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Staycation in Chicago

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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...
Clarion Inn Elmhurst - Oakbrook

Clarion Inn Elmhurst - Oakbrook

933 S Riverside Dr, Elmhurst, IL 60126 Chicago (IL)
Rooms from $62
3 / 5
GOOD
-49%
$122per night
Other DayBreak servicesPool
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport, 60666 Chicago (IL)
Rooms from $187
Other DayBreak servicesSmart working
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 East Monroe Street, 60603 Chicago (IL)
Rooms from $173
Other DayBreak servicesSmart working
The Drake

The Drake

140 East Walton Place, 60611-1501 Chicago (IL)
Rooms from $114
Other DayBreak servicesSmart working
Chicago Club Inn & Suites

Chicago Club Inn & Suites

630 Pasquinelli Dr, Westmont, IL 60559 Chicago (IL)
Rooms from $75
-34%
$114per night
Other DayBreak servicesPool
Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown

40 East Grand Avenue, 60611 Chicago (IL)
Rooms from $76
Other DayBreak servicesSmart working
Hilton Chicago

Hilton Chicago

720 South Michigan Avenue, 60605 Chicago (IL)
Rooms from $141
Other DayBreak servicesSmart working
Comfort Suites Lombard

Comfort Suites Lombard

530 W. North Ave, Lombard, 60148 Chicago (IL)
5 / 5
EXCELLENT!
Rooms from $79
Other DayBreak servicesPool
SpringHill Suites by Marriott Chicago O'Hare

SpringHill Suites by Marriott Chicago O'Hare

8101 W Higgins Rd, IL 60631 Chicago (IL)
Rooms from $399
Other DayBreak servicesMeeting roomExtra services
Comfort Suites Oakbrook Terrace

Comfort Suites Oakbrook Terrace

17W445 E Roosevelt Rd, Oakbrook Terrace, IL 60181 Chicago (IL)
Rooms from $69
3 / 5
GOOD
-54%
$150per 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 $151
Other DayBreak servicesSmart working