Chicago
Chicago is the ultimate American city, welcoming visitors to a one-of-a-kind experience. Stroll the downtown streets of one of the most walkable cities in the U.S. and explore block after block of outstanding architecture that makes up Chicago’s breathtaking skyline.
At a glance
- On the shores of Lake Michigan
- Stunning architecture
- Award winning restaurants, theatre and music
-
-6 hours
Time Difference -
English
Language Speaking -
9 hours
Flight Time -
$USD
Currency -
Chicago O'Hare International (ORD)
Nearest Airport
Special Offers
Take a look at our current special offers

Save up to £500 per booking
Book by 14th February and take advantage of our exclusive savings
• Save £500 on bookings over £10,000
• Save £350 on bookings between £7,500 - £9,999
• Save £300 on bookings between £5,000 - £7,499
• Save £250 on bookings between £2,500 - £4,999
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10GB of FREE data
Stay connected with up to 10GB of FREE data
Stream, surf, and share more with up to 10GB data on us. Book by 14th February 2025.
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Included Rail Upgrade
Enjoy an included service upgrade on rail holidays
Book a rail holiday in the Rockies and get an included service upgrade. Rail tours sell out quickly so book now to avoid disappointment. Book by 14th February.
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Discounted Hotel Rates
Receive up to a 45% discount on hotel stays
Save up to 45% across our extensive hotel range. Offer valid for selected dates and hotels for the 2025/2026 seasons. Book by 28th February 2025.
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Celebrity Cruises Wave Campaign
Receive up to 35% off for first & second guest on selected cruises
The first two guests sharing a stateroom receive up to 35% off per person on selected cruises. This offer is available until 3rd March 2025.
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Best time to visit Chicago
The best time to visit Chicago is during the spring (April to June) and autumn (September to early November). These seasons offer mild and pleasant weather, fewer tourists, and a variety of events and activities to enjoy.
Spring (April to June) is a fantastic time to explore the city. The weather is mild, with temperatures ranging from 7°C to 24°C, making it perfect for outdoor activities. During this period, you can enjoy events like the Chicago Flower & Garden Show and the St. Patrick's Day Parade. The city's parks and gardens come to life with blooming flowers, providing a beautiful backdrop for sightseeing and leisurely strolls.
Autumn (September to early November) is another excellent time to visit Chicago. The temperatures are comfortable, ranging between 10°C and 21°C, making it ideal for exploring the city on foot. Fall also brings a variety of events, such as the Chicago International Film Festival, Oktoberfest, and Halloween celebrations. The city's parks and streets are adorned with stunning fall foliage, perfect for scenic walks and photography.
Both spring and autumn provide an excellent balance of enjoyable weather and engaging activities without the extreme temperatures of summer and winter, making them the best times to visit Chicago.
Average temperatures by month
- JAN -6°
- FEB -4°
- MAR 3°
- APR 10°
- MAY 15°
- JUN 21°
- JUL 23°
- AUG 22°
- SEP 18°
- OCT 12°
- NOV 5°
- DEC -3°
Contact our travel experts to start planning your holiday to Chicago
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City / Destination
Point of interest
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Snapshot of Chicago
Discover the magic of Chicago, where striking architecture meets a rich cultural scene and exceptional cuisine. From its iconic skyline and lakeside strolls to immersive museums and legendary deep-dish pizza, Chicago offers a unique adventure for every traveller.
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