Cheap Chicago Hotels

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Look out for Chicago hotels with free cancellation or excellent ratings

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Hotels in Chicago rated best by other travellers

Rated by travellers as the best in the city, these stays are all full marks for cleanliness, customer service and location.

Moxy Chicago Downtown

1.55 km from city centre

R 6 926

Per night

Trump International Hotel & Tower Chicago

1.24 km from city centre

R 20 666

Per night

Nobu Hotel Chicago

1.80 km from city centre

R 10 981

Per night

Moxy Chicago Downtown

1.55 km from city centre

R 6 926

Per night

Trump International Hotel & Tower Chicago

1.24 km from city centre

R 20 666

Per night

Nobu Hotel Chicago

1.80 km from city centre

R 10 981

Per night

Luxury stay or budget getaway?

Whether you're after 5-star comfort or ease on your wallet, we do the searching so you can sleep easy during your stay in Chicago.

Chicago: getting around

Exploring the city

Chicago’s ‘L’ train network and buses cover the city and nearby suburbs efficiently. Many of the main attractions are within walking distance of downtown. Taxis and ride-hailing services are easy to find throughout the city.

Chicago airports

Chicago is served by O’Hare International Airport (ORD) and Midway International Airport (MDW). O’Hare is one of the busiest airports in the world, while Midway mainly handles domestic and low-cost flights.

Flights to Chicago from R 14,973

Chicago car hire

A hire car is useful if you plan to explore beyond Chicago — the Great Lakes, Milwaukee or Illinois countryside are all within easy reach. Within the city, public transport is usually more convenient.

Chicago car hire from R 604 per day

Powered by AI. Check the details before you travel.

Find a Chicago hotel in the heart of the action

Beat the queues at the top Chicago attractions by staying close to them.

McCormick Place

Millennium Park

Grant Park

McCormick Place

Millennium Park

Grant Park

Fast facts

Sleep easy, armed with the stuff that's good to know before you go.

Highest rated hotel	Moxy Chicago Downtown – 4.6

How to find the best hotel deals in Chicago

Want to use the same magic that powers our award-winning flight search to find the best room rates on the internet? Here are a few tips to help you search and save in seconds.

Flexible on dates? Say hello to better rates

Fancy a break, but haven't decided on exact dates yet? Good! Use our calendar view to find the cheapest month or even day of the month to stay in Chicago.

Finding cheap hotels in Chicago: FAQs

What’s the weather like in Chicago?

In Chicago, the expected average temperature in July is 22°C. The warmest month is typically July, which averages 26°C. The coolest month is January, with temperatures averaging -8°C. The rainiest month is August, and the driest month is January.

Can I cancel or amend my hotel reservation last minute if I need to?

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Chicago with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.

Can I get a last-minute Chicago hotel deal?

Of course - the cheapest hotel deal we found within the next seven days is R 1,496 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for R 1,496 per night.

Is it more expensive to stay in Chicago hotels on weekends?

The average price of a hotel during the week is R 10,298 per night, and the average price on weekends is R 10,609. Overall, it looks like the cheapest day to stay in Chicago could be Sunday.

What airports are the closest to the centre of Chicago?

The nearest airport to Chicago is Chicago Midway Airport (MDW), which is 14.5km from the city centre.

Other airports include:

Chicago O'Hare International Airport, which is 25.5km from the city centre.
Chicago Rockford Airport, which is 126.5km from the city centre.

What day is cheapest to stay in hotels in Chicago?

We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Chicago. And the most expensive day seems to be Saturday

How much do 3-star hotels cost in Chicago?

The average price of a 3-star hotel in Chicago is currently around R 6,583 per night. And the cheapest 3-star hotel we found is R 1,794 per night.

How much do 4-star hotels cost in Chicago?

The average price of a 4-star hotel in Chicago is currently around R 7,725 per night. And the cheapest 4-star hotel we found is R 1,717 per night.

How much do 5-star luxury hotels cost in Chicago?

The average price of a 5-star hotel in Chicago is currently around R 16,411 per night. And the cheapest 5-star hotel we found is R 5,649 per night.

When is the best time to stay in a hotel in Chicago?

The cheapest month to stay in a hotel in Chicago is January, with an average price of R 4,259 per night. The most expensive month is June, when the average room rate can rise to R 9,834 per night. These average prices are based on all the hotels we found – from hostels through to fancy 5-star hotels.