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The best areas to stay in Chicago are River North and The Loop, both offering excellent access to the city's key attractions and a sophisticated urban experience.


River North is a fantastic choice for those looking for a central and engaging stay. This neighbourhood is known for its impressive architecture, art galleries, and a wide array of upscale restaurants and bars. It's very walkable and provides easy access to the Magnificent Kilometre for shopping, and the Chicago Riverwalk for scenic strolls. You'll find many hotels here, often with high-end fitness equipment and dining options.


For couples, River North offers a stylish backdrop for a romantic getaway. You're just a short walk from the theatre district, world-class dining experiences, and the architectural boat tours that depart from the Chicago River. The area comes alive in the evenings, providing plenty of opportunities for a memorable night out.


The Loop is another prime option, particularly for those who appreciate being at the heart of the city's business and cultural institutions. It's home to iconic landmarks like Millennium Park, the Art Institute of Chicago, and the Willis Tower. During the day, it's a bustling financial district, and in the evenings, it offers a quieter atmosphere with access to many theatres and fine dining establishments.


Solo travellers often find The Loop appealing due to its excellent public transport links, making it easy to navigate the city. Many hotels here cater to business travellers, offering comfortable stays with convenient amenities.

Two of the best hotels in Chicago that receive consistently high recommendations from travellers are the Waldorf Astoria Chicago and The Langham, Chicago.


The Waldorf Astoria Chicago, with a 9.4 rating, is a excellent option. Guests frequently praise the absolutely amazing and attentive staff, the excellent and beautiful rooms, and the wonderful spa facilities. It is conveniently located near Topgolf Swing Suite and the 900 North Michigan Shops, both just 0.3 km away.


Another highly recommended option is The Langham, Chicago, which has an outstanding 9.8 rating. Guests consistently highlight the spacious and great rooms, the attentive and amazing staff, and the superb location. The hotel offers amenities such as Champagne service, an on-site art gallery, and executive rooms with lounge access. It is situated 1.3 km from Skydeck Ledge and 1.2 km from the Art Institute of Chicago.

For families travelling to Chicago, some highly-rated options include the Waldorf Astoria Chicago, Staybridge Suites Chicago - Glenview by IHG, Hilton Garden Inn Chicago OHare Airport, Fairmont Chicago at Millennium Park, and Park Hyatt Chicago.


The Waldorf Astoria Chicago, with an excellent 9.4 rating, offers a range of family-friendly amenities such as sofa beds, complimentary rollaway extra beds, games for children, and connecting rooms. Guests frequently praise the absolutely amazing and attentive staff, excellent rooms, and wonderful spa. It is conveniently located near Topgolf Swing Suite and 900 North Michigan Shops, both within 0.3 km.


The Staybridge Suites Chicago - Glenview by IHG, rated 8.8, is another great choice for families. It features a pool, complimentary cribs, a playground for children, and sofa beds. The rooms are often described as spacious and clean, and the location is considered great. Guests also appreciate the free and great breakfast. It is close to Gallery Park and Kohl Children's Museum.


For those requiring airport proximity, the Hilton Garden Inn Chicago OHare Airport has a 9.0 rating and offers family amenities like complimentary rollaway extra beds, a children's pool, and connecting rooms. The staff are frequently mentioned as friendly and helpful, and the rooms are comfortable and clean. It is located near Chippewa Woods.


The Fairmont Chicago at Millennium Park, with an 8.6 rating, is well-suited for families with amenities such as connecting rooms, complimentary cribs, and on-site babysitting services. Guests consistently highlight the friendly and helpful staff, excellent location, and comfortable rooms. It is within walking distance of the Art Institute of Chicago and Crown Fountain.


Finally, the Park Hyatt Chicago boasts an impressive 9.6 rating and provides child-friendly window designs, connecting rooms, games for children, sofa beds, and complimentary cribs. The staff are frequently described as exceptional and helpful, and the rooms as beautiful and amazing. Its convenient location places it near Topgolf Swing Suite and 900 North Michigan Shops. Find more child-friendly accommodations in Chicago

For exceptional hotels in Chicago, consider the Waldorf Astoria Chicago, the Park Hyatt Chicago, The Langham, Chicago, Trump International Hotel & Tower Chicago, or the Four Seasons Hotel Chicago.


The Waldorf Astoria Chicago, with an outstanding 9.4 rating, offers a luxurious experience with amenities such as designer toiletries, premium bedding, and 24-hour room service. Guests frequently praise the absolutely amazing and attentive staff, the beautiful rooms, and the delicious food. It is conveniently located near the 900 North Michigan Shops, just 0.3 km away.


The Park Hyatt Chicago, a hotel rated 9.6, is highly regarded for its beautiful rooms and exceptional staff. Amenities include designer toiletries, deep soaking bathtubs, and a selection of suites. Its location is praised as convenient and great, with the 900 North Michigan Shops also just 0.3 km away.


The Langham, Chicago, a hotel with an impressive 9.8 rating, provides spacious rooms and an attentive, amazing staff. Guests can enjoy amenities such as champagne service, river views, and a club level lounge. It is well-situated, with the Art Institute of Chicago 1.2 km away and Crown Fountain just 0.8 km distant.


The Trump International Hotel & Tower Chicago, a hotel with a 9.4 rating, boasts beautiful and clean rooms, along with friendly staff. Amenities include river views, deep soaking bathtubs, and 24-hour room service. It is conveniently located 0.4 km from the Shops at North Bridge and 0.7 km from Pritzker Pavilion.


The Four Seasons Hotel Chicago, a hotel with a 9.4 rating, offers excellent breakfast and a great location. Amenities include designer stores onsite, lake views, and 24-hour room service. It is very close to the 900 North Michigan Shops and 360 CHICAGO, both just 0.1 km away. Find more luxury hotels in Chicago

For an all-inclusive hotel in Chicago, The Wheeler Mansion is an excellent choice.


This hotel, with a superb 9.0 rating, provides an all-inclusive stay that features free cooked breakfast, complimentary toiletries, and free self-parking. Guests can also enjoy free WiFi throughout their stay. It is conveniently located near several attractions, including Soldier Field, which is just 0.9 km away, and the Huntington Bank Pavilion at Northerly Island, 1.3 km away. The Adler Planetarium and Astronomy Museum is also within easy reach at 1.6 km. See more all-inclusive resorts in Chicago

For exceptional spa hotels in Chicago, consider The Langham, Chicago, Waldorf Astoria Chicago, and Four Seasons Hotel Chicago.


The Langham, Chicago, with an outstanding 9.8 rating, offers an extensive spa experience including manicures, pedicures, various massages, couples' treatment rooms, and hydrotherapy. Guests frequently praise the spacious rooms and attentive staff. It is also conveniently located near the Shops at North Bridge and Pritzker Pavilion.


Another excellent choice is the Waldorf Astoria Chicago, rated 9.4. This hotel provides a full-service spa with deep tissue massages, body wraps, and facials. Guests consistently highlight the absolutely amazing staff and beautiful rooms. It is situated close to the 900 North Michigan Shops and 360 CHICAGO.


The Four Seasons Hotel Chicago, also with a 9.4 rating, features a luxurious spa with deep tissue massages, body scrubs, detoxification wraps, and a steam room. Guests appreciate the great location, being just a short walk from Topgolf Swing Suite and 900 North Michigan Shops. See all spa hotels in Chicago

For hotels in Chicago that offer complimentary breakfast, consider The Wheeler Mansion, The Sono Chicago, The Langham, Chicago, Ray's Bucktown B&B, and The Publishing House B&B.


The Wheeler Mansion, with a 9.0 rating, provides free cooked breakfast and is located close to the Glessner House Museum, which is just 0.4 km away. Free Wi-Fi and free self-parking are also available for guests.


The Sono Chicago, a hotel rated 10.0, offers free continental breakfast. Guests have praised its central location and delicious breakfast. It is also convenient for attractions such as St. James Cathedral, which is 2.0 km away.


The Langham, Chicago, boasting an impressive 9.8 rating, includes a complimentary buffet breakfast for club level rooms. This hotel is in a great location, with State Street just 0.7 km away and the Chicago Architecture Foundation 1.1 km away. Guests consistently praise the attentive staff and excellent service.


Ray's Bucktown B&B, an establishment with a 9.8 rating, provides a free cooked breakfast. Guests frequently mention the great breakfast and comfortable rooms. It is conveniently located near The 606, which is 1.4 km away.


The Publishing House B&B, a hotel with a 9.8 rating, offers free full breakfast. Guests have highlighted the amazing breakfast and great location, with Union Park just 0.8 km away. The hotel also features an onsite winery. Find more hotels with breakfast in Chicago

For top pet-friendly hotels in Chicago, consider The Talbott, Autograph Collection, The Guesthouse Hotel, and Sofitel Chicago Magnificent Kilometre.


The Talbott, Autograph Collection, with an excellent 9.2 rating, warmly welcomes both dogs and cats, and what's more, pets stay free. They provide food and water bowls for your convenience. Guests frequently praise the friendly and attentive staff, the excellent location near 900 North Michigan Shops and Topgolf Swing Suite, and the clean, lovely rooms.


Another outstanding option is The Guesthouse Hotel, a property rated exceptionally highly at 9.8. This hotel permits dogs and provides food and water bowls, with pets staying free. Guests consistently highlight the amazing staff and the quiet, wonderful rooms. It's located within easy reach of Challenger Park and About Face Theater.


The Sofitel Chicago Magnificent Kilometre, rated 9.4, also permits dogs and offers food and water bowls. This hotel is praised for its friendly and helpful staff, excellent service, and comfortable beds. Its location is superb, being close to 900 North Michigan Shops and Topgolf Swing Suite. See more pet-friendly hotels in Chicago

For top boutique hotels in Chicago, consider the Waldorf Astoria Chicago, Pendry Chicago, Park Hyatt Chicago, Virgin Hotels Chicago, and The Robey, Chicago, a Member of Design Hotels.


The Waldorf Astoria Chicago, with an outstanding 9.4 rating, offers a luxurious experience with amenities such as massages, 24-hour room service, and designer toiletries. Guests frequently praise the absolutely amazing and attentive staff, excellent and beautiful rooms, and the wonderful spa. It is conveniently located near the 900 North Michigan Shops and 360 CHICAGO.


Another excellent choice is the Pendry Chicago, rated 9.4. This hotel features elegant Art Deco property design, designer toiletries, and 24-hour room service. Guests commonly highlight the excellent and friendly staff, great and great location, and comfortable and clean rooms. It's situated close to the Shops at North Bridge and Pritzker Pavilion.


The Park Hyatt Chicago, boasting a remarkable 9.6 rating, provides a sophisticated stay with a focus on Art Deco property design, deep soaking bathtubs, and premium bedding. Customers consistently praise the exceptional and helpful staff, beautiful and amazing rooms, and convenient and great location. Points of interest like the 900 North Michigan Shops and 360 CHICAGO are nearby.


The Virgin Hotels Chicago, with a 9.2 rating, is a popular option offering a stylish Art Deco property design, champagne service, and designer toiletries. Travellers often mention the comfortable and clean rooms, convenient and great location, and friendly and great staff. It is well-located near the Shops at North Bridge and Pritzker Pavilion.


Finally, The Robey, Chicago, a Member of Design Hotels, a hotel rated 9.2, offers a comfortable and clean stay with amenities like a resort-inclusive pool and a poolside bar. Guests frequently praise the beautiful and clean rooms, affordable and great location, and friendly and attentive staff. See all boutique hotels in Chicago

For budget-friendly accommodation in Chicago, consider the Comfort Suites Chicago O'Hare Airport or the Homewood Suites by Hilton Chicago - Schaumburg.


The Comfort Suites Chicago O'Hare Airport, with a rating of 8.0, offers convenient amenities like a free 24-hour airport shuttle service and complimentary breakfast. Guests often praise the nice and clean rooms, friendly staff, and the convenient location. It is also close to Stalica Park, which is just 0.2 km away.


Another excellent choice is the Homewood Suites by Hilton Chicago - Schaumburg, rated 8.6. This hotel provides a complimentary breakfast, free Wi-Fi, and a free area shuttle. Guests frequently praise the great breakfast, friendly staff, and spacious, clean suites. View all budget hotels in Chicago

For a romantic getaway in Chicago, couples have several excellent choices, including The Langham, Chicago, The Peninsula Chicago, and Park Hyatt Chicago.


The Langham, Chicago, boasting an impressive 9.8 rating, is ideal for couples seeking a luxurious experience. It features an extensive spa with a hot tub, sauna, and various treatments, including couples' therapy rooms and massages. Guests frequently praise its spacious rooms, attentive staff, and superb central location in Chicago, with easy access to attractions like the Shops at North Bridge.


Another superb option is The Peninsula Chicago, also rated 9.8. This hotel offers a full-service spa with a wide array of treatments for couples, such as hot stone massages and aromatherapy. Its convenient location places it within a short walk of the 900 North Michigan Shops and the 360 CHICAGO observation deck.


The Park Hyatt Chicago, with a 9.6 rating, is superb for couples looking for refined elegance. Many rooms offer lovely lake views, and some even feature deep soaking bathtubs and private hot tubs. It is ideally situated near the 900 North Michigan Shops and 360 CHICAGO, making it easy to explore the city's key attractions. See all romantic hotels in Chicago

For hotels in Chicago near the Chicago Riverwalk, The Langham, Chicago and The Peninsula Chicago are both excellent choices.


The Langham, Chicago, with an impressive 9.8 rating, is perfectly located near the Chicago Riverwalk. Guests frequently praise the spacious rooms and the attentive staff. This hotel offers luxurious amenities such as Champagne service, an on-site art gallery, and designer toiletries. Many rooms also feature lake or river views. It is just 1.2 km from the Art Institute of Chicago and 0.8 km from Crown Fountain.


Another superb option is The Peninsula Chicago, which also boasts a 9.8 rating. This hotel is known for its excellent service and beautiful, clean rooms. It is conveniently located 1.9 km from the Art Institute of Chicago and 1.6 km from Crown Fountain. The Peninsula has features friendly for families such as free cribs, child-friendly window designs, and connecting rooms, making it ideal for those travelling with children.

There are several highly-rated hotels near Chicago Midway International Airport (MDW) that are superb for travellers, including the Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG, Chicago Marriott Midway, Hampton Inn by Hilton Chicago-Midway Airport, and Hilton Garden Inn Chicago/Midway Airport.


The Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG, with an excellent 9.0 rating, is just 1.6 km from the airport. Guests often praise its clean rooms and great staff, and it offers complimentary breakfast, free WiFi, and a 24-hour airport shuttle, providing excellent value.


The Chicago Marriott Midway, rated 8.4, is conveniently located only 1.5 km from the airport. It features comfortable and clean rooms, a pool, and a free 24-hour airport shuttle service, ensuring easy transport.


Another great option is the Hampton Inn by Hilton Chicago-Midway Airport, also rated 8.4, which is 1.6 km from the airport. This hotel is frequently commended for its clean and quiet rooms, helpful staff, and free continental breakfast. A 24-hour airport shuttle is also available for guest convenience.


Finally, the Hilton Garden Inn Chicago/Midway Airport, with an 8.4 rating, is 1.7 km from the airport. Guests appreciate its clean and quiet rooms, a pool, and a 24-hour airport shuttle.

The best time to go to Chicago is usually during the spring (late April to early June) or autumn (September to October) when the weather is pleasant and the city is buzzing with activity.


During spring, the city emerges from winter, with blooming flowers and milder temperatures, making it ideal for walking tours and enjoying outdoor spaces like Millennium Park. You'll find fewer crowds compared to the peak summer months, and events like the Chicago Cubs' baseball season begin.


Autumn offers crisp air, beautiful fall foliage, particularly along the Chicago Riverwalk and in Lincoln Park, and a comfortable climate for exploring. This season also sees a variety of cultural festivals and events, such as Open House Chicago, which allows access to architecturally significant buildings usually closed to the public.

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to ‘My Trips’ and selecting your reservation. To find flexible deals, filter your search by ‘Fully refundable property’ for hotels in Chicago.

One Key™—Expedia’s free travel rewards programme—gives you instant access to discounts with Member Prices on Chicago hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Prices for hotels in Chicago often vary, but you can find a great deal from NZ$182 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by ‘Price: low to high’ for our cheapest rates.