
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.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,094, price is now CA $846 per person
CA $846
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
8.2/10 Very Good! (2,655 reviews)
If you’re up for walking, this hotel is a great place to stay close enough to most things.
Reviewed on May 8, 2026

River Hotel
Downtown Chicago
Price was CA $1,766, price is now CA $1,503 per person
CA $1,503
per person
Jul 12 - Jul 17
found 17 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
8.8/10 Excellent! (5,143 reviews)
Good for what you pay and the location can’t be beat.
Reviewed on May 11, 2026

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was CA $1,224, price is now CA $1,046 per person
CA $1,046
per person
Jul 17 - Jul 20
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,905 reviews)
Staff was very kind . Hotel was walking distance to many different locations.
Reviewed on May 10, 2026


Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Price was CA $1,695, price is now CA $1,460 per person
CA $1,460
per person
Jul 12 - Jul 17
found 17 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
8.8/10 Excellent! (3,474 reviews)
Room was very clean, bed and pillows were very comfortable, complimentary water bottle with fill station in every floor. restaurant and lounge open until 2am. Although we did not get to experience it. Parking was expensive but Adrian helped us get a discounted rate at a nearby parking lot. It was secured and well lit. I accidentally left my purse behind and called them immediately once I realized and thankfully they found it and I was able to pick it up immediately. Pets stay free just make sure you let them know as they use a certain floor for pets but even though it was used for pets it was exceptionally clean.
Reviewed on May 11, 2026
3 Night Cheap holidays in Illinois
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,028, price is now CA $777 per person
CA $777
per person
Jul 17 - Jul 20
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,655 reviews)
If you’re up for walking, this hotel is a great place to stay close enough to most things.
Reviewed on May 8, 2026

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was CA $1,224, price is now CA $1,046 per person
CA $1,046
per person
Jul 17 - Jul 20
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,905 reviews)
Staff was very kind . Hotel was walking distance to many different locations.
Reviewed on May 10, 2026

4 Night Cheap holidays in Illinois
Price found within the past 48 hours. Click for updated prices.

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was CA $1,222, price is now CA $1,013 per person
CA $1,013
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
8.4/10 Very Good! (3,980 reviews)
wonderful room, great location on the Gold Coast, breakfast was kind of meh, but the restaurant was outstanding for dinner. The bar was excellent, too.
Reviewed on May 9, 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,767, price is now CA $1,293 per person
CA $1,293
per person
Jun 11 - Jun 15
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
8.2/10 Very Good! (2,655 reviews)
If you’re up for walking, this hotel is a great place to stay close enough to most things.
Reviewed on May 8, 2026

Ohio House Motel
Downtown Chicago
Price was CA $1,248, price is now CA $1,034 per person
CA $1,034
per person
Jul 13 - Jul 17
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (1,116 reviews)
Just stayed this past weekend and couldn’t be more pleased! The rooms were clean and renovated. The location is excellent. Five minute walk to the train station, tons of shops and restaurants nearby. Will be staying here again next time we visit Chicago!
Reviewed on May 8, 2026
Cheap Hotels in Illinois

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
The price is CA $119 per night from May 25 to May 26
CA $119
CA $183 total
May 25 - May 26
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,700 reviews)
Small room but perfect for one person. Lovely modern bathroom. Good fitness room. Super friendly and helpful front desk staff
Reviewed on May 10, 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is CA $204 per night from May 25 to May 26
CA $204
CA $243 total
May 25 - May 26
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! (4,293 reviews)
The hotel staff is excellent! Very friendly and very helpful. The hotel is very clean and well maintained. The only issue I had was the charging ports and electrical sockets next to our bed did not work which made overnight charging of our phones and watches difficult.
Reviewed on May 10, 2026

River Hotel
75 East Wacker Drive Chicago IL
The price is CA $208 per night from May 26 to May 27
CA $208
CA $247 total
May 26 - May 27
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! (5,195 reviews)
Good for what you pay and the location can’t be beat.
Reviewed on May 11, 2026
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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