Chicago Trip

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Discover architectural marvels and vibrant culture in Chicago

Chicago is a captivating city that blends urban splendor with rich culture and history. Situated on the shores of Lake Michigan, Chicago offers a stunning skyline adorned with towering skyscrapers. The city is renowned for its vibrant theater scene, awe-inspiring architecture, and world-class museums. Visitors can immersey themselves in art and history, explore iconic monuments, and indulge in endless entertainment options. Downtown Chicago is a must-visit, offering a bustling atmosphere, picturesque scenery, and fantastic shopping opportunities. A trip to Chicago will leave you enchanted by its unique charm and unforgettable experiences.

Where to stay in Chicago

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

When it comes to exploring Chicago and its vicinity, you'll be captivated by the diversity and excitement that each area has to offer. Here are some of the must-visit neighborhoods:

  • Downtown Chicago: This vibrant area is the heart of the city, boasting a stunning skyline filled with skyscrapers. Immerse yourself in the thriving theater scene, marvel at the architectural wonders, and explore world-class museums and art galleries. Don't miss the iconic monuments and indulge in some retail therapy amidst the bustling shopping districts.
  • Magnificent Mile: Located on Michigan Avenue, this upscale neighborhood is famous for its luxurious shopping experience. Stroll along the mile-long stretch and be amazed by the grandeur of the historic buildings, while enjoying the theater performances and admiring breathtaking art collections.
  • The Loop: Situated in the heart of downtown, The Loop is known for its iconic "L" train loop. Explore the vibrant theater district, discover impressive architecture, visit renowned museums, and soak in the lively atmosphere. Don't forget to take in the stunning scenery and enjoy the shopping opportunities.

Each area in Chicago offers a unique blend of urban charm, cultural treasures, and exciting experiences that will make your trip unforgettable.

Chicago is a vibrant city filled with urban charm, towering skyscrapers, world-class theaters, stunning architecture, captivating museums, breathtaking art, iconic monuments, lively entertainment, picturesque scenery, and a shopping paradise.

  • McCormick Place: Immerse yourself in the urban atmosphere of Chicago at this event and conference venue. Marvel at the skyscrapers, indulge in theatrical performances, explore architectural wonders, delve into museums, appreciate art, visit monuments, enjoy entertainment, and indulge in shopping.
  • Wrigley Field: Experience the electric energy of this sports facility and stadium. Witness the towering skyscrapers surrounding the field, enjoy theatrical performances, admire architectural features, explore nearby museums, appreciate art, visit monuments, revel in entertainment, and indulge in shopping.
  • Navy Pier: Delight in the charm of this jetty pier. Be enchanted by the urban skyline and skyscrapers, immerse in theatrical experiences, admire architectural gems, explore museums, appreciate art, visit monuments, revel in entertainment, soak in the scenic views, and indulge in shopping.

Chicago is a food lover's paradise, offering a wide range of local cuisine and unique dishes. From deep-dish pizza to Chicago-style hot dogs, the city is known for its iconic dishes. You can also indulge in delicious ethnic cuisines, such as Mexican, Italian, and Polish, which reflect the diverse cultural heritage of the city. Don't forget to try the famous Chicago-style popcorn, a delightful combination of caramel and cheese flavours.

When it comes to dining experiences, Chicago has a vibrant food scene with numerous top-rated restaurants. A must-visit is Alinea, a three-Michelin-star restaurant that offers a multi-sensory dining experience with innovative and artistic dishes. For a taste of Chicago's history, head to The Berghoff, a classic German-American restaurant that has been serving traditional dishes since 1898. Other notable restaurants include Girl & the Goat, known for its creative small plates, and Lou Malnati's Pizzeria, where you can savor the city's famous deep-dish pizza.

Chicago (and vicinity) boasts a year-around average temperature of 10.8°C, peaking at 24.4°C in July, its warmest month, and dipping to an average low of -4.0°C in January, the coolest. Rainfall averages at 82.8mm annually, with May seeing the heaviest showers and February being the driest month.

Monthcalendar iconTemperature (Celcius)temperature iconRainfall (mm)rain icon
January-4.052.3
February-1.849.3
March3.869.1
April10.392.5
May16.1104.9
June21.7103.1
July24.4101.9
August23.4101.3
September19.184.1
October12.482.3
November5.386.9
December-1.765.3

✅ Top reasons to visit Chicago

  • Captivating Cityscape: Chicago's skyline, adorned with towering skyscrapers, creates a mesmerizing urban splendor.
  • Rich Cultural Scene: The city offers a vibrant theater scene, captivating museums, and a thriving art and history heritage.
  • Breathtaking Architecture: Explore iconic architectural wonders that make Chicago famous, showcasing stunning designs and structures.
  • Picturesque Scenery: Situated on the shores of Lake Michigan, Chicago offers scenic views and a bustling atmosphere in its downtown area.
  • Fantastic Shopping Opportunities: Indulge in a shopping paradise with bustling shopping districts, upscale neighborhoods, and a luxurious shopping experience along the Magnificent Mile.

The Chicago info point: What you need to know

Category
Details
What is Chicago known for?Architecture, Deep-dish pizza, Blues music
Most popular month?June, July, August
Length of Stay3-5 days
WeatherCold winters, hot summers
Don't missThe Art Institute of Chicago, Millennium Park, Navy Pier
CuisineChicago-style hot dogs, Italian beef sandwiches, Garrett Popcorn
Where to goThe Magnificent Mile, Navy Pier, Grant Park

Top hotels in Chicago

Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₹7,842 per night from 31 Mar to 1 Apr
₹7,842
per night
31 Mar - 1 Apr
8.4/10 Very Good! (2,921 reviews)
"Central location. Close to subway and within walking distance of all the attractions"

Reviewed on 26 Mar 2024

Club Quarters Hotel, Central Loop, Chicago
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 ₹8,935 per night from 1 Apr to 2 Apr
₹8,935
per night
1 Apr - 2 Apr
7.6/10 Good! (6,445 reviews)
"The hotel is beautiful. A walk through time. It was very clean and staff were friendly."

Reviewed on 25 Mar 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₹8,634 per night from 31 Mar to 1 Apr
₹8,634
per night
31 Mar - 1 Apr
8.6/10 Excellent! (2,715 reviews)
"Very friendly staff and super nice place for a lower price."

Reviewed on 27 Mar 2024

River Hotel
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.

Frequently asked questions

How much does a Chicago holiday package cost?
Starting from as low as , you can handcraft your own Chicago package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Chicago?
Find flights that fit in with your schedule, add a hotel to your booking and watch how much you save with a Chicago holiday package. It’s as easy as that! From flights and hotels to activities and rental cars, Expedia is where your cheap getaway begins. And with more than 550 partner airlines and 1,000,000 properties across the globe to pick from, you won’t be short of choice.
Where should I stay in Chicago?
Central Chicago is an excellent place to stay in Chicago. With interesting attractions like Millennium Park and Willis Tower within easy reach, you won’t have to worry about running out of things to do here. Magnificent Mile is another option. This place has plenty to offer travellers, including John Hancock Centre and Chicago Water Tower.
What are the top hotels in Chicago?
Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton are some favourite options in the neighbourhood of Central Chicago. If you’d rather stay in the North Side area, consider locking in a room at The Whitehall Hotel or Hyatt Regency Chicago.
How far in advance should I book my Chicago holiday?
While not all air carriers release ticket prices early, you can normally start comparing international flights on Expedia up to 12 months in advance. This is the time you can bag some fantastic deals. If you’re booking last minute, you may still be in luck. Discounted prices occasionally appear a few weeks prior to departure.
What does an Expedia Chicago travel package include?
Hotels, flights and rental cars — we have them well covered. With Expedia, you can shape your Chicago package just how you like it. All you have to do is work out exactly what you need. Once you’ve made your booking, you can add on fun things like tours and activities. The more you bundle, the greater your savings!
What should I know before booking a Chicago travel package?
We already have low prices. However, you’ll pick up even more bargains when you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and a huge range of choice.
Can I choose my airline with a Chicago Expedia holiday package?
Yes, of course. We have more than 550 partner airlines globally, so fly with the carrier that fits your budget and travel needs.
If I'm not able to travel, can I cancel my Chicago holiday package?
We totally get that life sometimes gets in the way of your plans. If you’ve booked a Chicago holiday package and have to amend or cancel it, we’re here to help. We suggest visiting our Customer Service Portal first for information. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it’s been longer than 24 hours, your airline, hotel or car rental company may charge a fee.

💰 How to find great deals on package in Chicago

  • Combine your flights with hotels or car rentals to save money on Expedia.
  • Take advantage of Expedia's Rewards program to collect points and save money on your Chicago trip.
  • Use the search filters on Expedia to find the perfect accommodation within your budget.
  • Consider traveling during the off-peak season, typically from November to February, for better package deals.
  • Check for special promotions and discounts on Expedia for Chicago attractions and activities.
  • Book your package deal in advance to secure the best prices and availability on Expedia.
  • Consider bundling your Chicago package with nearby attractions like Milwaukee or Indianapolis for a more diverse trip.
  • Don't forget to check the weather forecast for Chicago during your travel dates to pack accordingly.
  • Read reviews and compare different package deals on Expedia to ensure you're getting the best value for your money.
  • Stay flexible with your travel dates to take advantage of any last-minute deals on Expedia.

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