Top Chicago Hotel Deals

Make the Most of Your Chicago Stay

Explore Chicago

Chicago stands as an architectural marvel where innovation reaches skyward, defining America's most distinctive urban silhouette along Lake Michigan's shore. The birthplace of the modern skyscraper invites exploration through its renowned river cruises, where docents reveal the stories behind buildings that rose from the Great Fire's ashes. Beyond the iconic Willis Tower and "The Bean" at Millennium Park lies a sophisticated cultural landscape anchored by the Art Institute's collection and the symphony's acoustics.

What to Expect in Chicago

The city's neighborhoods each offer distinct experiences—from the Loop's business energy to the West Loop's acclaimed restaurant scene featuring Michelin-starred establishments. Chicago's culinary reputation extends from innovative fine dining to classic steakhouses where deals happen over perfectly aged cuts.

Getting Around in Chicago

Chicago balances metropolitan sophistication with surprising accessibility—a city where architectural wonders stand alongside lakefront trails and beaches. The Museum Campus houses dinosaur fossils at the Field Museum and celestial wonders at Adler Planetarium, while Wrigley Field's ivy-covered walls preserve baseball's golden age. This blend of Midwestern warmth and cosmopolitan excellence creates an atmosphere where global business and cultural significance coexist with remarkable harmony.

Frequently Asked Questions about Chicago

Can I book hotels in Chicago on Delta Stays using miles?

Yes, you can use your Delta miles to book your Chicago hotel stay, or you can combine your miles with cash for more flexibility. Upon accessing your Delta SkyMiles® account, you will find Member-valued offers at participating properties that could enhance your visit.

What are the benefits if I use Delta Stays to book my hotel stay in Chicago?

SkyMiles Members can earn 2 miles per $1 spent on completed hotel stays and vacation rentals booked through Delta Stays, get access to Member offers at select properties, and can pay with miles, cash, or a combination of both. To ensure you earn your miles, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

What is the policy to change or cancel my hotel booking made through Delta Stays?

Cancellation policies differ depending on the property you choose. We recommend reviewing the specific cancellation policy displayed under each hotel's details before finalizing your reservation. Some rates may be refundable, while others may be non-refundable. Changes and cancellations to your booking may result in a different amount of miles earned and awarded to your account.

Can I earn MQDs on Delta Stays hotel bookings?

Occasionally, Delta Stays may offer SkyMiles Members an opportunity to earn Medallion® Qualification Dollars on hotels and vacation rentals booked through Delta Stays. Be sure to check out the latest MQDs offers and terms at the Delta Stays MQD Offer page.

In order to book a hotel on Delta Stays, do I need to be a Delta SkyMiles Member?

No, Delta Stays accommodations are accessible to all travelers seeking hotel reservations. Nevertheless, enrollment as a SkyMiles Member provides you with opportunities to accumulate miles and gain access to preferential pricing and promotions available only to Members. Members can earn 2 miles per $1 spent (excluding taxes and other fees) on Delta Cars and Stays, and it is free to join. Register today by visiting the Delta.com.

Can I book a vacation rental through Delta Stays?

Yes, in addition to traditional hotels, Delta Stays provides an extensive collection of vacation rentals for your vacation. Explore the variety of homes, condos, and unique accommodations powered by Vrbo on the Vacation Rentals page.

Which hotels have good ratings in Chicago?

With over 1,000 hotels to choose from, you will find plenty of top-rated options in Chicago when you book on Delta Stays. River Hotel has a guest rating of 8.8 out of 10, and features a restaurant and a fitness facility. Another top rated hotel is citizenM Chicago Downtown, which guests love for its bar setting, comfortable rooms, and breakfast. L7 Chicago by LOTTE has a rating of 9.6 and guests enjoyed the room size. The hotel has a restaurant and a bar/lounge.

What area should I consider for my trip to Chicago?

Chicago is home to a wide variety of fascinating neighborhoods loved by travelers and locals.

The Loop is Chicago's energetic downtown core where iconic skyscrapers and business districts converge around elevated train tracks, featuring Cloud Gate's gleaming curves in Millennium Park and world-class institutions like the Art Institute. The neighborhood is home to popular hotels including River Hotel and citizenM Chicago Downtown.

River North showcases America's largest concentration of art galleries outside Manhattan, where contemporary exhibitions line the streets alongside high-end dining and rooftop bars that overlook the Chicago River's scenic curves. You will find top hotels to stay here including Embassy Suites by Hilton Chicago Downtown River North and Eurostars Magnificent Mile.

What is a good time of year to visit Chicago?

Experience Chicago at its finest in July, when 73°F temperatures and mostly sunny skies create perfect conditions for exploring the lakefront and iconic architecture. For fewer crowds and better hotel rates, April offers pleasant 46°F weather with the same sunny skies but lower visitor numbers.

What hotels in Chicago are located near Wrigley Field?

Wrigley Field's ivy-covered walls and hand-operated scoreboard preserve baseball's golden era. The century-old "Friendly Confines" delivers an electrifying atmosphere during Cubs games.

Hotel Zachary Chicago, a Tribute Portfolio Hotel is a popular hotel, which is just steps away. Another hotel is Waldorf Astoria Chicago and it is within a short drive.

Which hotels in Chicago are located closest to Michigan Avenue?

Michigan Avenue's Magnificent Mile blends upscale shopping with historic architecture and modern skyscrapers. Street performers enliven the space between luxury boutiques.

Park Hyatt Chicago is a popular hotel, which is just steps away. Another hotel is Four Seasons Hotel Chicago and it is also close by.

Which hotels in Chicago are located closest to Navy Pier?

Chicago's iconic waterfront playground stretches into Lake Michigan, offering city views from its 200-foot Centennial Wheel. Summer evenings transform with spectacular fireworks illuminating the lake.

One popular hotel is Sable at Navy Pier Chicago, Curio Collection by Hilton which is steps away. The Wade is another well-reviewed hotel and it is within a 14-minute walk.

Are there any luxury 4-star and 5-star hotels in Chicago?

Chicago is home to many luxury hotels. At Loews Chicago O'Hare Hotel, guests love the dining options and room size. Viceroy Chicago is well reviewed for its bar setting and features a seasonal outdoor pool and a restaurant. Guests love the location and staff at The Peninsula Chicago. For luxury hotels in other destinations, visit the Luxury Stays page.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar