San Lucas much less expensive, but it is actually a significantly cheaper destination. So, traveling to Cabo San Lucas would let you spend less money overall. Or, you could decide to spend more money in Cabo San Lucas and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Chicago would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Chicago than you might in Cabo San Lucas.

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

Which is Bigger, Cabo San Lucas or Chicago?

Chicago has a larger population, and is about 70 times larger than the population of Cabo San Lucas. When comparing the sizes of Cabo San Lucas 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.