Title: Cheap Vacations in Illinois 2026 | Expedia.ca

![](https://images.trvl-media.com/place/215/aa920d34-e093-4af5-87ef-8a5ae8eefcac.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Illinois Cheap Vacations

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## Flight and Cheap hotel deals in Illinois

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

![Freehand Chicago](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/32b602ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Freehand Chicago

Downtown Chicago

CA $491

per person

May 22 - May 25

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8/10 Very Good! (2,798 reviews)

There was a city tax (not mentioned on Expedia like other hotels do) and they haven't refunded my deposit yet (so idk about that for now), the hvac was centralized so it was extremely cold even after we reported it to the front desk a couple of times, and it was already freezing in Chicago during our stay. It's in a good neighborhood and everything is at a walking distance. The lounge was the best part about the place, though. Also, you can keep your bags at the front desk after checking out for a while, so that was convenient.

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

CA $2,082

per person

May 27 - May 31

found 7 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) 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

![Hotel Saint Clair- Magnificent Mile](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/c230295e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Saint Clair- Magnificent Mile

Downtown Chicago

CA $783

per person

May 1 - May 3

found 13 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

8.4/10 Very Good! (1,862 reviews)

Front desk people are out of this world, they are here for the customer.

Reviewed on Mar 26, 2026

![Central Loop Hotel](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/6f853099_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Central Loop Hotel

Downtown Chicago

CA $610

per person

Apr 26 - Apr 29

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

8.6/10 Excellent! (2,050 reviews)

it was in good condition

Reviewed on Mar 24, 2026

![Club Quarters Hotel, Central Loop, Chicago](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/0120c0e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

CA $1,819

per person

May 27 - May 31

found 7 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

8.8/10 Excellent! (3,445 reviews)

Perfectly serviceable

Reviewed on Mar 25, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Cheap holidays in Illinois

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

![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

CA $831

per person

Jun 2 - Jun 5

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) 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

![Club Quarters Hotel, Central Loop, Chicago](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/0120c0e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

CA $1,328

per person

May 28 - May 31

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

8.8/10 Excellent! (3,445 reviews)

Perfectly serviceable

Reviewed on Mar 25, 2026

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### River Hotel

Downtown Chicago

CA $1,381

per person

May 28 - May 31

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

8.8/10 Excellent! (5,054 reviews)

Very small room but we were only sleeping so not a big deal. Location was great

Reviewed on Mar 26, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Cheap holidays in Illinois

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

![Country Inn & Suites by Radisson, Chicago O'Hare South, IL](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/14e0cb44_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Country Inn & Suites by Radisson, Chicago O'Hare South, IL

CA $651

per person

May 8 - May 12

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

7.4/10 Good! (1,288 reviews)

Great place to stay breakfast was nice and hot

Reviewed on Mar 25, 2026

![Hotel Saint Clair- Magnificent Mile](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/c230295e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Saint Clair- Magnificent Mile

Downtown Chicago

CA $1,498

per person

Jun 10 - Jun 14

found 8 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

8.4/10 Very Good! (1,862 reviews)

Front desk people are out of this world, they are here for the customer.

Reviewed on Mar 26, 2026

![Ohio House Motel](https://images.trvl-media.com/lodging/7000000/6440000/6435600/6435554/66e1ac0a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ohio House Motel

Downtown Chicago

CA $1,305

per person

Apr 30 - May 4

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

9/10 Wonderful! (1,080 reviews)

Perfect Location! I’m the person who obsessively cleans their hotel rooms as SOON as I enter and check for bedding issues. This place definitely impressed me, especially for a “Motel” it’s very nice. I appreciate that the beds have 2 mattress protectors. I usually ask for fresh linens every time I stay at a hotel but their sheets feel and smell as if they’re freshly cleaned and not reused. The showers and bathroom were nice and clean. The staff’s attention to detail and cleanliness was thorough. The parking was average price for the area but seems like the better value because of easy self park and re-entry access. Only complaint was that the neighboring room had an issue that required immediate construction in the early morning when I was trying to sleep. But the staff quickly worked to accommodate me and solve the problem, I was satisfied with their customer service and professionalism.

Reviewed on Mar 25, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Cheap Hotels in Illinois

![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

- 13 min drive from Wrigley Field

CA $159

CA $186 total

Apr 5 - Apr 6

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...

8/10 Very Good! (9,991 reviews)

Building is not in good shape. Repairs that have been done have not been done well. Outlets and hinges painted over, fixtures that don't fit, and no hot water. Cheap furnishings and not clean. Do not recommend!

Reviewed on Mar 27, 2026

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

River Hotel

75 East Wacker Drive Chicago IL

- 11 min drive from Wrigley Field

CA $164

CA $192 total

Apr 13 - Apr 14

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...

8.8/10 Excellent! (5,028 reviews)

Very small room but we were only sleeping so not a big deal. Location was great

Reviewed on Mar 26, 2026

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

- 9 min drive from Wrigley Field

CA $169

CA $199 total

Apr 9 - Apr 10

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...

9/10 Wonderful! (3,987 reviews)

I would def say please please clean around the pool where the water runs through on the side the stainless steel could use a nice scrub, doesn't look clean at all.

Reviewed on Mar 26, 2026

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

[See all 10,387 properties in Illinois](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=215)

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.

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[Illinois Flights

](https://expedia.ca/Destinations-In-Illinois.d215.Flight-Destinations)[

Illinois Hotels

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