Chicago Trip Planner

Plan a trip to Chicago and know your trip budget

Planning a Trip to Chicago

Planning is the stepping stone of every execution. The same holds true for travel. While you plan a trip to Chicago, this trip planning part will help you achieving a dream vacation full of sights and activities. The largest city of USA, Chicago is a dream destination owing to its stunning sky scrapers and a dazzling nightlife. The city is full of attractions to make your itinerary planner a busy one. To create a perfect trip, you need to take into consideration the magnanimity of the city and its array of attractions. Some of the top attractions are: Navy Pier, Millennium Park, Shedd Aquarium, Art Institute of Chicago, Willis tower, Magnificent Mile and many others.

Best Places To Add To Your Chicago Itinerary Planner

There are a number of good museums that you can’t afford to miss. Adler Planetarium is one of the best. Make sure you include this attraction in planning your trip to the city. Some of the best things to do in Chicago include are to visit its famed sight such as Art Institute of Chicago, The Field Museum. You can also visit the Chicago Observation Deck in order to enjoy mesmerizing views of the city and around. Chicago Architecture River Cruise is another thing that you can get in the city.

You can also visit various public parks to relax and to rejuvenate. Some of the best-known parks are: Jackson Park, Lincoln Park, and others. They can offer you a great natural oasis in the midst of bustling city.

Planning A Trip With Various Modes of Transport

Chicago boasts of a great transport network, thus getting around from one attraction to another will not be a problem. You will find ample bus and train services to facilitate you. You just need to check their schedule and go roaming around the city in the best possible manner. During your trip planning, make sure you travel in public transport in order to live the essence of the city. You can also opt for rental bikes in order to roam around the city and find your own way.

Visa planning

Getting a VISA to USA is never tough especially for tourism purposes. Although it involves a lot of paper work, it is still never that difficult with genuine cases.

Recreational Activities

You should begin your itinerary with a visit to all the prominent attractions followed by a visit to parks, free attractions and activities. Including adventure activities in your itinerary is a great idea to make it a dynamic one and to etch out maximum travel memories for yourselves. If you are visiting with family, make sure you visit recreational attractions like Chicago LEGOLAND. This itinerary will thus prove to be an ultimate travel package with something for everyone to look forward to.

You may also like: How to Maximize Miles and Points for Travel

Triphobo Trip Planner App

With little advance preparation, you can have the maximum fun during your visit to the city. With the help of simple tools like Triphobo Trip Planner, you can create your itinerary in whichever way possible. A local visitor resources also become a part of this itinerary.

Triphobo trip planner also works at your fingertips! Visit the Play Store or the App Store today to download the latest version of Triphobo app. 

Other Cities to Visit in USA:

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New York City Trip Planner

Chicago Tourism and Travel Guide

One of the largest cities in USA, the vibrant city of Chicago in Illinois is located on Lake Michigan and boasts of a beautiful skyline. This lakeside city has the fourth strongest economy in the world. Chicago is a diverse and cosmopolitan city that hasn’t lost any of its genuine mid-western hospitality and friendliness. The city is known fo
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Restaurants in Chicago

  • McDonald's

    Address: 2834 N Ashland Ave

    Fast Food Burgers
  • First Midwest Bank

    Address: 1 E Erie St

    Steakhouses American Barbecue
  • D.O.C. Wine Bar

    Address: 2602 N Clark St

    Fast Food Wine Bars
  • Eva's Cafe

    Address: 1447 N Sedgwick St

    Cafes, Coffee and Tea Houses Restaurants
  • White Castle

    Address: 3457 S King Dr

    Fast Food
  • The Stretch

    Address: 3485 N Clark St

    Sports Bars American Barbecue

Cafes in Chicago

  • Panera Bread

    Address: 501 S State St

    Fast Food Bakeries Cafes, Coffee and Tea Houses
  • Starbucks

    Address: 4433 S Pulaski Rd

    Cafes, Coffee and Tea Houses
  • Starbucks

    Address: 3045 N Greenview Ave

    Cafes, Coffee and Tea Houses
  • Kingsbaker Cafe

    Address: 900 W Van Buren St

    Cafes, Coffee and Tea Houses Restaurants

Homestays in Chicago

  • City Scene Bed & Breakfast

    Address: 2101 N Clifton Ave

    Bed and Breakfasts Hotels and Motels
  • Old Chicago Inn

    Address: 3222 N Sheffield Ave

    Hotels and Motels Bed and Breakfasts
  • The Wheeler Mansion

    Address: 2020 S Calumet Ave

    Hotels and Motels Bed and Breakfasts

Hostels in Chicago

  • Holiday Jones

    Address: 1659 W Division St

    Hotels and Motels Hostels
  • Urban Holiday Lofts

    Address: 2014 W Wabansia Ave

    Hotels and Motels Hostels
  • Freehand Chicago

    Address: 19 E Ohio St

    Hotels and Motels Hostels

Other Important Places in Chicago

  • Greyhound Bus Lines

    Address: 630 W Harrison St

    Public Transportation Services
  • Amtrak

    Address: 225 S Canal St

    Rail Stations
  • Chicago Transit Authority

    Address: 222 Merchandise Mart Plz

    Bus Stations
  • Iowa Pacific Holdings

    Address: 118 S Clinton St

    Rail Stations
  • Cta

    Address: 220 S Wls

    Rail Stations
  • United Quick Transportation

    Address: 2004 S Kostner Ave

    Bus Stations
  • CTA - 54th/Cermak

    Address: 2151 S 54th Ave

    Rail Stations
  • Union Station

    Address: 210 S Canal St

    Rail Stations
  • Bottle & Bottega South Loop

    Address: 1241 S Michigan Ave

    Convention Centers
  • Catalyst Ranch

    Address: 656 W Randolph St

    Convention Centers
  • The Montgomery Club

    Address: 500 W Superior St

    Convention Centers
  • Consulate General of The Republic of Serbia

    Address: 201 E Ohio St

  • Secretary of State

    Address: 17 N State St

    Government Departments and Agencies
  • Chinatown Chamber Of Commerce

    Address: 2169 S China Pl

    Government Departments and Agencies
  • Chicago City Hall

    Address: 121 N La Salle St

    City Halls Landmarks
  • Lincoln Park Library

    Address: 1150 W Fullerton Ave

  • Chicago Public Library-Blackstone Branch

    Address: 4904 S Lake Park Ave

  • Chinatown Library

    Address: 2353 S Wentworth Ave

  • Chicago City Police Department

    Address: 1160 N Larrabee St

    Police Stations
  • Cook County Treasurer's Office

    Address: 118 N Clark St

    Police Stations
  • Chicago Police Department

    Address: 3151 W Harrison St

    Police Stations
  • Cicero Police Department

    Address: 4901 W Cermak Rd

    Police Stations
  • Park One

    Address: 65 E Harrison St

  • Park One

    Address: 711 S Plymouth Ct

  • The Poetry Garage

    Address: 201 W Madison St

  • Crane Technical Prep High School

    Address: 2245 W Jackson Blvd

    Primary and Secondary Schools
  • Holy Angels School

    Address: 750 E 40th St

    Primary and Secondary Schools
  • St Ann's Grade School

    Address: 2211 W 18th Pl

    Primary and Secondary Schools
  • HD Medspa & Clinic

    Address: 3615 N Ashland Ave

    Hospitals, Clinics and Medical Centers
  • Thorek Memorial Hospital

    Address: 850 W Irving Park Rd

    Hospitals, Clinics and Medical Centers
  • Mobile Health and Wellness

    Address: 1820 W Webster Ave

    Hospitals, Clinics and Medical Centers

How much does it cost to travel to Chicago

Plan your trip to Chicago with an estimated budget for your travel. The average daily cost of food in Chicago is USD 81.25 per person. For a family of four, the cost of eating out is USD 325. For accommodation, be ready to spend around USD 29 for a budget accommodation and USD 127 for a luxury hotel, per day, per person. For getting around Chicago, you will need a rough figure of USD 62.5 per day. For detailed Chicago trip cost calculator, use Chicago Trip Planner.


Average Price of a Luxury Trip in Chicago

  • Average Daily Cost* USD393 Per Person
  • Cost for One Week USD2751 Per Person
  • Cost for Two Weeks USD5502 Per Person
  • Cost for One Month USD11790 Per Person

Average Price of a Mid-Range Trip in Chicago

  • Average Daily Cost* USD 163 Per Person
  • Cost for One Week USD 1141 Per Person
  • Cost for Two Weeks USD 2282 Per Person
  • Cost for One Month USD 4890 Per Person

Average Price of a Budget Trip in Chicago

  • Average Daily Cost* USD 87 Per Person
  • Cost for One Week USD 609 Per Person
  • Cost for Two Weeks USD 1218 Per Person
  • Cost for One Month USD 2610 Per Person

*Based on Food, Accommodation & Transportation

How much will it cost once you're in Chicago

Food & Drinks
  • 3-Course meal (mid-range) USD 32.5
  • Fast food Combo meal USD 7
  • Coffee (Cappuccino regular) USD 4.4
  • Bottle of Water (1.5 L) USD 2.03
  • Soft Drinks (Coke/Pepsi, 0.33 L) USD 2.07
  • Domestic Beer (0.5 L) USD 1.99
Accommodation & Transportation
  • Budget Accommodation USD 29
  • Luxury Accommodation USD 127
  • Taxi Start (Standard Tariff) USD 3.25
  • Taxi per km (Standard Tariff) USD 1.4
  • One-way Ticket (Local Transit) USD 2.5
  • Fuel (1 L) USD 0.84
* Some of the data on this page is powered by Numbeo