Title: The Loop Vacation Packages 2026 from $493 | Expedia.com

[The Loop Travel Guide](https://expedia.com/Chicago-The-Loop.dx800024)[Hotels in The Loop](https://expedia.com/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Car Rentals in The Loop](https://expedia.com/Car-Rentals-In-The-Loop.d800024.Car-Rental-Guide)

![](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# The Loop Vacations from $493

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Your The Loop Vacation

Experience the best that The Loop has to offer with a tailor-made The Loop vacation package. From its bars and pubs and history to its festivals, get ready to fall for the charms of this food-lovers neighborhood. Your trip to The Loop wouldn't be complete without seeing popular attractions nearby such as [Millennium Park](https://www.expedia.com/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction), [Willis Tower](https://www.expedia.com/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) and [Art Institute of Chicago](https://www.expedia.com/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction). Expedia can help you turn your ideal The Loop vacation into reality, no matter your budget or travel plans.

## The Latest The Loop Vacation Packages

Price found within the past 48 hours. Click for updated prices.

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$493

per person

Jun 1 - Jun 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,495 reviews)

Clean room. Very friendly staff

Reviewed on Mar 25, 2026

![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Felix River North/Magnificent Mile

Downtown Chicago

$545

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.2/10 Very Good! (2,582 reviews)

Very pet friendly. Small room but fine for the 2 overnights in city. The Shower head in 1003 leaks & reduced the flow but otherwise decent. Spot Hero parking ($35 night) around the corner for easy in and out. Central location to most areas of interest @$125 value

Reviewed on Mar 24, 2026

![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$704

per person

Jun 18 - Jun 21

found 3 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9/10 Wonderful! (441 reviews)

Staff was really nice

Reviewed on Mar 24, 2026

![Hilton Garden Inn Chicago Downtown South Loop](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Save 100% on your flight

$663

per person

Jun 17 - Jun 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.8/10 Excellent! (1,894 reviews)

Great location, underwhelming stay overall. Nice rooms, crowded amenities, snack area rarely stocked, staff seemed uninvested in our experience.

Reviewed on Mar 24, 2026

![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$793

per person

May 29 - Jun 1

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.2/10 Wonderful! (421 reviews)

10/10 makes you feel at home. One of the best hotels I’ve ever stayed in.

Reviewed on Mar 23, 2026

## Where to stay in The Loop

Find the best The Loop areas and neighborhoods for the activities you enjoy most. [Learn more about The Loop](https://expedia.com/Chicago-The-Loop.dx800024)

![Downtown Chicago showing a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Chicago

5 out of top 10 points of interest in this area

 The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. 

[Find hotel + flight trips in Downtown Chicago](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Chicago&DestID=6350699&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Magnificent Mile illuminated at night showcasing vibrant lights and cultural attractions in Chicago, Illinois](https://images.trvl-media.com/place/800025/2f4bc1ac-f370-4b72-8a89-0aa7dcb93f0c.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Magnificent Mile

 Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service. 

[Find hotel + flight trips in Magnificent Mile](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Magnificent%20Mile&DestID=800025&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Underground passage in the Chicago O'Hare airport](https://images.trvl-media.com/place/553248635074842747/1dda5453-2f05-4485-9f3c-404a7075d270.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### O'Hare

4/5(783 area reviews)

 Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates. 

[Find hotel + flight trips in O'Hare](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=O%27Hare&DestID=553248635074842747&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![River North showing railway items, street scenes and a city](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### River North

 Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building. 

[Find hotel + flight trips in River North](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=River%20North&DestID=6350695&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Chicago which includes modern architecture and a city](https://images.trvl-media.com/place/6059328/2fb61786-4c0f-40e8-ae4e-a0fad3f9539a.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Lincoln Park

4.5/5(326 area reviews)

 Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads. 

[Find hotel + flight trips in Lincoln Park](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lincoln%20Park&DestID=6059328&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## The Loop Hotel Deals

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$116 nightly

$136 total

Apr 1 - Apr 2

Total with taxes and fees

8/10 Very Good! (10,014 reviews)

The hotel is just showing her age... Patched wallpaper, water-stained carpeting, things like that. Our room was clean and comfortable and the view was fantastic. Be aware that particularly on weekend nights, you will hear a LOT of traffic and stereo noise from Michigan Ave. The concierge was very ...

Reviewed on Mar 25, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true&regionId=800024)

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Regency Chicago

151 East Wacker Dr Chicago IL

Fully refundableReserve now, pay when you stay

$200 nightly

$235 total

Apr 5 - Apr 6

Total with taxes and fees

9.4/10 Exceptional! (3,466 reviews)

The air conditioning was great. Loved everything. Only negative was the housekeeper just opened the door without knocking. Scared me to death. The doorman Stan was the highlight of the trip. Amazing service, very helpful, and kind

Reviewed on Mar 24, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=4903&PinnedHotelID=4903&HadPinnedHotel=true&regionId=800024)

![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Swissotel - Chicago

323 E Wacker Dr Chicago IL

Fully refundableReserve now, pay when you stay

$200 nightly

$235 total

Apr 1 - Apr 2

Total with taxes and fees

9/10 Wonderful! (3,221 reviews)

Great

Reviewed on Mar 25, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=17288&PinnedHotelID=17288&HadPinnedHotel=true&regionId=800024)

[See all 1,194 properties in The Loop](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F26%2F2026&endDate=3%2F27%2F2026&regionId=800024)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in The Loop

![Beautiful autumn colors surround modern architecture in Millennium Park, Chicago during a sunny day](https://images.trvl-media.com/place/6069201/87d76a1e-e63f-48a2-8892-fb54ee86f8e1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Millennium Park

4.5/5(7,305 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

[](https://expedia.com/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction)

![Chicago Riverwalk which includes a city, a bay or harbor and a river or creek](https://images.trvl-media.com/place/553248621533116610/1742d80f-9a94-4104-8fda-70856c757147.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago Riverwalk

4.5/5(1,557 reviews)

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

[](https://expedia.com/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction)

![Willis Tower showing a high rise building, mist or fog and cbd](https://images.trvl-media.com/place/6064069/c1ef90d8-49f7-4587-8493-0d8393ea7f31.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Willis Tower

4.5/5(3,416 reviews)

Visit the Skydeck and gaze down over the Chicago cityscape from a dazzling 1,353 feet above the sidewalk.

[](https://expedia.com/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction)

### Things to do

![360 CHICAGO Observation Deck ](https://mediaim.expedia.com/localexpert/170348/1cbf6a0b-f355-4f8a-a858-37fdc0668a64.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 360 CHICAGO Observation Deck

$26

per adult

**86%** of travellers recommend

[](https://expedia.com/things-to-do/360-chicago-observation-deck.a170348.activity-details)

![Chicago Bulls Basketball Game at United Center](https://mediaim.expedia.com/localexpert/47300776/972792e4-c31c-4347-9c2d-8d50ffbad913.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago Bulls Basketball Game at United Center

$61

per adult

**80%** of travellers recommend

[](https://expedia.com/things-to-do/chicago-bulls-basketball-game-at-united-center.a47300776.activity-details)

![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wendella's 90-min Chicago River Architecture Tour

$41

per adult

**94%** of travellers recommend

[](https://expedia.com/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details)

[See all activities in Chicago](https://expedia.com/things-to-do/search?rid=800024)

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- [Pet-Friendly Hotels in Chicago ](https://www.expedia.com/Chicago-Hotels-Pet-Friendly-Hotel.0-0-d178248-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Early Check-in in Chicago ](https://www.expedia.com/Chicago-Hotels-Hotel-With-Early-Check-In.0-0-d178248-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
- [Hotels with a View in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-View.0-n6350699-0-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Hotels near Chicago Union Station ](https://www.expedia.com/Chicago-Union-Station-Hotels.d6129885.Travel-Guide-Hotels)
- [Hotels with Kitchenettes in Chicago ](https://www.expedia.com/Chicago-Hotels-Hotels-With-Kitchens.0-0-d178248-tHotelswithKitchens.Travel-Guide-Filter-Hotels)
- [Resorts & Hotels with Spas in Chicago ](https://www.expedia.com/Chicago-Hotels-Spa-Hotel.0-0-d178248-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Chicago ](https://www.expedia.com/Chicago-Hotels-Hotels-With-Smoking-Rooms.0-0-d178248-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & in Chicago ](https://www.expedia.com/Chicago-Hotels-Adults-Only-Resorts.0-0-d178248-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Hotels with an Indoor Pool in Chicago ](https://www.expedia.com/Chicago-Hotels-Hotels-With-Indoor-Pool.0-0-d178248-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Central Chicago Hotels ](https://www.expedia.com/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels)
- [Casino Hotels in Chicago ](https://www.expedia.com/Chicago-Hotels-Casino-Hotel.0-0-d178248-tCasinoHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Connecting Rooms in Chicago ](https://www.expedia.com/Chicago-Hotels-Hotels-With-Adjoining-Rooms.0-0-d178248-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels)
- [Motel 6 Hotels in Chicago ](https://www.expedia.com/Chicago-Hotels-Motel-6.0-0-d178248--bMotel6.Travel-Guide-Filter-Hotels)
- [Hotels with an Outdoor Pool in Chicago ](https://www.expedia.com/Chicago-Hotels-Hotels-With-Outdoor-Pool.0-0-d178248-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels)
- [Family Hotels in Chicago ](https://www.expedia.com/Chicago-Hotels-Family-Hotel.0-0-d178248-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Hotels near House of Blues Chicago ](https://www.expedia.com/House-Of-Blues-Chicago-Hotels.0-l6227753-0.Travel-Guide-Filter-Hotels)
- [Hotels near Soldier Field ](https://www.expedia.com/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels)
- [Waterpark Hotels in Chicago ](https://www.expedia.com/Chicago-Hotels-Waterpark-Hotels.0-0-d178248-tWaterparkHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Suites in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotel-Suites.0-n6350699-0-tHotelSuites.Travel-Guide-Filter-Hotels)
- [Hotels on the River in Chicago ](https://www.expedia.com/Chicago-Hotels-Riverside-Hotels.0-0-d178248-tRiversideHotels.Travel-Guide-Filter-Hotels)

- [Flights to Chicago ](https://www.expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
- [Flights from Chicago ](https://www.expedia.com/lp/flights/178248/flights-from-chicago)

- [Chicago Vacations ](https://www.expedia.com/Chicago.d178248.Destination-Travel-Guides)
- [Visit Downtown Chicago ](https://www.expedia.com/Chicago-Downtown-Chicago.dx6350699)
- [Visit Chicago ](https://www.expedia.com/Chicago.dx178248)
- [Where to stay in Chicago ](https://www.expedia.com/Chicago.dx178248.Where-To-Stay)
- [Daley Plaza ](https://www.expedia.com/Daley-Plaza-Downtown-Chicago.d553248621533116574.Vacation-Attraction)
- [Chicago Theatre ](https://www.expedia.com/Chicago-Theatre-Downtown-Chicago.d6064049.Vacation-Attraction)
- [Picasso Statue ](https://www.expedia.com/Picasso-Statue-Downtown-Chicago.d6069235.Vacation-Attraction)
- [Chase Tower ](https://www.expedia.com/Chase-Tower-Downtown-Chicago.d553248621555594882.Vacation-Attraction)
- [Willis Tower ](https://www.expedia.com/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction)
- [Marshall Field Building ](https://www.expedia.com/Marshall-Field-Building-Downtown-Chicago.d553248621533116570.Vacation-Attraction)
- [Richard J. Daley Center ](https://www.expedia.com/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction)
- [Noble Fool Theater ](https://www.expedia.com/Noble-Fool-Theater-Downtown-Chicago.d553248621555594884.Vacation-Attraction)
- [Goodman Theater ](https://www.expedia.com/Goodman-Theater-Downtown-Chicago.d6065127.Vacation-Attraction)
- [Miró's Chicago ](https://www.expedia.com/Miros-Chicago-Downtown-Chicago.d553248621533116567.Vacation-Attraction)
- [Chicago Riverwalk ](https://www.expedia.com/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction)
- [Chicago Temple ](https://www.expedia.com/Chicago-Temple-Downtown-Chicago.d553248621561883126.Vacation-Attraction)
- [State Street ](https://www.expedia.com/State-Street-Bronzeville.d6175182.Vacation-Attraction)
- [Chicago Cultural Center ](https://www.expedia.com/Chicago-Cultural-Center-Downtown-Chicago.d6064037.Vacation-Attraction)
- [Sullivan Center ](https://www.expedia.com/Sullivan-Center-Downtown-Chicago.d553248621533116571.Vacation-Attraction)
- [Chicago City Hall ](https://www.expedia.com/Chicago-City-Hall-Downtown-Chicago.d6064035.Vacation-Attraction)
- [Navy Pier ](https://www.expedia.com/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)
- [Millennium Park ](https://www.expedia.com/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction)
- [Chicago Loop Synagogue ](https://www.expedia.com/Chicago-Loop-Synagogue-Downtown-Chicago.d553248621555594887.Vacation-Attraction)
- [Chagall's Four Seasons ](https://www.expedia.com/Chagalls-Four-Seasons-Downtown-Chicago.d553248621533116569.Vacation-Attraction)
- [Cibc Theatre ](https://www.expedia.com/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction)
- [Cadillac Palace Theatre ](https://www.expedia.com/Cadillac-Palace-Theatre-Downtown-Chicago.d6227645.Vacation-Attraction)
- [Art Institute of Chicago ](https://www.expedia.com/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction)
- [Haskell Building ](https://www.expedia.com/Haskell-Building-Downtown-Chicago.d6065133.Vacation-Attraction)
- [Cloud Gate ](https://www.expedia.com/Cloud-Gate-Downtown-Chicago.d6182888.Vacation-Attraction)
- [Marina City ](https://www.expedia.com/Marina-City-Downtown-Chicago.d553248621533116577.Vacation-Attraction)
- [Carbide and Carbon Building ](https://www.expedia.com/Carbide-And-Carbon-Building-Downtown-Chicago.d553248621555594910.Vacation-Attraction)
- [Marquette Building ](https://www.expedia.com/Marquette-Building-Downtown-Chicago.d553248621533116542.Vacation-Attraction)
- [House of Blues Chicago ](https://www.expedia.com/House-Of-Blues-Chicago-Downtown-Chicago.d6227753.Vacation-Attraction)
- [Aon Center ](https://www.expedia.com/Aon-Center-Downtown-Chicago.d6064015.Vacation-Attraction)
- [Crown Fountain ](https://www.expedia.com/Crown-Fountain-Downtown-Chicago.d6182897.Vacation-Attraction)
- [Rookery ](https://www.expedia.com/Rookery-Downtown-Chicago.d553248621533116543.Vacation-Attraction)
- [Chicago Board of Trade Building ](https://www.expedia.com/Chicago-Board-Of-Trade-Building-Downtown-Chicago.d6175175.Vacation-Attraction)
- [Harris Theater ](https://www.expedia.com/Harris-Theater-Downtown-Chicago.d6182886.Vacation-Attraction)
- [Harold Washington Library Center ](https://www.expedia.com/Harold-Washington-Library-Center-Downtown-Chicago.d6064045.Vacation-Attraction)
- [Museum of Broadcast Communications ](https://www.expedia.com/Museum-Of-Broadcast-Communications-Downtown-Chicago.d553248621533116576.Vacation-Attraction)
- [Monadnock Building ](https://www.expedia.com/Monadnock-Building-Downtown-Chicago.d6069203.Vacation-Attraction)
- [Depaul University-Loop Campus ](https://www.expedia.com/DePaul-University-Loop-Campus-Downtown-Chicago.d6227480.Vacation-Attraction)
- [333 West Wacker Drive ](https://www.expedia.com/333-West-Wacker-Drive-Downtown-Chicago.d553248621555594892.Vacation-Attraction)
- [Symphony Center ](https://www.expedia.com/Symphony-Center-Downtown-Chicago.d6064073.Vacation-Attraction)
- [Chicago Symphony Orchestra ](https://www.expedia.com/Chicago-Symphony-Orchestra-Downtown-Chicago.d553248621533126470.Vacation-Attraction)
- [Skydeck Ledge ](https://www.expedia.com/Skydeck-Ledge-Downtown-Chicago.d6125597.Vacation-Attraction)
- [Michigan Avenue Bridge ](https://www.expedia.com/Michigan-Avenue-Bridge-Downtown-Chicago.d6069197.Vacation-Attraction)
- [Civic Opera House ](https://www.expedia.com/Civic-Opera-House-Downtown-Chicago.d6064055.Vacation-Attraction)
- [Fisher Building ](https://www.expedia.com/Fisher-Building-Downtown-Chicago.d6065121.Vacation-Attraction)

- [Car rentals near Chicago ](https://www.expedia.com/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)
- [Enterprise Rental Cars in Chicago ](https://www.expedia.com/Enterprise-Car-Rentals-In-Chicago.d178248-c15.Car-Rental-Guide-Suppliers)
- [Minivan Car Rentals in Chicago ](https://www.expedia.com/Minivan-Car-Rentals-In-Chicago.d178248-tMinivan.Car-Rental-Guide-Class)

- [Chicago Vacation Rentals ](https://www.expedia.com/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)

- [Things to do in Chicago ](https://www.expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.