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Hotels in Woodlawn

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Check prices for these dates

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

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 ฿1,759
฿2,285 total
includes taxes & fees
13 Jan - 14 Jan 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 January
Price trends for hotels in Chicago
Pricing is based on two traveller 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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Perfect location, clean, delicious breakfast, and overall highly recommended. "
Neftali 4-night trip
Posted 12 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Frequently asked questions

Is Woodlawn expensive to stay in?
You can find great hotels from ฿2,285 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.
How can I find discounted rates and deals for Woodlawn hotels?
Unlocking discounted rates at hotels in Woodlawn couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
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 areas of Near South Side and Hyde Park.
Find out more about Woodlawn

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