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Chicago - One week, two week itineraries

Outstanding+

Rating

"Chicago is one of the top cities in the world for food lovers with many restaurants serving every type of cuisine."mapsnbags.com
"Chicago is a very large, unique city that boasts beautiful architecture."continentscondiments.com
"Chicago is known for its architecture - it's the home of the skyscraper, after all!"dangerous-business.com
"Chicago (Chicago in detail) is a place where black history comes to life."choosechicago.com
"Chicago is packed with history, traditions, international flavors and peoples."tripwellness.com
"Chicago is one of the most kid-friendly destinations in the US."explorewitherin.com

East United States

Chicagos location

Chicago at a glance

Historic
Culture
Nature
Nightlife
Food
River
Architecture
Art
Lake

2,720,000

Population

3-5 nights

Recommended

Moderate (4 of 5)

Level of costs

Around Chicago

Airports:

Chicago Midway International Airport (MDW)

Chicago O'Hare International Airport (ORD)

Chicago Executive Airport (PWK)

Enua Airport (AIU)

Michigan City Municipal Airport (MGC)

Porter County Regional Airport (VPZ)

DuPage Airport (DPA)

Aurora Municipal Airport (AUZ)

About Chicago

(United States (see itineraries)) Chicago (plan Chicago itineraries) has a population of over 2,720,546. In addition, Chicago (more about Chicago itineraries) fits perfect for a cultural trip. In Chicago exists historic relevant places. In addition, it offers you the possibility to relax next to by a lake. Chicago is in center United States.

Things to do

From The Bean, walk east toward the Frank Gehry-designed Chicago (see itineraries) architectural masterpiece, the Jay Pritzker Pavilion, an outdoor concert venue that presents rocking free evening concerts all summer long. Grab one of the 4,000 seats or plop down on the Great Lawn to listen to a concert (it could be anything from ...

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Planning a trip to Illinois and looking for the best things to do in Chicago?! - Book a hotel in the Loop or Magnificent Mile neighborhoods to make the most of your trip. - The key to enjoying Chicago (plan Chicago itineraries) is to be ready for the weather. Willis Tower is the tallest building in Chicago (more about Chicago itineraries) and 2nd tallest in the US.

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Champaign Urbana or Urbana Champaign which are sister counties or twin cities surrounded by beautiful Prairies in Mid-west of United States of America will surprise you with its metropolitan style of the diverse population. Not only the University of Illinois Urbana Champaign attracts tourists from all over the world ...

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Growing up there were only a few things that I knew about Chicago. 1) It is a really windy place. 2) Oprah 3) They are famous for their deep dish pizza and 4) The TV Show Perfect Strangers was set there. Don’t tell me you don’t know who Balki Bartokomous ...

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Eat & drink

I was kind of disappointed that for a city so friendly, we didn’t feel quite as welcome in some of the nicer restaurants we visited. We followed all of our usual rules, but still felt ourselves getting some less than excited looks from servers. I guess most of the families in Chicago ...

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Chicago has really, really good food so if you’re a foodie like me, you’re going to love Chicago. This is my ultimate food guide to Chicago (visit Chicago itineraries) on where to eat for breakfast, lunch, dinner, brunch, and desserts. This American neighborhood diner will take you back to the soul and blues era of Chicago (see itineraries) in the 1960s and ..

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Lula Cafe

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Eating pizza with a fork and knife. Take-away boxes are quite common in American restaurants, even pizza ones, and yet at each pizzeria I ate at in Chicago, I managed to clear my plate every time. Pizza, perhaps obviously, is a bit part of the Chicago (Chicago in detail) cuisine. / One of those deep dish pizzas — this one we sampled on ...

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Other Restaurants

Where to Drink

Happy eating!

Cafés & Breakfast Places

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When we plan our little trips we generally know something about each location that we intend to visit. As you all know by now we’re suckers for a bit of old stuff so it seemed like an interesting place to come. Chicago is famous for skyscrapers and one of the things that you just have to do when visiting is go to the ...

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General

, which lists more than 400 BYOB restaurants in the city and suburbs, liquor stores where you can find the perfect bottle of wine, corkage fees for restaurants that charge them, and more BYOB etiquette tips. ...

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As someone who is proud to call Chicago (more about Chicago itineraries) my birthplace and former home for many years, I’ve always known that the city is one of the world’s finest cultural capitals. But as many times as I’ve passed by the old Chicago Public Library building, I never walked through the doors of what is now the Chicago Cultural Center, ...

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This first section covers the basics of Route 66 including the history of the route, the length of the Route, the current status of the route, the starting and ending points, and the main things you can see and do along Route 66. ...

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Should I Drive Route 66 Westward or Eastward?

How Much Should I Plan Ahead?

I Don’t Have Time for The Full Route, What Section Should I Drive?

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When I studied at university for Civil Engineering, a visit to Chicago (visit Chicago itineraries) was always the engineering field trip. So I had some idea that Chicago (see itineraries) would be an architectural treasure. But I never imagined how much eclectic Chicago architecture we would find everywhere we looked. Our hotel for the visit was the ...

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Itinerary

Route 66 is the ultimate American road trip and we’ve put together a comprehensive 2 week Route 66 itinerary to help drivers navigate this historic route. This detailed day-by-day Route 66 itinerary covers all the basic detailsand sightseeing highlights along the 2,400 mile route.

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Our Suggested 2 Week Route 66 Road Trip Itinerary

Route 66 Itinerary Day 7: Amarillo, TX to Tucumcari, NM

Route 66 Itinerary Day 4: Carthage, MO to Tulsa, OK

Route 66 Itinerary Day 2: Springfield, IL to Sullivan, MO

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If you are looking for the best things to do in 3 days in Chicago (see itineraries), where to go and what to see, then I hope this 3-day Chicago itinerary will help. , it surely is one of the most exciting cities in the US with many beautiful places to visit and things to do. But first, here are some travel tips to make your stay ...

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Chicago (more about Chicago itineraries) is a city that is very different than any other in the United States. 3 Days in Chicago (more about Chicago itineraries) may not be enough, but I’ve highlighted some of my favorite things to do and some that are uncommon. This itinerary is perfect for a weekend in Chicago or just 2 Days in Chicago. As you will notice when you visit the city ...

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In this article, we include all of the best things to see and do in Chicago (more about Chicago itineraries) in 2 days. In order to help you decide how to best plan your time, we also include an example of a suggested Chicago itinerary for 2 days. At the bottom of the post, you can find a map featuring all the places mentioned in this guide, in order ...

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Suggested Chicago Itinerary for 2 Days

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Costs

One of the USA’s most popularcities is an unmissable stop for any backpackers hopping across the pond, offering iconic American landmarks and cityscapes, world-class museums, galleries, and venues, and a beautiful waterfront, and our cheap flights to Chicago (more about Chicago) mean you can get there with enough money ...

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Flights to Chicago

Flights to Chicago from London

Flights to Chicago from Manchester

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Chicago river cruise with an architectural and history tour of the city skyline Not really knowing much about downtown Chicago, I thought the perfect start would be to take a river cruise as an introduction to see this magnificent city and skyline from a water vantage point. Even though the day was cold and ..

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Chicago’s First Lady Cruises

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Chicago (plan Chicago itineraries) has a rich history that goes beyond my faded 4th grade memories, one that tells of a range of events and cultural influences that are tragic, uplifting, ground-breaking, controversial and even very cool. It wouldn’t be possible in this post to adequately describe the permanent and ..

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The Chicago History Museum

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Midway International Airport basically serves low-cost carriers except for a few of Delta’s flights. It is also the largest for Southwest Airlines. It is a better option as it has fewer delays, isn’t as packed and is cheaper. Also, it is a lot closer to downtown. Other airlines that serve it include Frontier, Porter, ...

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Chicago Travel Blog: Where to Stay in Chicago

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Accommodation

I love when people ask me for Chicago travel advice. I mean, I’ve lived in the city my entire life. My family and I actually go out to experience much of what Chicago (Chicago in detail) has to offer. So, I think I’m a fairly qualified person to ask for advice. The only time I feel a bit uncertain is when folks ask me for Chicago hotel ...

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Highlights of our stay at Kinzie Hotel

Guest rooms at Kinzie Hotel

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, which is one of the newest and swankiest hotels in Chicago (see itineraries). It’s situated right across the road from the legendary Wrigley Baseball Stadium – home of the Chicago Cubs. The hotel’s premium suites have huge windows overlooking the historic grounds, (you can’t QUITE see over the stadium walls to glimpse the game, ...

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It was a last minute booking for the night so we used a third-party app to book our room. We booked one of their Classic Rooms, which can accommodate 2 guests. where nightly rates can go as low as $103/night. Hotels.com has its own reward points that you could collect towards free nights.

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Perks of Staying Here

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. and, after looking at their website, I had high hopes. The beds looked fluffy and comfortable. Once I arrived at the Hotel Felix I realized that their location in River North was also fantastic. Beyond the warm greeting I got at the door, the first thing I noticed was the fresh scent of the lobby.

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