A Travel Price Comparison for Families, Couples, and Backpackers Oranjestad (Sint Eustatius) vs. Chicago for Vacations, Tours, and Honeymoons

Should you visit Oranjestad (Sint Eustatius) 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 Oranjestad (Sint Eustatius) 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.

Where Should I go: Oranjestad (Sint Eustatius) or Chicago?

Oranjestad (Sint Eustatius)

An island of the Caribbean Netherlands, St. Eustatius, sometimes called Statia, is a small, relatively unknown destination to the greater tourist areas of the Caribbean. As a result, however, it is its own treasure consisting of a dormant volcano known as the Quill and featuring a lush rainforest, narrow volcanic beaches, many dive sites, and a quaint harbor town.

Chicago

Located in the Midwest, Chicago is the third largest city in the United States. It has a population of almost 3 million and a metropolitan area that covers more than 10,000 square kilometers. It is also a hub for music, comedy and theater. It's skyline is beautiful with modern skyscrapers and Lake Michigan as a backdrop. It is easy to stay entertained in Chicago for weeks. There are world class museums, upscale or eclectic shopping opportunities, and impressive architecture.

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


Which place is cheaper, Chicago or Oranjestad (Sint Eustatius)?

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

The average daily cost (per person) in Oranjestad (Sint Eustatius) is $188, while the average daily cost in Chicago is $288. 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 Oranjestad (Sint Eustatius) and Chicago in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Oranjestad (Sint Eustatius) $92
    Chicago $198
  • Accommodation Typical double-occupancy room
    Oranjestad (Sint Eustatius) $184
    Chicago $396
Compare Hotels in Oranjestad (Sint Eustatius) and Chicago

Looking for a hotel in Oranjestad (Sint Eustatius) or Chicago? 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 Oranjestad (Sint Eustatius)


Hotels in Chicago


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.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Oranjestad (Sint Eustatius) $70
    Chicago $37

Hired Cars and Shuttles in Oranjestad (Sint Eustatius)

Some specific examples of transportation prices in Oranjestad (Sint Eustatius):

  • International Airport/Private Jet Terminal Transfers: $67
  • St. Kitts Hotel Transfers: $80
  • Beach Transfer Frigate Bay Beach: $26
  • Catamaran Party Cruise to Nevis from St Kitts with Transfer from Frigate Bay: $150
  • Private Airport Transfer to Belmont Estate Farm, Kititian Hill: $70
  • Private Transfer from St. Kitts Airport to Park Hyatt: $55
  • ST Kitts private Luxury Air Port Transfer: $300
  • Shared or Private St Kitts Airport Roundtrip Transfer : $32
  • St. Christophe Harbour Transfers: $67
  • St. Kitts & Nevis Airport Hotel & Boat Shared/Private Transfers: $45

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:

  • Chicago to Chicago O'Hare Airport (ORD): Departure Transfer: $57
  • Airport transfer between Chicago O'Hare and Milwaukee: $38
  • Arrival Private Transfer: O'Hare Airport ORD to Chicago in Business Car: $152
  • Arrival Private Transfer: O'Hare Airport ORD to Chicago in Luxury Car: $234
  • Arrival Private Transfer: O'Hare Airport ORD to Chicago in Luxury SUV: $202
  • Chicago Airport Transfer: Chicago to O'Hare Airport ORD in Business Car: $152
  • Chicago Airport Transfer: O'Hare Airport ORD to Chicago in Business Car: $152
  • Chicago Midway Airport (MDW) to Chicago City - Round-Trip Private Transfer: $105
  • Chicago Midway Airport (MDW) to Chicago hotel/address - Arrival Private Transfer: $52
  • Chicago O'Hare Airport (ORD) to Chicago - Round-Trip Private Transfer: $127
  • Chicago O'Hare Airport (ORD) to Arrival Private Transfer: $57
  • Chicago O'Hare Airport (ORD) to Round-Trip Transfer: $114

Is it cheaper to fly into Oranjestad (Sint Eustatius) or Chicago?

Prices for flights to both Chicago and Oranjestad (Sint Eustatius) 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
    Oranjestad (Sint Eustatius) $51
    Chicago $49

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
  • Chicago's Delicious Donut Adventure and Walking Food Tour: $63
  • Chicago Small Group Food Tour: $69
  • Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise: $72
  • Chicago Pizza Tour: $75
  • Chicago Deep Dish Pizza Self-Guided 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: $80

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Oranjestad (Sint Eustatius) $37
    Chicago $47

Tours and Activities in Oranjestad (Sint Eustatius)

Here are a few actual costs in Oranjestad (Sint Eustatius) for available activities, ticket prices, and tours:

  • Panoramic Shore Tour And Beach: $27
  • St. Kitts Beach Adventure: $30
  • Historical Basseterre and Beach Experience : $40
  • Panoramic Sightseeing Tour of St Kitts: $40
  • Half-Island Tour of St Kitts: $46
  • Capital City Tour and Beach Splash: $49
  • Life In Paradise {Full Panoramic Tour}: $60
  • Full Island Private Tour: $60
  • Basseterre Plantation Private Half Day Tour: $60
  • Rainforest Tours in St. Kitts: $62
  • The Downtown Basseterre Local Cultural Food & Walking Tour: $65
  • The Grand Tour of St. Kitts: $65

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
  • Vice, Crime and Gangsters Self-Guided Audio Tour: $6.99
  • Chicago’s Ragtime & Jazz Eras: A 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: $9.63
  • Riverwalk Self-Guided Walking Tour: $9.99
  • Millennium Park Self-Guided Walking Tour: $9.99
  • Scavenger Hunt Adventure Self-Guided City Game: $10
  • Self-Guided Audio Tour: $11
  • Chicago White Sox Baseball Game Ticket: $12

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
    Oranjestad (Sint Eustatius) $26
    Chicago $25

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


When we compare the travel costs of actual travelers between Oranjestad (Sint Eustatius) and Chicago, we can see that Chicago is more expensive. And not only is Oranjestad (Sint Eustatius) much less expensive, but it is actually a significantly cheaper destination. Since Oranjestad (Sint Eustatius) is in Caribbean Islands and Chicago is in North America, this is one of the main reasons why the costs are so different, as different regions of the world tend to have overall different travel costs. So, traveling to Oranjestad (Sint Eustatius) would let you spend less money overall. Or, you could decide to spend more money in Oranjestad (Sint Eustatius) 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 Oranjestad (Sint Eustatius).

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


Which is Bigger, Oranjestad (Sint Eustatius) or Chicago?

Chicago has a larger population, and is about 2590 times larger than the population of Oranjestad (Sint Eustatius). When comparing the sizes of Oranjestad (Sint Eustatius) 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.