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Staycation in Chicago

Taking a break doesn’t mean traveling far. A staycation in Chicago lets you enjoy a relaxing day away from home while staying right in the heart of the city. Whether you need a quiet space to work, a stylish hotel near the Magnificent Mile, or a cozy retreat in Lincoln Park, DayBreakHotels offers a variety of day use hotels. With cash payment options, free cancellation, and discounts up to 75% off nightly rates, finding the perfect spot for a quick escape has never been easier.

Cheap Staycation in Chicago – Enjoy the City for Less

Looking for a cheap staycation in Chicago? With day use hotels, you can experience luxury at a fraction of the cost. Get discounts up to 75% off regular rates and enjoy free cancellation until check-in. Whether you prefer a high-rise hotel in the Loop, a modern stay in River North, or a relaxing afternoon near Millennium Park, our interactive map helps you find the best hotel deals near you.

Staycation Ideas in Chicago – The Best Spots to Unwind

Chicago offers countless staycation ideas for every mood. Spend the day in a boutique hotel in Wicker Park, explore the waterfront near Navy Pier, or book a comfortable hotel near Gold Coast for a peaceful escape. Looking for a romantic staycation? Some hotels offer in-room dining, city views, and premium amenities for couples looking to relax. Whether you need a quiet space or a stylish retreat, there’s a perfect day use hotel waiting for you.

With the DayBreakHotels app, you can easily find and book staycation hotels in Chicago with flexible payment options, including cash, ensuring a smooth and stress-free experience.

Staycation in ChicagoDayBreakHotels customers like the following hotels...
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 East Monroe Street, 60603 Chicago (IL)
Rooms from $226
-6%
$241per night
Other DayBreak servicesSmart working
Clarion Inn Elmhurst - Oakbrook

Clarion Inn Elmhurst - Oakbrook

933 S Riverside Dr, Elmhurst, IL 60126 Chicago (IL)
Rooms from $67
3 / 5
GOOD
-55%
$149per night
Other DayBreak servicesPool
The Drake

The Drake

140 East Walton Place, 60611-1501 Chicago (IL)
Rooms from $198
-8%
$214per night
Other DayBreak servicesSmart working
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport, 60666 Chicago (IL)
Rooms from $187
-40%
$311per night
Other DayBreak servicesSmart working
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

511 North Columbus Drive, 60611 Chicago (IL)
Rooms from $163
Other DayBreak servicesSmart working
SpringHill Suites by Marriott Chicago O'Hare

SpringHill Suites by Marriott Chicago O'Hare

8101 W Higgins Rd, IL 60631 Chicago (IL)
Rooms from $104
-40%
$173per night
Hilton Chicago

Hilton Chicago

720 South Michigan Avenue, 60605 Chicago (IL)
Rooms from $228
-17%
$276per night
Other DayBreak servicesSmart working
Chicago Club Inn & Suites

Chicago Club Inn & Suites

630 Pasquinelli Dr, Westmont, IL 60559 Chicago (IL)
Rooms from $80
-40%
$133per night
Other DayBreak servicesPool
Comfort Suites Oakbrook Terrace

Comfort Suites Oakbrook Terrace

17W445 E Roosevelt Rd, Oakbrook Terrace, IL 60181 Chicago (IL)
Rooms from $74
3 / 5
GOOD
-40%
$123per night
Other DayBreak servicesPool
Hampton Inn Chicago North-Loyola Station

Hampton Inn Chicago North-Loyola Station

1209 West Albion Ave, 60626 Chicago (IL)
Rooms from $129
-36%
$202per night
Other DayBreak servicesSmart working