MileHacker Logo
Getting Around Chicago

Getting Around Chicago

Chicago Illinois, USA Travel Guide

Accommodation Types

These budget-friendly options typically feature dorm rooms but often include private rooms as well. They are common in central areas like the Loop or River North and provide a social atmosphere, useful for solo travelers.

Mid-range hotels are common 3-4 star chain hotels (Marriott, Hilton, Hyatt, etc.) that balance amenities, comfort, and price. They often include services like fitness centers, on-site dining, and business facilities.

Hotel Categories

  • Luxury Hotels: Chicago boasts numerous high-end 4-5 star hotels with extensive services, fine dining options, and prime locations like The Peninsula or Four Seasons.
  • Boutique Hotels: These hotels feature unique design, personalized service, and a distinct character. They are often smaller and independently owned.
  • Vacation Rentals and Apartment Options: Platforms like Airbnb and Vrbo offer a wide range of apartments, condos, and houses, suitable for families or longer stays, providing more space and kitchen facilities.
  • Camping and Outdoor Accommodation: No camping options exist within Chicago city limits. State parks and campgrounds are available outside the metropolitan area.

Budget Hotels

Basic amenities and clean rooms at a lower price point. Often found slightly outside the city center or as part of national chain hotels.

Hostels

Budget-friendly options, typically featuring dorm rooms but often including private rooms as well. Common in central areas like the Loop or River North.

Unique Local Stays

Chicago has a strong presence of historic hotels. Properties like the Palmer House Hilton or The Drake Hotel offer an unique sense of place and historical ambiance.

Neighborhood Guide

Central & Upscale
  • The Loop: Central business district with major landmarks like the Willis Tower, Millennium Park, and the Art Institute of Chicago. Bustling by day, quieter at night.
  • Magnificent Mile (Near North Side/Streeterville): Chicago's premier shopping district, featuring luxury hotels, upscale dining, and close proximity to Navy Pier.
  • River North: Lively atmosphere, excellent dining and entertainment options, good access to downtown.
Residential & Trendy
  • Lincoln Park: An upscale, residential neighborhood featuring beautiful parks (including the free Lincoln Park Zoo), charming boutiques, and diverse dining options.
  • Wicker Park/Bucktown: Hip, bohemian neighborhoods known for vintage shops, independent boutiques, live music venues, and eclectic dining.
  • West Loop: A former industrial area transformed into a culinary hotspot. It features top restaurants, trendy bars, and a growing number of hotels.

Safety and Proximity

Safe Areas

Central tourist areas (Loop, Magnificent Mile, River North, Lincoln Park, West Loop) are very safe during the day and evening.

General Caution

Exercise standard urban caution, especially late at night or in less populated areas. Remain aware of your surroundings.

Best Proximity

The Loop offers the best proximity to major attractions and CTA transportation hubs.

Noise Levels

Loop/River North/Magnificent Mile are noisy due to city traffic and nightlife. Lincoln Park is generally quieter.

Booking Strategies

Plan your accommodation booking for optimal prices and availability.

Advance Booking Recommendations

  • High Season (Summer): Book 3-6 months in advance, especially for popular hotels or major events.
  • Shoulder Season: Book 1-3 months in advance to secure good options.
  • Low Season (Winter): Good deals often appear closer to travel date (1 month or less), but book ahead for best selection.
  • Seasonal Price Fluctuations: Prices are significantly higher in summer, during major conventions, or around holidays/events.

Trusted Platforms

  • Online Travel Agencies (OTAs): Websites like Booking.com, Expedia, and Hotels.com for wide selection.
  • Direct Hotel Websites: Often have best rate guarantees or loyalty benefits.
  • Vacation Rentals: Airbnb and Vrbo are reliable for apartments and houses.
  • Hostels: Hostelworld is a specialized platform.

Policies and Rates

  • Deposit Policies: Always check deposit and cancellation policies carefully.
  • Be aware of non-refundable rates, which often come with lower prices but no flexibility.
  • Deposits may be needed for some vacation rentals.
  • Cancellation Policies: Understand the flexibility options.
  • Walk-In Rates: Negotiating walk-in rates is not common for hotels in Chicago. Prices are generally fixed and often higher than online pre-booked rates.

Accommodation Recommendations

Budget Picks

Chicago Getaway Hostel, HI Chicago Hostel, Freehand Chicago.

Mid-Range Gems

Hotel Julian, Allegro Royal Sonesta, Hyatt Centric Chicago Magnificent Mile.

Luxury Stays

The Langham Chicago, The Peninsula Chicago, Waldorf Astoria Chicago.

Specialized Accommodation

Finding the right place to stay to match specific travel needs.

Family-Friendly Options

  • Many mid-range and luxury hotels offer connecting rooms, pools, and amenities for families.
  • Vacation rentals often mean more space and kitchen facilities.
  • Consider hotels near Millennium Park or Lincoln Park due to proximity to attractions and green spaces.

Solo Traveler & Long Stay

  • Hostels like HI Chicago or Freehand Chicago for social atmosphere. Boutique hotels in River North or West Loop for style and convenience.
  • Extended-stay hotels with kitchenettes (e.g., Residence Inn, Homewood Suites) or vacation rentals for longer visits.
  • No camping options within Chicago city limits. State parks and campgrounds are outside the metropolitan area.

Historical Significance

Palmer House Hilton

This historic hotel showcases grand architecture and a rich past, offering a glimpse into Chicago's gilded age.

Rich history

The Drake Hotel

An iconic luxury hotel overlooking Lake Michigan, The Drake is a Chicago landmark with a history of hosting dignitaries and celebrities.

Iconic landmark

Chicago Athletic Association Hotel

Housed in a historic club building, this hotel blends its rich history with modern design elements, offering an unique stay.

Blends past and present

Homestay & Community Tourism

Homestay Opportunities
  • While less common as organized programs for typical tourism, opportunities for homestays can be found through platforms like Airbnb.
  • These can allow a immersion into local life.
  • Connect with local residents.
Community-Based Experiences
  • Look for local tours or workshops run by community organizations.
  • Experience Chicago beyond typical tourist attractions.
  • Support local businesses and artists.

Tips for Choosing

  • Location, Location, Location: Prioritize proximity to attractions or public transport if sightseeing is your focus.
  • Budget Alignment: Define your budget per night and stick to it.
  • Group Size: Consider space and amenities needed for solo, couples, or family travel.
  • Reviews: Always check recent traveler reviews on booking platforms.
  • Flexibility: Note cancellation policies, especially for unpredictable travel plans.
  • Amenities: Identify must-have amenities like Wi-Fi, breakfast, or a fitness center.
  • Direct Booking: Compare rates on OTAs vs. direct hotel websites for best deals.
  • Seasonal Impact: Be aware that demand drives price changes throughout the year.

Specialized Transportation

Beyond standard options, Chicago offers unique ways to see the city.

Tour Buses & Water Taxis

  • Tour Buses: Companies like Big Bus Chicago and Chicago Trolley & Double Decker Co. offer hop-on-hop-off tours.
  • These provide a convenient way to see major attractions at your own pace, with commentary.
  • Chicago Water Taxi: This seasonal service connects major points along the Chicago River.
  • It offers a scenic and efficient way to travel between locations like Union Station, Michigan Avenue, and Chinatown.

Additional Water Travel

  • Shoreline Sightseeing Water Taxis: These connect Navy Pier to the Museum Campus and Michigan Avenue, providing another water-based transit option.
  • Architectural Boat Tours: While primarily attractions, these tours also move you along the river, providing views.
  • Motorcycle and Scooter Rentals: Limited availability, mainly for recreational riders, not common for general tourist transportation due to traffic.
  • Chicago does not have cable cars, funiculars, or other unique local transport systems of this nature.

Photography Tours

Specialized tours for capturing Chicago's iconic skyline and architecture, often with expert guidance.

Food Tours

Explore Chicago's diverse culinary scene through guided walking or bus tours, tasting local specialties.

Community Tours

Engage in tours that highlight Chicago's neighborhoods and their unique cultural contributions.

Accessibility Services

Public Transit Accessibility
  • The CTA continues its work towards full accessibility for trains and buses.
  • All CTA buses are accessible.
  • Many 'L' train stations have accessible entrances and facilities.
Other Accessible Options
  • Many attractions have accessible entrances and facilities for visitors with mobility needs.
  • Taxis and ride-shares often have accessible vehicle options available upon request.
  • Walking tours can accommodate various mobility needs with prior notice.

Final Tip

Planning transportation within Chicago means balancing convenience with cost. Public transit offers an economical and efficient way to explore most of the city's areas.

For specific excursions or direct routes, taxis and ride-sharing services are readily available. Consider specialized tours for unique perspectives.