Today we share tips on planning a trip to Chicago – including the best time to visit Chicago, how to get to Chicago, how to get around Chicago, the typical costs in Chicago and how to save money in Chicago. We also share the best things to do in Chicago and what to know before you go to Chicago – all in this Chicago City Guide.

Our full Chicago guide: https://bit.ly/344myIj

Chicago; ‘the windy city’, will blow you through parks, skyscrapers and top-notch restaurants. A relaxed city with some beautiful architecture and stunning parks, Chicago is a great place to spend a few nights and the starting city of Route 66.

Best time to visit Chicago

The best time to visit Chicago is during Spring and Autumn, when the weather is cool but room rates are still low.

Visiting Chicago in the Winter can be magical, especially if you visit over the Christmas period. However, the weather it bitterly cold so it is best to avoid visiting from October through to May unless you are looking for a festive experience or travelling on a budget.

Chicago is home to many different festivals, which run throughout the summer too.

Typical costs

Accommodation
Budget: Similar to the rest of the States, accommodation is pricey. Dorm beds are found at – whilst private rooms can be found – 0.
Midrange: 0 -0 for private but spacious rooms in good locations.
Luxury: 0+ for the top luxury choices.

Transport: Bike Rentals cost for 24 hours, the water taxi costs for an all day pass, a standard bus fare is .25, unlimited ride passes on the subway train is a day or for a week pass, whilst individual tickets cost .

Average cost of food: Cheap eats like burgers, pizza and hot dogs can be found for around with some fantastic deli and sandwich spots costing between -. You can expect to pay between – per person at a sit down restaurant.

How to get to Chicago

Fly – Most visitors arrive by air, arriving at O’Hare International Airport or Chicago Midway Airport.
From O’Hare International you can catch the CTA blue line which runs to the Loop, taking about 40 minutes and costing , from here you can walk or hail a taxi.From Chicago Midway Airport you can catch the CTA orange line which also runs to the Loop, taking about 30 minutes and costing .

Bus – Megabus offers buses to and from major Midwestern cities at cheaper prices than Greyhound. Buses arrive and depart near Union Station on Canal St and tickets must be purchased in advance online. Greyhound offers bus journeys nationwide, with its main station near the CTA blue line Clinton stop.

Train – Amtrak connects Chicago to Milwaukee, St Louis and Detroit, with one daily train running to NYC and San Francisco.

Drive – Many either start or end their route 66 drive from Chicago, with car rentals available from O’Hara Airport. It is advised you arrange car rentals in advance to avoid queuing or disappointed.

How to get around Chicago

Divvy, Chicago’s bike-sharing program, allows you to check out a bike for for 24 hours. The first 30 minutes are free and rates rise after that, but if you get your bike back into a station around the city within those 30 minutes you aren’t charged etc.

One of the most enjoyable ways to discover Chicago is on the river; with the Chicago water taxi costing for an all day pass.

CTA buses follow major roads throughout the day whilst the Pedway (underground walkways) is the best choice for walking around Chicago during the Winter months.

Flash cab, Yellow Cab and Hailo are reliable taxi companies in the area; with fares starting at .25 and costing .80 for every additional mile.

Best things to do in Chicago

– Willis Tower Skydeck
– Grant Park & Buckingham Fountain
– Millennium Park & the bean
– Wrigley Field & the Chicago Cubs
– Navy Pier
– Chicago River Cruise
– Deep Dish Pizza
– Art Institute of Chicago
– Al’s Beef
– Riverwalk
– John Hancock Center
– Chicago Cultural Center
– Maggie Daley Park
– Buckingham Fountain
– Museum of Science and Industry
– Time Out Market Chicago
– Garfield Park Conservatory
– Lincoln Park Zoo

00:00 INTRODUCTION
00:38 BEST TIME TO VISIT CHICAGO
01:18 TYPICAL COSTS IN CHICAGO
03:03 SAVE MONEY IN CHICAGO
04:13 HOW TO GET TO CHICAGO
05:41 HOW TO GET AROUND CHICAGO
07:10 BEST THINGS TO DO IN CHICAGO
8:14 SUMMARY

We hope you have an incredible time in Chicago! What are you most looking forward to? Let us know in the comments below.

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