Dolton Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Dolton Vacation
Book a Dolton vacation package and prepare to experience the best of this city. Consider staying in the neighborhood of Hyde Park, which is great for history, nature and culture. Love to explore? River Oaks Center, Ravisloe Country Club and Lansing Square Shopping Center are among the top places to visit during a trip to Dolton. Don't put off visiting this city any longer. Your perfect Dolton vacation is only a few clicks away with Expedia.
Top Dolton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Price was CA $1,479, price is now CA $993 per person
CA $993
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Great location and very convenient to river walk and vicinity.
Reviewed on May 22, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,231, price is now CA $1,411 per person
CA $1,411
per person
Aug 2 - Aug 7
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (474 reviews)
Minimum effort. Pleasant stay. Very quiet. Enjoyed the 8th floor common area. Service at the front desk was really great. Convenient coffee shop / bakery in the lobby.
Reviewed on May 18, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $2,886, price is now CA $1,927 per person
CA $1,927
per person
Aug 2 - Aug 7
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (998 reviews)
I’ve stayed at this property a few times now and each time they make sure everything is ok. I’ve had little hiccups with the stay but they always make it right., Each time I’m in the area I will be staying with them the location is great and not to busy.
Reviewed on May 23, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,548, price is now CA $1,043 per person
CA $1,043
per person
Jul 1 - Jul 5
found 16 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,688, price is now CA $1,159 per person
CA $1,159
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Loved this property !
Reviewed on May 23, 2026
Dolton Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from May 25 to May 26
CA $185
CA $219 total
May 25 - May 26
includes taxes & fees
8/10 Very Good! (10,133 reviews)
"400 dollars not worth it period"
Reviewed on May 23, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from May 25 to May 26
CA $182
CA $256 total
May 25 - May 26
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from May 25 to May 26
CA $168
CA $199 total
May 25 - May 26
includes taxes & fees
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.
Discover the most popular places to visit in Dolton
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Dolton
Skydeck - Willis Tower Admission
CA $60
per adult
96% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
