A Travel Price Comparison for United States of America Chicago vs. Breckenridge for Food, Nightlife, Families, and Couples

Should you visit Chicago or Breckenridge?

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 Breckenridge can help you decide which place is right for you.

Chicago

Chicago is a cosmopolitan, diverse, and vibrant city. With plenty of activities and things to do, it's a huge city that draws plenty of visitors. It's a beautiful place to visit, too. And you can't forget about the live music, food, and beaches.

Breckenridge

Breckenridge is a nature-filled, charming, and breathtaking ski resort. As this is a charming small town, visitors also come to explore the sights and local activities. With stunning beauty, it attracts visitors from all around. With a quaint atmosphere, it also offers a unique feeling. Other popular activities here include hiking, shopping, and skiing.

Chicago and Breckenridge: Pros and Cons

Pros
  • Popular museums and historical sights
  • Numerous theater shows
  • Popular for food and cuisine
  • Active nightlife
  • Good music scene
  • Popular beach
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
  • Good for students
  • Good public transit
  • Big city activities
  • Home to the Willis Tower (previously the Sears Tower)
Pros
  • Popular for skiing
  • Nice resorts
  • Scenic old town
  • Good for hiking
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
  • Small town charm
  • Impressive beauty
  • Quaint atmosphere
Things to Consider
  • Less popular for food
  • Less popular for nightlife
  • Public transit not as usable


Is there more to do in Chicago or Breckenridge?

Tourists will generally find more to do in Chicago. Although Chicago and Breckenridge are both popular with visitors, Chicago has more sights, activities, and attractions for travelers. Chicago is more popular for its museums, theatre productions, food, nightlife, music, beaches, shopping, and big city activities, while Breckenridge is known for its skiing, resorts, historical sights, hiking, christmas markets, small town charm, impressive beauty, and quaint atmosphere. Chicago is popular for its thriving sports scene, its iconic local cuisine, and its world class shopping at the Magnificent Mile. It is also home to The Willis Tower (previously the Sears Tower). Breckenridge is popular for its world-class ski resorts, its charming small town atmosphere, and its family-friendly environment.

How is Chicago different from Breckenridge?

Which is Better for a Holiday?

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

Is Chicago or Breckenridge Better for Skiing?

Chicago
Breckenridge

Breckenridge is renowned for winter skiing. However, Chicago is not a skiing destination.

Breckenridge is among the world's best ski destinations. This is one of the most recognizable ski destinations in the world. It has diverse terrain that is good for all levels including beginners, intermediate, and expert skiers. The resort also has the tallest chairlift in North America.

Chicago is not a skiing destination.


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

Chicago
Breckenridge

Chicago is a world-class destination for its sights and museums. However, Breckenridge does not have museums and landmarks.

The museums, monuments, and landmarks in Chicago are among the most recognizable in the world. 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).

Breckenridge does not have museums and landmarks.

Is Chicago or Breckenridge Better for Theater?

Chicago
Breckenridge

Chicago is a world-class destination for its theatre productions. However, Breckenridge 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.

Breckenridge is not a theatre destination.

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

Chicago
Breckenridge

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

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.

Breckenridge is becoming an appealing option for foodies. There are a number of restaurants around town serving everything from casual to fine dining. There are bistros, pubs, and luxury options where you can enjoy international or local dishes including elk and buffalo.


Is Chicago or Breckenridge Better for Nightlife?

Chicago
Breckenridge

Chicago is a world-class destination for nightlife and partying. Also, Breckenridge is not as famous, but is still a good ski resort to visit for its evening party scene.

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 Breckenridge. The town comes to life in the winter and there are plenty of bars, breweries, and a wide selection of craft beer that you can try. Live music also brings the town to life in the evening.

Is Chicago or Breckenridge Better for Music?

Chicago
Breckenridge

Chicago is a world-class destination for its live music scene. However, Breckenridge is not a live music destination.

Live music, and music in many other forms, is everyone in Chicago The city is the birthplace of such interesting styles as modern gospel and the Chicago style blues.

Breckenridge is not a live music destination.

Is Chicago or Breckenridge Better for Resorts?

Chicago
Breckenridge

Breckenridge is very good for its resorts. However, Chicago is not a resort destination.

Breckenridge has a few great resort options. The resorts often have pools or hot tubs where you can unwind after a day on the slopes. Many have condos that include a kitchen and separate bedrooms.

Chicago is not a resort destination.


Is Chicago or Breckenridge Better for Beaches?

Chicago
Breckenridge

Chicago is a popular place for the beache. However, Breckenridge is not a beach destination.

Chicago is a good option for a beach vacation. 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.

Breckenridge is not a beach destination.

Is Chicago or Breckenridge Better for its Old Town?

Chicago
Breckenridge

Breckenridge is very good for its historic old town charm. However, Chicago does not have a historic old town.

Breckenridge offers a nice historic old town area. Originating as a mining town, there is a historic Main Street that is filled with character.

Chicago does not have a historic old town.

Is Chicago or Breckenridge Better for Hiking?

Chicago
Breckenridge

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

Many people include a hike when visiting Breckenridge. During the summer months there are plenty of beautiful hikes nearby, but you'll likely need a car to reach most trailheads. Popular trails include Hoosier Pass Loop, Blue Lakes Trail, and McCullough Gulch.

Chicago is not a hiking destination.


Is the Shopping Better in Chicago or Breckenridge?

Chicago
Breckenridge

Chicago is a world-class destination for its shopping opportunities. Also, Breckenridge is not as famous, but is still a good ski resort to visit for its shopping areas.

The abundance of shops in Chicago make it a world-class shopping destination. 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.

Many visitors explore the shopping areas in Breckenridge. Quaint shops and galleries are throughout the town where you can by gear, artwork, or souvenirs.

Is Chicago or Breckenridge Better for Christmas?

Chicago
Breckenridge

Breckenridge is renowned for its Christmas activities. Also, Chicago is still popular, but not quite as popular for its Christmas holiday experiences.

Breckenridge is a world class destination for shoppers. From sledding to sleigh rides and hot chocolate, this town is absolutely magical during the Christmas season.

Chicago is a very popular destination during Christmas. There's a number of seasonal celebrations, ice skating, and excellent shopping.

Is Chicago or Breckenridge Better for Christmas Markets?

Chicago
Breckenridge

Breckenridge is a great destination for its Christmas markets. Also, Chicago is still popular, but not quite as popular for visiting Christmas markets.

Breckenridge has a lively atmosphere around its Christmas markets. During the holiday season the Arts District hosts a Christmas Market.

Chicago has Christmas markets worth visiting. Shopping is a highlight of a trip to the city, and the Christkindlmarkt is not to be missed.


Is Chicago or Breckenridge Better for Families?

Chicago
Breckenridge

Chicago is a world-class destination for its family-friendly activities. Also, Breckenridge is not as famous, but is still a good ski resort to visit 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.

You'll find plenty of family-friendly things to do in Breckenridge. It is a fun, family-friendly ski resort town with skiing for all levels. There are lessons for kids starting at the age of three, and slopes that are perfect for all skill levels. The town also has ice skating, sledding, and white water rafting.

Is Chicago or Breckenridge Better for Couples?

Chicago
Breckenridge

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

Couples visit Breckenridge frequently as it offers plenty of romantic activities. For couples who enjoy skiing, outdoor activities, beautiful hikes, and a charming small town atmosphere, this is the perfect romantic getaway.

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 Chicago or Breckenridge Better for Backpackers and Budget Travelers?

Chicago
Breckenridge

Chicago and Breckenridge are good places to visit for backpackers and budget travelers.

Chicago is popular with backpackers and budget travelers. The city doesn't have a huge backpacker vibe, but it does have a number of hostels that help keep costs in check.

It's common for backpackers to visit Breckenridge. The town has a hostel or two for skiers who want a social setting at an affordable price.


Is Chicago or Breckenridge Better for Students?

Chicago
Breckenridge

Chicago is a world-class destination for students. However, Breckenridge 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.

Breckenridge is not popular with students.

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

Chicago
Breckenridge

Chicago is a world-class destination for its public transit. However, Breckenridge is not a good ski resort 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 Breckenridge. There is a free shuttle service around town.

Is Chicago or Breckenridge a more walkable city?

Chicago
Breckenridge

Breckenridge is renowned for its ease of walking around. Also, Chicago is still popular, but not quite as popular for its walkability.

Getting around Breckenridge on foot is easy. The town is designed to be pedestrian-friendly.

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


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

Should I spend more time in Breckenridge or Chicago?

How long in Chicago or Breckenridge?

Both Chicago and Breckenridge have a number of activities to choose from. With generally more activities and things to do, visitors tend to spend more time in Breckenridge than in Chicago. Usually, 3-5 days is a good amount of time for Chicago, and 3-7 days is enough time in Breckenridge.

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

Backpackers and budget travelers should spend more time in Chicago than Breckenridge 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.


  • How many days in Chicago or Breckenridge? Ideal Length of Stay
    Chicago 3-5 
    Breckenridge 3-7

One day in Chicago or Breckenridge?

Each neighborhood in Chicago has its own distinct appeal, so there are pleny of areas to explore. The length of your ideal trip is an individual decision. With so much to do, one day is probably not enough time to see everything.

Breckenridge is a small town with plenty to do. One reason most visitors come is for the skiing. This ski resort 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 Breckenridge?

Chicago is a fun place to experience. It will give you the chance to have new experiences. But since there are so many activities, you'll likely want to spend more than a weekend exploring.

Breckenridge might be a small town, but there's plenty to do in the area. The length of your trip often depends on your style of travel. One reason most visitors come is for the skiing. Since there is so much to do in the area, a weekend is probably not enough for all of it.

Five days in Chicago or Breckenridge?

Each neighborhood in Chicago has its own distinct appeal, so there are pleny of areas to explore. Take your pick from the many activities offered here. Plenty of people spend five days in the area when traveling. So, five days is just the right amount of time to spend here.

Breckenridge is a great place to explore. It is common to spend five days here. Five days is a great amount of time to relax and see the many things that Breckenridge has to offer. Anyone can find something fun to do here.


A week in Chicago or Breckenridge?

Chicago is a popular place to visit. One week may feel like too much time unless you plan to do a lot of relaxing. The entire region has so many activities, and you'll want time to do everything.

It's hard to know how much time to spend in Breckenridge. Breckenridge is a small town where visitors enjoy the shopping and skiing. One reason most visitors come is for the skiing. With all of its activities, you can easily fill one week here.


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.


Which place is cheaper, Breckenridge or Chicago?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in Chicago is $288, while the average daily cost in Breckenridge is $200. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Chicago and Breckenridge in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Chicago $198
    Breckenridge $106
  • Accommodation Typical double-occupancy room
    Chicago $396
    Breckenridge $212
Compare Hotels in Chicago and Breckenridge

Looking for a hotel in Chicago or Breckenridge? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Chicago


Hotels in Breckenridge


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Chicago Hotel Prices and Breckenridge Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Chicago $37
    Breckenridge $19
Typical Local Transportation Prices in Chicago

Here are some examples of typical transportation prices from actual travelers in Chicago:


  • Parking
    $19
  • Taxi Ride
    $10
  • Taxi from Airport
    $45

Hired Cars and Shuttles in Chicago

Some specific examples of transportation prices in Chicago:

  • Airport transfer between Chicago O'Hare and Milwaukee: $38
  • Chicago Midway Airport (MDW) to Chicago hotel/address - Arrival Private Transfer: $52
  • ORD Airport Private Transfer to/from Chicago: $81
  • Private one-way airport transfer O'Hare Airport to/from Chicago : $86
  • Private Transfer Chicago to Chicago Airport by Luxury Car or SUV: $87
  • Private Arrival Transfer from Chicago Airports (ORD) (MDW): $90
  • MDW Airport Private Transfer to/from Chicago: $99
  • Chicago Midway Airport (MDW) to Chicago City - Round-Trip Private Transfer: $105
  • Chicago O'Hare Airport (ORD) to Round-Trip Transfer: $113
  • Chicago O'Hare Airport (ORD) to Chicago - Round-Trip Private Transfer: $127
  • Transfer in private vehicle from Chicago City - Chicago Airport (ORD): $138
  • Private Transfer from Chicago City to Chicago (MDW) Airport: $144

Hired Cars and Shuttles in Breckenridge

Some specific examples of transportation prices in Breckenridge:

  • Breckenridge Ski Resort to Denver Airport APA Departure Transfer: $196
  • Breckenridge to Denver Airport (DEN) - Departure Private Transfer: $193
  • Breckenridge/Keystone/Copper to Denver Airport-Departure Transfer: $196
  • Denver Airport APA to Breckenridge Ski Resort-Arrival Transfer: $196
  • Eagle County Airport to Breckenridge/Keystone-Round-Trip Transfer: $185

Is it cheaper to fly into Chicago or Breckenridge?

Prices for flights to both Breckenridge and Chicago change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Chicago $49
    Breckenridge $61
Typical Food Prices in Chicago

Below are a few samples from actual travelers for food and meal costs in Chicago:


  • Dinner for 1
    $24
  • Dinner for 3
    $118

Food Tours and Cooking Classes in Chicago

Also, here are some specific examples of food and dining related activities in Chicago.

  • Traveling Spoon Chicago-Style Deep Dish Pizza Private Online Cooking Class : $40
  • Chicago : Hands-on Cooking Classes With Local Chef: $55
  • Downtown Pizza Guided Walking Tour with Tastings: $58
  • Fulton Market Delicious Donut Adventure & Walking Food Tour: $63
  • Chicago's Delicious Donut Adventure and Walking Food Tour: $63
  • Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise: $72
  • Chicago Deep Dish Pizza Self-Guided Tour: $75
  • Chicago Pizza Tour: $75
  • Chicago West Loop Pizza Crawl: $79
  • Chicago Bucktown-Wicker Park Pizza Crawl: $79
  • Downtown Family Food Tour by Bike with Sightseeing: $80
  • Nitti's Supper Club Dinner and Show: $85

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Chicago $47
    Breckenridge $94
Typical Entertainment Prices in Chicago

Here are a few typical costs in Chicago for activities, ticket prices, and tours that come from previous visitors:


  • Sears Tower (family of 4)
    $102
  • Aquarium for 4
    $118
  • Water Taxi (family of 4)
    $22
  • IMAX Movie for Two
    $35
  • Shakespeare Play (2)
    $116
  • Art Institute (2)
    $36
  • U-Boat Tour (2)
    $8.00

Tours and Activities in Chicago

Here are a few actual costs in Chicago for available activities, ticket prices, and tours:

  • Discovering Chicago with Walking In App Audio Tour: $6.00
  • Haunted Sites Self-Guided Audio Walking Tour: $6.50
  • Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour: $6.99
  • Vice, Crime and Gangsters Self-Guided Audio Tour: $6.99
  • Vice, Crime and Gangsters in A Self-Guided Audio Tour: $6.99
  • Must-Sees & Hidden Gems In-App Audio Tour (ENG): $9.00
  • App Chicago self-guided tours with multilingual audioguides: $9.60
  • Riverwalk Self-Guided Walking Tour: $9.99
  • Millennium Park Self-Guided Walking Tour: $9.99
  • Scavenger Hunt Adventure Self-Guided City Game: $10
  • Chicago Cubs Baseball Game Ticket at Wrigley Field: $10
  • Self-Guided Audio Tour: $11

Tours and Activities in Breckenridge

Some specific costs of activities, tours, and entrance tickets for Breckenridge are as follows:

  • Smartphone Driving Tour b/w Breckenridge & Denver: $7.99
  • Breckenridge Scavenger Hunt: Breckenridge Adventure: $12
  • Self-Guided Snow Shoe Tours: $17
  • Breckenridge Tours - Strange but True: $32
  • Breckenridge Tours - Ghostly Tales : $33
  • Breckenridge Puzzling Adventure: $35
  • Real Gold Mine Tour with, gold panning and more: $47
  • Half-Day Upper Colorado River Float Tour from Kremmling: $94
  • Continental Divide Tour: $145
  • 3 Hours 30 Minutes Colorado Astrophotography Experience: $260

For more ideas for your next trip, check out The Best Free Things to Do in Chicago, Chicago Bucket List: The Best Places to See, and The Best Museums in Chicago.


Alcohol
  • Alcohol Drinks for one day
    Chicago $25
    Breckenridge $7.79

Sample the Local Flavors in Chicago

Here are a few nightlife and alcohol tours and activities from local tour providers in Chicago:

  • Malt Row Walking Brewery Tour: $30
  • Walking tour to Chicago dive bars: $41
  • Chicago Craft Brewery Barrel Bus Tour: $100
  • Craft Brewery Tour by Barrel Bus: $100

Sample the Local Flavors in Breckenridge

Also in Breckenridge, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Ridden Fat Bike Beer & Distillery Tour: $85


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

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


Which is Bigger, Chicago or Breckenridge?

Chicago has a larger population, and is about 1000 times larger than the population of Breckenridge. When comparing the sizes of Chicago and Breckenridge, 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.