Chicago, IL

Chicago is the largest city in Illinois and the third-largest in the United States, in the Midwest on the south-western shore of Lake Michigan. It’s about 300 miles north-east of St. Louis, 290 miles south-east of Minneapolis, and around 715 miles west of New York City. O’Hare International Airport is one of the busiest in the world and links to downtown by the “L” train, while Midway Airport serves the south side. The city is easy to get around, with the “L” elevated rail system, buses, and walkable downtown streets, and Union Station connects it by Amtrak to much of the Midwest.

Climate: Late spring through early autumn is the most pleasant time to visit, with warm weather and lakefront events. Winters are cold and windy, though the holiday lights and indoor attractions keep the city appealing.

Millennium Park and the lakefront: Cloud Gate (“The Bean”), Crown Fountain, and the Jay Pritzker Pavilion are all in Millennium Park, and the 18-mile Lakefront Trail runs along sandy beaches, parks, and harbors. Navy Pier is a popular spot with rides, restaurants, and fireworks in summer.

Neighborhoods: The Loop is the downtown core, River North has galleries and nightlife, Lincoln Park has a large park and zoo (free), Wicker Park and Logan Square are known for independent shops and bars, and the Magnificent Mile is the city’s main shopping street.

Food: Chicago is a major food city, famous for deep-dish pizza, Chicago-style hot dogs (no ketchup), Italian beef sandwiches, and a Michelin-starred fine dining scene. Neighborhoods like Pilsen, Chinatown, and Greektown offer a wide range of international cuisine.

Architecture: Chicago is the birthplace of the skyscraper, and an architecture river cruise on the Chicago River is one of the best ways to see the skyline. Willis Tower’s Skydeck, the 360 Chicago observation deck in the John Hancock Center, and landmarks like the Tribune Tower and Marina City are highlights.

Choice Hotels International, Inc.,

Our Top 10 Chicago Hotels, ranked by distance from the city centre, with the closest hotel listed first.

Choice Hotels
Choice privileges
Chicago > Chicago > 60601 IL
Cambria Hotel Chicago Loop - Theatre District
Chicago > Chicago > 60601 IL
Radisson Blu Aqua Hotel, Chicago
Chicago > Chicago > 60657 IL
Rodeway Inn Chicago North Shore - Lincolnwood
Chicago > Chicago > 60659 IL
Rodeway Inn Chicago-Evanston
Bedford Park > Chicago > 60638 IL
Sleep Inn Midway Airport
Burbank > Chicago > 60459 IL
WoodSpring Suites Chicago Midway
Lyons > Chicago > 60534 IL
Rodeway Inn Lyons - La Grange
Schiller Park > Chicago > 60176 IL
Comfort Suites Chicago O'Hare Airport
Hillside > Chicago > 60162 IL
MainStay Suites Chicago Hillside
Schiller Park > Chicago > 60176 IL
Quality Inn O'Hare Airport

 

Upon selecting their preferred hotel, guests will be redirected to the designated booking platform to complete their reservation. This platform enables them to earn reward points on eligible bookings and redeem accumulated points towards qualifying stays, subject to the applicable loyalty programme terms and conditions.

Hilton - For the stay,

Our Top 10 Chicago Hotels, ranked by distance from the city centre, with the closest hotel listed first.

Hilton
Hilton Honors
Chicago > Chicago > 60603 IL
Hampton Inn Majestic Chicago Theatre District
Chicago > Chicago > 60605 IL
Hilton Vacation Club Hotel Blake Chicago
Chicago > Chicago > 60603 IL
Palmer House a Hilton Hotel
Chicago > Chicago > 60606 IL
Canopy by Hilton Chicago Central Loop
Chicago > Chicago > 60606 IL
Hilton Garden Inn Chicago Central Loop
Chicago > Chicago > 60603 IL
Silversmith Hotel Chicago Central Loop, Tapestry by Hilton | Dec 2026
Chicago > Chicago > 60605 IL
Hilton Chicago
Chicago > Chicago > 60601 IL
theWit Chicago, a Hilton Hotel
Chicago > Chicago > 60601 IL
Hilton Garden Inn Chicago Downtown Riverwalk
Chicago > Chicago > 60601 IL
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

 

Upon selecting their preferred hotel, guests will be redirected to the designated booking platform to complete their reservation. This platform enables them to earn reward points on eligible bookings and redeem accumulated points towards qualifying stays, subject to the applicable loyalty programme terms and conditions.

Hyatt Corporation,

Our Top 10 Chicago Hotels, ranked by distance from the city centre, with the closest hotel listed first.

Hyatt
World of Hyatt
Chicago > Chicago > 60606 IL
Hyatt Place Chicago/Downtown-The Loop
Chicago > Chicago > 60603 IL
Hyatt Centric The Loop Chicago
Chicago > Chicago > 60603 IL
Chicago Athletic Association
Chicago > Chicago > 60654 IL
Hyatt Place Chicago/River North
Chicago > Chicago > 60601 IL
Hyatt Regency Chicago
Chicago > Chicago > 60611 IL
Hyatt Centric Chicago Magnificent Mile
Chicago > Chicago > 60611 IL
Park Hyatt Chicago
Chicago > Chicago > 60607 IL
Hyatt House Chicago / West Loop-Fulton Market
Chicago > Chicago > 60611 IL
Thompson Chicago
Chicago > Chicago > 60614 IL
Hotel Lincoln

 

Upon selecting their preferred hotel, guests will be redirected to the designated booking platform to complete their reservation. This platform enables them to earn reward points on eligible bookings and redeem accumulated points towards qualifying stays, subject to the applicable loyalty programme terms and conditions.

InterContinental Hotel Group,

Our Top 10 Chicago Hotels, ranked by distance from the city centre, with the closest hotel listed first.

IHG
One Rewards
 Chicago > Chicago > 60611 IL
InterContinental Chicago Magnificent Mile
 Chicago > Chicago > 60611 IL
Holiday Inn Express Chicago - Magnificent Mile
 Chicago > Chicago > 60654 IL
voco Chicago Downtown - Riverwalk
 Chicago > Chicago > 60654 IL
Holiday Inn Chicago Dwtn - The Mart
 Chicago > Chicago > 60603 IL
Kimpton Gray Hotel
 Chicago > Chicago > 60661 IL
Crowne Plaza Chicago West Loop
 Chicago > Chicago > 60607 IL
Holiday Inn & Suites Chicago-Downtown
Oak Park > Chicago > 60301 IL
Holiday Inn Express & Suites Chicago West - Oak Park | NEW
Chicago > Chicago > 60638 IL
Holiday Inn Express & Suites Chicago-Midway Airport
 Chicago > Chicago > 60629 IL
Holiday Inn Chicago - Midway Airport S

Upon selecting their preferred hotel, guests will be redirected to the designated booking platform to complete their reservation. This platform enables them to earn reward points on eligible bookings and redeem accumulated points towards qualifying stays, subject to the applicable loyalty programme terms and conditions.

Marriott International, Inc.,

Our Top 10 Chicago Hotels, ranked by distance from the city centre, with the closest hotel listed first.

Marriott
Marriott Bonvoy
Chicago > Chicago > 60603 IL
Residence Inn by Marriott Chicago Downtown/Loop
Chicago > Chicago > 60603 IL
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Chicago > Chicago > 60603 IL
JW Marriott Chicago
Chicago > Chicago > 60601 IL
Renaissance Chicago Downtown Hotel
Chicago > Chicago > 60604 IL
The LaSalle Chicago, Autograph Collection
Chicago > Chicago > 60654 IL
The Westin Chicago River North
Chicago > Chicago > 60654 IL
Hotel Chicago Downtown, Autograph Collection
Chicago > Chicago > 60601 IL
citizenM Chicago Downtown
Chicago > Chicago > 60654 IL
SpringHill Suites by Marriott Chicago Downtown/River North
Chicago > Chicago > 60654 IL
Residence Inn by Marriott Chicago Downtown/River North

Upon selecting their preferred hotel, guests will be redirected to the designated booking platform to complete their reservation. This platform enables them to earn reward points on eligible bookings and redeem accumulated points towards qualifying stays, subject to the applicable loyalty programme terms and conditions.

Booking.com,

Our Top 10 Chicago Hotels, ranked by distance from the city centre, with the closest hotel listed first.

Booking.com - a different perspective on accommodation options.
250 m
The Palmer House Hilton
350 m
Arlo Chicago
400 m
Hampton Inn Majestic Chicago Theatre District
500 m
Cambria Hotel Chicago Loop - Theatre District
Pendry Chicago
L7 Chicago by LOTTE
theWit Chicago, a Hilton Hotel
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
citizenM Chicago Downtown
600 m
Hilton Garden Inn Chicago Downtown Riverwalk

 

Upon selecting their preferred hotel, guests will be redirected to the designated booking platform to complete their reservation. This platform enables them to earn reward points on eligible bookings and redeem accumulated points towards qualifying stays, subject to the applicable loyalty programme terms and conditions.

Visas
Apply for a visa

Apply for a visa here

 https://travel.state.gov/content/travel/en/us-visas.html

Apply for an ESTA

Official ESTA Application

https://travel.state.gov/content/travel/en/us-visas.html

Flights
AA - Book a flight

American Airlines offers flights from London to Chicago. Browse available flight options and fares between London (All Airports) (LON) and O'Hare International Airport (ORD) for business trips, family visits and short getaways.

From London to Chicago

https://www.aa.com/en-gb/flights-from-london-to-chicago

All other flights search and book a flight here

https://www.aa.com/homePage.do?locale=en_GB

Direct from London
BA - Book a flight

Chicago – a city that easily rivals the energy and collection of cutting-edge cultural attractions in New York, while also being on the doorstep of the Midwest’s natural beauty. You can learn about presidential history, shop the length of the Magnificent Mile and enjoy the beaches of Lake Michigan, which are just a short journey away. Chicago is home to some of America’s biggest sports teams, and the starting point of one of the world’s most famous road trips

London to Chicago - Search and book a flight here

https://www.britishairways.com/content/flights/usa/chicago

First class | Business - Club World | Premium Economy - World Traveller Plus | Economy - World Traveller

 

Flights
DL - Book a flight

Search and book a flight here

 

https://www.delta.com/mea/en

Flights
EK - Book a flight

Search and book a flight here

https://www.emirates.com/us/english/destinations/dxb/ord/flights-from-dubai-to-chicago/

Search our USA destinations and book a flight here

https://www.emirates.com/english/destinations/flights-from-dubai-to-united-states/

Flights
QR - Book a flight

Search and book a flight here

https://www.qatarairways.com/en/destinations/flights-to-chicago.html

 

Flights to the Americas with Qatar Airways

https://www.qatarairways.com/en/destinations/flights-to-americas.html

Flights
UA - Book a flight

United deals to Chicago - Book here

https://www.united.com/en/us/deals/flights-to-chicago

 

Search and book a flight from London to Chicago here

https://www.united.com/en/gb/deals/flights-from-london-to-chicago

 

Search and book a flight here

https://www.united.com/en/za

Why not?

Joining a hotel loyalty programme is free and offers instant benefits, including exclusive member rates, complimentary Wi-Fi, and expedited check-in.

With every eligible stay, members earn points that can be redeemed for free nights, room upgrades, and a variety of travel rewards. As membership status grows, additional benefits may include complimentary breakfast, personalized recognition, and the flexibility of early check-in or late check-out, making every stay more rewarding and enjoyable.

 

1. Choice Hotels
Choice privileges
2. Clermont Hotel Group (UK)
Affrordable rates
3. Hilton
Hilton Honors
4. Hyatt
World of Hyatt
5. IHG
One Rewards
6. Leonardo
Leonardo Advantage Club
7. Marriott
Marriott Bonvoy
8. Radisson
Radisson Rewards
9. Whitbread (Europe)
Affrordable rates

Can I book a hotel on this platform?

Upon selecting their preferred hotel, guests will be redirected to the designated booking platform to complete their reservation. This platform enables them to earn reward points on eligible bookings and redeem accumulated points towards qualifying stays, subject to the applicable loyalty programme terms and conditions.

 

Visiting...

Africa & Middle East:

Watch this space!

Europe & United Kingdom:

Cambridge | London

North America: United States:

Atlanta | Austin | Boston | Chicago | Dallas | Houston | Los Angeles | Nashville | New York | Philadelphia | Seattle | Washington D.C.

 

 

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Contact: +27 79 921 3428

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