A Travel Price Comparison for United States of America Chicago vs. Portland, Maine for Food, Nightlife, Families, and Beaches

Should you visit Chicago or Portland, Maine?

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

Which city is more affordable and which is best for your travel style? If you're trying to figure out where to go next, comparing the travel costs between Chicago and Portland, Maine can help you decide which place is right for you.

Chicago

Chicago is a cosmopolitan, diverse, and vibrant city. Visitors will also find so much to do here because it's a large city with many sights and attractions. It offers plenty of beauty for visitors. Other popular activities here include theater, nightlife, and live music.

Portland, Maine

Portland, Maine is a picturesque, seaside, and laid-back coastal town. With stunning beauty, it attracts visitors from all around. Other popular activities here include hiking, shopping, and nightlife.

Chicago and Portland, Maine: Pros and Cons

Is there more to do in Chicago or Portland, Maine?

Tourists will generally find more to do in Chicago than Portland, Maine. It is bigger and it has more sights, attractions, and activities for travelers. Chicago is very popular for its museums, theatre productions, food, nightlife, music, shopping, christmas markets, and big city activities, while Portland, Maine attracts visitors for its beaches, hiking, and impressive beauty. Chicago is more touristy than Portland, Maine and is known for its thriving sports scene, its iconic local cuisine, and its world class shopping at the Magnificent Mile. It is also well known for The Willis Tower (previously the Sears Tower). Portland, Maine is famous for its seafood restaurants, scenic lighthouse, and coastal walks.

How is Chicago different from Portland, Maine?

Which is Better for a Holiday?

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

Are the Museums and Historical Sights Better in Chicago or Portland, Maine?

Chicago is an amazing city to visit for its museums and landmarks. However, Portland, Maine does not have museums and landmarks.

You'll find many recognizable landmarks that put Chicago on the map. 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).

Portland, Maine does not have museums and landmarks.

Is Chicago or Portland, Maine Better for Theater?

Chicago is an amazing city to visit for its shows and theatre. However, Portland, Maine is not a theatre destination.

The theater and performance venues in Chicago draw crowds from around the world. 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.

Portland, Maine is not a theatre destination.

Is the Food Better in Chicago or Portland, Maine? Which Destination has the Best Restaurants?

Chicago is an amazing city to visit for its restaurant scene. Also, Portland, Maine is still popular, but not quite as popular for its local flavors and cuisine.

For foodies, Chicago is an obvious choice, as it is one of the food capitals of the world. 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.

There are plenty of up and coming restaurants around Portland, Maine. The town has grown into a foodie destination that takes advantage of its waterfront setting. Many restaurants make use of the fresh seafood with lobster rolls and oysters on the half shell being popular. You'll also find a lot of dishes that use haddock and whole lobsters.

Is Chicago or Portland, Maine Better for Nightlife?

Chicago is an amazing city to visit for its evening party scene. Also, Portland, Maine is still popular, but not quite as popular for nightlife.

Chicago has a colorful and one-of-a-kind nightlife scene. 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.

If you're looking for night time activities Portland, Maine has a few options to choose from. The city has many microbreweries, wine bars, taverns, and pubs. You'll find many places concentrated in the Old Port, which has a charming and fun atmosphere.

Is Chicago or Portland, Maine Better for Music?

Chicago is an amazing city to visit for its music scene. However, Portland, Maine is not a live music destination.

In Chicago you'll find nightly musicians performing at a variety of venues. The city is the birthplace of such interesting styles as modern gospel and the Chicago style blues.

Portland, Maine is not a live music destination.

Is Chicago or Portland, Maine Better for Beaches?

Portland, Maine is a great destination for the beach. Also, Chicago is still popular, but not quite as popular for its beaches.

Portland, Maine is a very popular place to visit for its beaches. It has many sandy and calm beaches. The water may be too cold to swim, but the beaches are perfect for flying a kite or hanging out with family.

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 Chicago or Portland, Maine Better for Hiking?

Portland, Maine is very good for its hiking experiences. However, Chicago is not a hiking destination.

Many people include a hike when visiting Portland, Maine. In addition to bike trails, there are several good hikes in the area.

Chicago is not a hiking destination.

Is the Shopping Better in Chicago or Portland, Maine?

Chicago is an amazing city to visit for its shopping areas. Also, Portland, Maine is still popular, but not quite as popular for shopping.

Chicago is a world class destination for shoppers. 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.

Plenty of visitors enjoy shopping while in Portland, Maine. The town has many nice local boutiques to explore. Head downtown for the best local venues and the most interesting shopping opportunities.

Is Chicago or Portland, Maine Better for Christmas?

Chicago is well known for its Christmas activities. However, Portland, Maine is not particularly known for its Christmas holiday experiences.

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

Portland, Maine has some seasonal activities during Christmas. Watch the Christmas tree lighting or listen to the symphony at Christmas time.

Is Chicago or Portland, Maine Better for Christmas Markets?

Chicago is a popular place for its Christmas markets. However, Portland, Maine does not offer Christmas markets.

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

Portland, Maine does not offer Christmas markets.

Is Chicago or Portland, Maine Better for Families?

Chicago is an amazing city to visit for its family-friendly activities. Also, Portland, Maine is still popular, but not quite as popular for its kid-friendly activities.

As it has a large number of activities for kids, Chicago is a very family-friendly destination. 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.

Portland, Maine offers lots of family activities. It is a charming town with a number of kid-friendly museums, walks, and waterfront activities. You can visit the Portland Observatory, Bug Light Park, or grab ice cream in the Old Port. There are also children's museums such as the Children's Museum & Theatre of Maine.

Is Chicago or Portland, Maine Better for Couples?

Both Chicago and Portland, Maine are nice destinations to visit as a couple.

Chicago is a good city for couples to visit. 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.

Portland, Maine is a nice destination for couples. Couples will enjoy the beautiful waterfront setting, the fine dining restaurants, and everything that the city has to offer. Head to the Old Port for romantic restaurants and a great atmosphere or catch a show at Portland Stage.

Is Chicago or Portland, Maine Better for Backpackers and Budget Travelers?

Chicago is a popular place for backpackers. However, Portland, Maine is not particularly known for backpackers and budget travelers.

Plenty of budget travelers 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.

Portland, Maine is a challenging destination for budget travelers and backpackers due to the higher prices. It isn't so much a backpacker destination, but there are some budget accommodation options around town.

Is Chicago or Portland, Maine Better for Students?

Chicago is an amazing city to visit for students. However, Portland, Maine is not popular with students.

Many students frequent Chicago. 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.

Portland, Maine is not popular with students.

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

Chicago is an amazing city to visit for its public transit. However, Portland, Maine is not particularly known for times when you don't have a car.

Public transit in Chicago is top-notch. There's a subway (the "L"), a commuter well, as well as buses and countless taxis available.

Public transit is quite limited in Portland, Maine. There is a very basic bus system but you really must have a car to explore the city.

Is Chicago or Portland, Maine a more walkable city?

Chicago is well known for its ease of walking around. However, Portland, Maine is not particularly known for its walkability.

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

Portland, Maine is generally not a very walkable city. Downtown is very walkable but if you want to travel to other areas you'll need a car.

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

Should I spend more time in Portland, Maine or Chicago?

How long in Chicago or Portland, Maine?

Visitors can find plenty of fun things to do in both Chicago and Portland, Maine. With generally more activities and things to do, visitors tend to spend more time in Chicago than in Portland, Maine. Usually, 3-5 days is a good amount of time for Chicago, and 2-3 days is enough time in Portland, Maine.

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

Backpackers and budget travelers should spend more time in Chicago than Portland, Maine 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 Chicago or Portland, Maine?

Chicago is a big city with plenty to do. Take your pick from the many activities offered here. One day is usually not enough time for a trip here as there is plenty to do.

In Portland, Maine, you'll find shopping and nightlife. You'll find plenty of activities on the beach. This coastal town offers something for everyone. One day is usually not enough time for a trip here as there is plenty to do.

A weekend in Chicago or Portland, Maine?

Chicago is a big city with plenty to do. The entire region has so many activities, and you'll want time to do everything. Since there is so much to do in the area, a weekend is probably not enough for all of it.

In Portland, Maine, you'll find nightlife and food. The length of your trip often depends on your style of travel. A weekend here is typical. Most people come for the beaches. A weekend is a great amount of time to relax and see the many things that Portland, Maine has to offer.

Five days in Chicago or Portland, Maine?

Chicago is a great place to explore. This city offers something for everyone. It is common to spend five days here. Five days is often enough time to do most activities.

Portland, Maine is a great place to explore. Many visitors spend time at the beach while visiting the area. Five days is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. Anyone can find something fun to do here.

A week in Chicago or Portland, Maine?

Many people enjoy the live music and food when visiting Chicago. The length of your trip often depends on your style of travel. One week is plenty of time to see everything, even with extra days to spare.

It's hard to know how much time to spend in Portland, Maine. Many people enjoy the shopping and nightlife when visiting Portland, Maine. People usually spend lots of time at the beach. One week may feel like too much time unless you plan to do a lot of relaxing.

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

When we compare the travel costs of actual travelers between Chicago and Portland, Maine, we can see that Chicago is more expensive. And not only is Portland, Maine much less expensive, but it is actually a significantly cheaper destination. So, traveling to Portland, Maine would let you spend less money overall. Or, you could decide to spend more money in Portland, Maine 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 Portland, Maine.

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

Which is Bigger, Chicago or Portland, Maine?

Chicago has a larger population, and is about 50 times larger than the population of Portland, Maine. When comparing the sizes of Chicago and Portland, Maine, 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 Chicago or Portland, Maine?

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 Chicago or Portland, Maine in the Summer?

Both Portland, Maine and Chicago are popular destinations to visit in the summer with plenty of activities. Most visitors come to Chicago for the beaches, the city activities, the music scene, and the family-friendly experiences during these months. Also, the summer months attract visitors to Portland, Maine because of the beaches, the hiking, and the family-friendly experiences.

Chicago is a little warmer than Portland, Maine in the summer. The daily temperature in Chicago averages around 77°F (25°C) in July, and Portland, Maine fluctuates around 69°F (20°C).

It's quite sunny in Portland, Maine. The sun comes out a lot this time of the year in Chicago. Chicago usually receives more sunshine than Portland, Maine during summer. Chicago gets 326 hours of sunny skies, while Portland, Maine receives 282 hours of full sun in the summer.

It's quite rainy in Chicago. In July, Chicago usually receives more rain than Portland, Maine. Chicago gets 3.9 inches (100 mm) of rain, while Portland, Maine receives 2.6 inches (66 mm) of rain each month for the summer.

Should I visit Chicago or Portland, Maine in the Autumn?

Both Portland, Maine and Chicago during the autumn are popular places to visit. The autumn months attract visitors to Chicago because of the city's sights and attractions, the shopping scene, the music scene, and the natural beauty of the area. Furthermore, the hiking trails, the shopping scene, and the natural beauty of the area are the main draw to Portland, Maine this time of year.

In the autumn, Chicago is a little warmer than Portland, Maine. Typically, the autumn temperatures in Chicago in October average around 56°F (14°C), and Portland, Maine averages at about 49°F (9°C).

In the autumn, Chicago often gets around the same amount of sunshine as Portland, Maine. Chicago gets 195 hours of sunny skies this time of year, while Portland, Maine receives 196 hours of full sun.

Chicago usually gets less rain in October than Portland, Maine. Chicago gets 2.2 inches (56 mm) of rain, while Portland, Maine receives 3.3 inches (84 mm) of rain this time of the year.

Should I visit Chicago or Portland, Maine in the Winter?

The winter attracts plenty of travelers to both Chicago and Portland, Maine. The museums, the Christmas ambience, the shopping scene, the theater shows, and the cuisine are the main draw to Chicago this time of year. Furthermore, many travelers come to Portland, Maine for the Christmas ambience, the shopping scene, and the cuisine.

Be prepared for some very cold days in Portland, Maine. It's quite cold in Chicago in the winter. In January, Chicago is generally a little warmer than Portland, Maine. Daily temperatures in Chicago average around 25°F (-4°C), and Portland, Maine fluctuates around 21°F (-6°C).

Chicago usually receives less sunshine than Portland, Maine during winter. Chicago gets 134 hours of sunny skies, while Portland, Maine receives 163 hours of full sun in the winter.

In January, Chicago usually receives less rain than Portland, Maine. Chicago gets 1.9 inches (47 mm) of rain, while Portland, Maine receives 3.4 inches (86 mm) of rain each month for the winter.

Should I visit Chicago or Portland, Maine in the Spring?

The spring brings many poeple to Chicago as well as Portland, Maine. Many travelers come to Chicago for the beaches, the activities around the city, and the natural beauty. Additionally, many visitors come to Portland, Maine in the spring for the beaches and the natural beauty.

Chicago is much warmer than Portland, Maine in the spring. The daily temperature in Chicago averages around 52°F (11°C) in April, and Portland, Maine fluctuates around 43°F (6°C).

The sun comes out a lot this time of the year in Portland, Maine. People are often attracted to the plentiful sunshine in Chicago this time of the year. In the spring, Chicago often gets around the same amount of sunshine as Portland, Maine. Chicago gets 218 hours of sunny skies this time of year, while Portland, Maine receives 212 hours of full sun.

Chicago receives a lot of rain in the spring. Chicago usually gets more rain in April than Portland, Maine. Chicago gets 4.3 inches (108 mm) of rain, while Portland, Maine receives 3.3 inches (85 mm) of rain this time of the year.

Typical Weather for Portland, Maine and Chicago