Central Chicago Holidays

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Where to stay in Central Chicago

Find the best Central Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Central Chicago

Things to do near Central Chicago

Central Chicago is ideal for families and urban adventurers, offering a range of activities including vibrant shopping areas, educational attractions, and live music events. Visitors can explore event spaces, enjoy scenic boat tours, and immerse themselves in the city's lively music scene, making it a perfect destination for outdoor and cultural experiences.

Shopping

Experience the vibrant shopping scene in Central Chicago. Visit Chicago Place Mall, a shopping centre 644m away, offering a blend of family and city vibes. Alternatively, explore the 900 North Michigan Shops, 1.1km away, with a mix of business and entertainment. Don't miss City Market, 644m away, for local treasures.

Recreation

Wrigley Field, a historic sports stadium, offers an electric atmosphere for sports enthusiasts, just 6.4km from Central Chicago. Lincoln Hall, located 4.8km away, provides a vibrant backdrop for live music and entertainment. For outdoor sports, visit MetroGolf Illinois Center, a mere 0.6.4km from the city centre.

Adventure

Explore the Salt Creek Trail, a scenic hiking trail located 19.3km from Central Chicago, where you can immerse yourself in nature and enjoy the outdoor adventure vibes. Alternatively, visit Rainbow Falls Waterpark, situated 33.8km away, for thrilling water slides and family-friendly entertainment.

Nightlife

In Central Chicago, the Broadway Playhouse offers a charming theatre experience filled with romance and culture, while Dave & Buster's provides a lively pub atmosphere perfect for drinks and entertainment. For a dose of adventure, explore Amazing Chicago's Funhouse Maze, a thrilling arcade adventure zone.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Central Chicago

Central Chicago offers an ideal setting for family-friendly, city-themed, and outdoor vacations. Visitors can explore a variety of attractions, including impressive skyscrapers, scenic urban parks, and historic buildings, catering to those seeking cultural experiences and a taste of city life. This vibrant area promises a memorable getaway for travellers looking to immerse themselves in the rich tapestry of urban culture.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a bustling street filled with high-end shops, restaurants, and iconic architecture. Stroll along this vibrant thoroughfare to soak up the energetic city vibes and explore its numerous attractions.
  • Navy Pier: A beloved destination, Navy Pier offers stunning views of Lake Michigan and a variety of entertainment options. Enjoy the lively atmosphere, friendly locals, and picturesque scenery, with attractions like the Ferris wheel and boat tours.
  • Millennium Park: This urban oasis features beautifully landscaped gardens, art installations, and recreational spaces. Perfect for families, Millennium Park invites visitors to relax outdoors while enjoying its iconic Cloud Gate sculpture and vibrant cultural events.

Best time to go to Central Chicago

The best time to visit Central Chicago, Chicago can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Central Chicago, Chicago falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Central Chicago, Chicago falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

Booking tips and Expedia advantages for Central Chicago

To save money during your visit to Central Chicago, consider travelling in the off-peak months of December to February, when accommodation prices are lower. Booking your stay on a Monday can also help you avoid the higher Saturday rates. Use Expedia's search tool to filter options by budget and location, and consider bundling your hotel with flights and activities for additional savings. Moreover, take advantage of the city’s public transport system, which is both affordable and efficient, or explore on foot to enjoy free attractions and the vibrant atmosphere.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Central Chicago are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Central Chicago is Monday. The most expensive day to stay around Central Chicago is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your choices based on your budget, preferred location, and the type of hotel you desire. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially reduce your expenses by combining your hotel reservation in Central Chicago with your flights and activities through an Expedia package.

Top hotels in Central Chicago

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is Rp1.964.953 per night from 23 Nov to 24 Nov
Rp1.964.953
Rp2.306.657 total
23 Nov - 24 Nov
includes taxes & fees
8.4/10 Very Good! (5,174 reviews)
Completely fell in love with the hotel!

Reviewed on 30 Oct 2025

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is Rp2.828.933 per night from 3 Nov to 4 Nov
Rp2.828.933
Rp3.320.883 total
3 Nov - 4 Nov
includes taxes & fees
7.8/10 Good! (9,611 reviews)
Great

Reviewed on 28 Oct 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is Rp1.793.820 per night from 17 Nov to 18 Nov
Rp1.793.820
Rp2.105.765 total
17 Nov - 18 Nov
includes taxes & fees
8.8/10 Excellent! (3,205 reviews)
All was well

Reviewed on 31 Oct 2025

Hilton Chicago/Magnificent Mile Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

What to do in Central Chicago

Frequently asked questions

Can I cancel my flight booking to Central Chicago due to COVID-19?
In these times of uncertainty, many airlines are offering more flexibility. Click through to our Customer Service Portal to find information about changing or cancelling your booking due to COVID-19.
What's the best way to find cheap flights to Central Chicago that have flexible change policies?
Search for your low-cost flights to Central Chicago, then check the "No change fee" box below the "Flexible change policies" subheading. It really is that simple. We get that plans change and flexibility is important, so you can book with confidence with Expedia.
What are some of the general tips for travellers to Central Chicago during the COVID-19 outbreak?
COVID-19 has transformed the world in a profound way, including how we can travel safely. The following tips will help you navigate these new challenges and get you ready for your journey to Central Chicago:
  • Research if any travel restrictions apply to your destination and origin before booking your flight. Also check if there are any requirements you'll have to follow on arrival, such as health testing.
  • Requirements state that you must wear a face mask at the airport, including at security checkpoints. You should be prepared to lower your mask for ID purposes when asked by a TSA employee.
  • Avoid handing your boarding pass (electronic or paper) directly to a TSA officer. Instead, position the pass on the scanner and then hold it up for inspection.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. You'll have to remove it for screening.
  • Empty your personal items from your pockets, like your wallet and phone, and put them in your carry-on instead of into bins. This will minimize handling during screening.
  • Transport all food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on means it's less likely a TSA employee will need to open and touch your bag for inspection.

Which airlines fly to Central Chicago?
Arrange your ticket with American Airlines and then start piecing together your Central Chicago travel agenda. This leading airline runs 13307 flights every month to O'Hare Intl. Airport (ORD), a main gateway.
How can I find cheap tickets to Central Chicago?
In the last seven days, was the best price for a flight to Central Chicago. If you want to save even more, book well in advance and be flexible with your dates. Search for your trip to Central Chicago, then see prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Central Chicago?
One-way flights from () sold for just in the last seven days. During this time, the price of a return ticket to Central Chicago varied between and . If you spot a bargain ticket, book as fast as you can — these prices don't hang about.
What are the most popular airports to fly into in Central Chicago?
Book your flight to O'Hare Intl. Airport (ORD) and sample the best that Central Chicago has to offer. As the region's main entry point, about 33491 flights land here every month.
When is the cheapest time to fly to Central Chicago?
If you'd rather spend your money enjoying Central Chicago rather than on getting there, depart early in the week. The cheapest day to fly is usually Tuesday, with Monday running a close second. With many folks keeping their travel to weekends, Saturday typically has the most expensive airfares.
How much is a plane ticket to Central Chicago?
Fares varied from to in the last seven days. When you're ready to book, we'll be ready to help you land a great deal to Central Chicago.
What months are the cheapest to book a flight to Central Chicago?
To pick up a bargain flight to Central Chicago, try to book during the month of February when the price of tickets are at their cheapest. When's the most expensive? In the U.S, it's December.
Which airlines with flights to Central Chicago employ COVID-19 cleanliness policies?
In response to the COVID-19 pandemic, many airlines have implemented extra rules and standards to help travellers fly with peace of mind. Here are some good examples:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

How long is a flight to Central Chicago?
It could take you an hour or two or more — it depends on which part of the country you're setting off from. The average flight times for these busy domestic routes to Central Chicago will give you some idea of what to expect:
  • Los Angeles, CA Airport (LAX-Los Angeles Intl.) to O'Hare Intl. Airport (ORD) - 3 hours and 58 minutes
  • Denver, CO Airport (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 36 minutes
  • Minneapolis, MN Airport (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 1 hour and 44 minutes

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.