Best Chicago All Inclusive Resorts & Hotels
Pheasant Run Resort
3 out of 5
4051 E Main Street, West Chicago, IL, 60174
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Stay at this 3-star family-friendly hotel in West Chicago. Enjoy free WiFi, a health club, and onsite parking. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Charlestowne Mall and Dellora A. Norris Cultural Arts Center are located nearby. Discover genuine guest reviews for Pheasant Run Resort along with the latest prices and availability – book now.
Pool
Free WiFi
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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.
The Best hotels in Chicago with many Included Amenities
Embassy Suites Chicago Downtown Magnificent Mile
4 out of 5
511 North Columbus Drive, Chicago, IL, 60611
The price is $170 per night
$170
per night
Oct 30 - Oct 31
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Embassy Suites Chicago Downtown Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pool
Breakfast included
Hyatt Place Chicago/River North
3.5 out of 5
66 W Illinois St, Chicago, IL, 60654
The price is $167 per night
$167
per night
Oct 31 - Nov 1
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 coffee shops/cafes. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Hyatt Place Chicago/River North, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Breakfast included
Home2 Suites by Hilton Chicago River North
3 out of 5
110 West Huron St, Chicago, IL, 60654
Free Cancellation
Reserve now, pay when you stay
The price is $170 per night
$170
per night
Oct 30 - Oct 31
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the clean rooms and the family amenities in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Home2 Suites by Hilton Chicago River North, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Breakfast included
Residence Inn Chicago Downtown/Loop
3.5 out of 5
11 S Lasalle St, Chicago, IL, 60603
Free Cancellation
Reserve now, pay when you stay
The price is $188 per night
$188
per night
Oct 28 - Oct 29
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Residence Inn Chicago Downtown/Loop, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Breakfast included
Residence Inn by Marriott Chicago Downtown / River North
3.5 out of 5
410 N Dearborn St, Chicago, IL, 60654
The price is $219 per night
$219
per night
Oct 27 - Oct 28
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Residence Inn by Marriott Chicago Downtown / River North, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Breakfast included
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3 out of 5
68 E. Wacker Place, Chicago, IL, 60601
The price is $161 per night
$161
per night
Oct 31 - Nov 1
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Hampton Inn Chicago Downtown/N Loop/Michigan Ave, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Breakfast included
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.
The Best hotels in Chicago with Free Breakfast
Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL, 60601
Free Cancellation
The price is $178 per night
$178
per night
Oct 31 - Nov 1
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Radisson Blu Aqua Hotel Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL, 60601
The price is $221 per night
$221
per night
Oct 15 - Oct 16
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Swissotel - Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL, 60611
The price is $125 per night
$125
per night
Oct 17 - Oct 18
Stay at this 4-star family-friendly hotel in Chicago. Enjoy WiFi, a 24-hour fitness center, and valet parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Warwick Allerton - Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
The Royal Sonesta Chicago Downtown
4 out of 5
71 E Wacker Dr, Chicago, IL, 60601
The price is $199 per night
$199
per night
Oct 31 - Nov 1
Stay at this 4-star business-friendly hotel in Chicago. Enjoy room service, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for The Royal Sonesta Chicago Downtown, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL, 60654
Free Cancellation
Reserve now, pay when you stay
The price is $150 per night
$150
per night
Oct 31 - Nov 1
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Eurostars Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL, 60605
The price is $161 per night
$161
per night
Nov 1 - Nov 2
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Congress Plaza Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
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.
The Best hotels in Chicago with Free Wi-Fi
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL, 60654
Free Cancellation
Reserve now, pay when you stay
The price is $150 per night
$150
per night
Oct 31 - Nov 1
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Eurostars Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Air conditioning
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL, 60601
The price is $168 per night
$168
per night
Oct 28 - Oct 29
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for River Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Pet friendly
Central Loop Hotel
4 out of 5
111 West Adams Street, Chicago, IL, 60603
Free Cancellation
Reserve now, pay when you stay
The price is $121 per night
$121
per night
Oct 28 - Oct 29
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the overall value in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Central Loop Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Air conditioning
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL, 60603
Free Cancellation
Reserve now, pay when you stay
The price is $121 per night
$121
per night
Oct 28 - Oct 29
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Club Quarters Hotel, Central Loop, Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Pet friendly
Club Quarters Hotel Wacker at Michigan, Chicago
4 out of 5
75 E Wacker Dr, Chicago, IL, 60601
The price is $168 per night
$168
per night
Oct 28 - Oct 29
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Club Quarters Hotel Wacker at Michigan, Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Free WiFi
Pet friendly
Nobu Hotel Chicago
5 out of 5
155 N. Peoria Street, Chicago, IL, 60607
Free Cancellation
Reserve now, pay when you stay
The price is $389 per night
$389
per night
Oct 31 - Nov 1
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Nobu Hotel Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pool
Free WiFi
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.
FAQs
Where is the cheapest place to book all-inclusive vacations? ›
- Apple Vacations.
- CheapCaribbean.com.
- CheapTickets.
- Expedia.
- Funjet Vacations.
- Hotels.com.
- Kayak.
- Orbitz.
- Apple Vacations.
- Apple Vacations' Sister: Funjet.
- Apple Vacations' Sister: Cheap Caribbean.
- Expedia.
- Expedia's Sisters: Travelocity, CheapTickets, and Orbitz.
- Kayak.
- Bookit.com.
- Priceline.
An all-inclusive vacation is a vacation that includes all the essentials in the booking price. Besides accommodation, you can expect food, drinks, activities, and entertainment to be included, without having to pay extra for it.
Are flights included in all-inclusive? ›This is possible because when you pay for your vacation package, often this includes everything from flights and airport transfer, to luxury accommodation, meals, and entertainment. All-inclusive means different things depending upon where you go.
How far in advance should you book an all-inclusive vacation? ›Early or late: Either book very early (nine months or more in advance, especially if you want to stay during peak seasons like Christmas and New Year's) or take a chance on last-minute deals.
Is alcohol included in all-inclusive resorts? ›In addition to as much food as you can eat, all-inclusive resorts typically include all the alcoholic drinks you can drink. You will be shocked that, yes, they will keep serving you booze as long as you want.