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Family Friendly Hotels with Indoor Pools
Hampton Inn & Suites Rosemont Chicago O'Hare
Courtyard by Marriott Chicago Magnificent Mile
Loews Chicago Hotel
Courtyard Chicago Waukegan Gurnee
Hotels with Babysitting Services in Chicago
Fairmont Chicago at Millennium Park
Chicago Marriott Downtown Magnificent Mile
Conrad Chicago
Great Wolf Lodge Illinois
Loews Chicago Hotel
Loews Chicago O'Hare Hotel
Hotels with Connecting Rooms
W Chicago - Lakeshore
Sheraton Grand Chicago
Hyatt Regency Lisle near Naperville
Hyatt Regency Schaumburg Chicago
Where Should We Stay in Chicago?
If you've been thinking about a vacation with your kids, Chicago is a good choice. The interesting architecture, art scene, and notable monuments are just a few things that make this an attractive family vacation destination. Fly into Chicago, IL (MDW-Midway Intl.), which is the closest airport, or Chicago, IL (ORD-O'Hare Intl.), which is located 15.7 mi (25.3 km) from the city center. When you're thinking about where you should stay in Chicago, you might want to consider one of the 705 kid-friendly hotels and other accommodations here.
Families on vacation have good things to say about these accommodations:
Hyatt Regency Chicago: Offers 4 restaurants, laundry facilities, and free WiFi. Guests like the central location and helpful staff at this 4-star hotel.
Congress Plaza Hotel - Features 2 restaurants, free WiFi, and free cribs. The overall comfort and central location make this 3-star hotel popular with guests.
Hyatt Place Chicago/Lombard/Oak Brook - Offers an indoor pool, a restaurant, and free parking. Guests like the quiet location at this 3-star hotel.
SpringHill Suites Chicago O'Hare by Marriott - Features an indoor pool, a restaurant, and free parking. The overall comfort and central location make this 3-star hotel popular with guests.
DoubleTree by Hilton Chicago - Magnificent Mile - Offers an outdoor pool, a restaurant, and free cribs. Guests like the overall comfort and central location at this 3.5-star hotel.
When Should We Visit Chicago?
You're likely hoping for good weather for your family vacation. You can use this information to plan when to grab the kids and head to Chicago.
- Hottest months: July, June, August, and September, with an average temperature of 83°F
- Coldest months: January, February, December, and March, with an average temperature of 20°F
- Driest months: February, January, December, and March, with an average rainfall of 2.31 inches
- Rainiest months: May, June, July, and August, with an average rainfall of 4.05 inches
What Should We See and Do in Chicago?
Skydeck Ledge and Wrigley Field are interesting attractions you and your family might enjoy exploring while you are staying in Chicago. Make sure you have plenty of time to take in the area's activities like Millennium Park, Willis Tower, and John Hancock Center.
Chicago is also well-known for its:- Theater
- Architecture
- Museums
- Art
- Monuments
- Entertainment
- Shopping
Getting Around Chicago
Chicago has transportation options that will make it easy for you and the family to get around. Nearby metro stations include Monroe Station, Monroe Station, and Adams-Wabash Station. If you want to see more of the area, hop aboard a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.
Recently Booked in Chicago

Hilton Garden Inn Chicago Downtown South Loop

Aloft Chicago O'Hare

La Quinta Inn & Suites by Wyndham Chicago Downtown

Aloft Chicago Mag Mile

Hyatt Place Chicago/River North

Silversmith Hotel Chicago Downtown

The Whitehall Hotel

Eurostars Magnificent Mile, previously Dana Hotel

Sofitel Chicago Magnificent Mile

Royal Sonesta Chicago Riverfront
More trip options
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- Expedia Latest Trends
- Rosemont Hotels (14.53 mi)
- Schaumburg Hotels (24.96 mi)
- Naperville Hotels (29.32 mi)
- Willowbrook Hotels (19.12 mi)
- Oak Brook Hotels (16.94 mi)
- Gurnee Hotels (37.68 mi)
- Merrillville Hotels (32.03 mi)
- Joliet Hotels (35.05 mi)
- Evanston Hotels (11.97 mi)
- Lombard Hotels (19.79 mi)
- Kenosha Hotels (50.55 mi)
- Hammond Hotels (20.01 mi)
- Aurora Hotels (36.27 mi)
- Tinley Park Hotels (23.21 mi)
- Racine Hotels (58.95 mi)
- Bolingbrook Hotels (27.54 mi)
- Schiller Park Hotels (13.49 mi)
- Skokie Hotels (12.33 mi)
- Elgin Hotels (35.97 mi)
- Valparaiso Hotels (40.9 mi)
- Hotels with Air Conditioning (871)
- Hotels with Free Wifi (717)
- Hotels with Restaurants (688)
- Non-Smoking Hotels (621)
- Business Hotels (618)
- Hotels with Laundry Facilities (576)
- Hotels with a Gym (548)
- Hotels with Free Parking (533)
- Hotels with Bars (480)
- Hotels with Free Breakfast (470)
- Hotels with a Pool (458)
- Cheap Hotels (454)
- Golf Hotels (451)
- Hotels with an Outdoor Pool (438)
- Hotels & Resorts for Couples (420)
- Hotels with Connecting Rooms (377)
- Luxury Hotels (367)
- Hotel Wedding Venues (335)
- Historic Hotels (333)
- Pet-friendly Hotels (324)
- Navy Pier (1.43 mi)
- Wrigley Field (4.95 mi)
- McCormick Place (2.11 mi)
- Millennium Park (0.22 mi)
- Union Station (0.64 mi)
- Soldier Field (1.48 mi)
- Willis Tower (0.42 mi)
- Art Institute of Chicago (0.22 mi)
- Naval Base Great Lakes (31.8 mi)
- United Center (2.37 mi)
- Grant Park (0.65 mi)
- John G. Shedd Aquarium (1.13 mi)
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