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Hotels in Woodlawn

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Check prices for these dates

Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Where to stay in Woodlawn?

Hallway
Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.4 out of 10, (48)
The price is CNY394
CNY512 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Best Motel By OYO Chicago I-90
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.
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When is the best time to visit Chicago?

Our prices for hotels in Chicago are cheapest in March
Price trends for hotels in Chicago
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Chicago
December
High crowds
High 3°C / low -2°C. Cloudy most days.
View properties in December
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December, High crowds, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, Low crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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May, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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September, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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October, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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November, Moderate crowds, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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Monthly weather averages (˚C)

Top landmarks in Woodlawn

Jackson Park

Jackson Park is worth a pic or two when discovering Woodlawn. Let yourself be amazed at the museums and art galleries in the area too.
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Rubenstein Forum

Rubenstein Forum is worth a pic or two when discovering Woodlawn.
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Check out reviews of Woodlawn hotels guests love

Swissotel - Chicago

Swissotel - Chicago

10/10 Excellent
"This is a great hotel and the staff really makes it a warm and inviting stay. At check-in, Mohammad kindly upgraded us to a higher floor with a stunning view. The next day after an unexpected flight cancellation, Raquel’s helped us rebook our room. Wonderful and kind hospitality. "
Zach 2-night trip
Posted 13 hours ago
Swissotel - Chicago

Frequently asked questions

Is Woodlawn expensive to stay in?
You can find great hotels from CNY512 in Woodlawn to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Woodlawn hotels?
Discover great deals on hotels in Woodlawn with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Woodlawn hotels.
Can I receive a refund if I cancel my Woodlawn hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Woodlawn hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Woodlawn?
You're spoilt for choice with 46 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Woodlawn makes it easy to explore Chicago, including the neighborhoods of Near South Side and Hyde Park.
Which station is best for Woodlawn?
If you're staying at a hotel in Woodlawn, check out the nearest station so that you can get around and explore with ease. Stations in Woodlawn include:
  • Cottage Grove Station
  • King Drive Station
Find out more about Woodlawn

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