Rush Street Vacation Packages

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Top Rush Street Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,930, price is now CA $1,296 per person
CA $1,296
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (471 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $5,407, price is now CA $2,968 per person
CA $2,968
per person
Jul 27 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
It was very pleasant and safe. I liked that you needed a room key to use the elevator which made us feel safe. The hotel is located very central and walking distance to everything. The staff was very friendly.

Reviewed on May 16, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,256, price is now CA $1,425 per person
CA $1,425
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (472 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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $4,447, price is now CA $2,861 per person
CA $2,861
per person
Jul 27 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
The Sable was beautiful and peaceful. We enjoyed our stay and would definitely come back. Thanks for the great customer service.

Reviewed on May 17, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,893, price is now CA $1,935 per person
CA $1,935
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (984 reviews)
Easy and comfortable

Reviewed on May 18, 2026

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Rush Street Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from May 26 to May 27
CA $184
CA $218 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (10,150 reviews)
"Always stay here when I’m trying to save money great location and price"

Reviewed on May 17, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from May 26 to May 27
CA $221
CA $301 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (4,176 reviews)
"The hotel was clean, staff was friendly and very helpful. My room was clean and the breakfast buffet was phenomenal. I recommend this hotel and will be a returning customer."

Reviewed on May 18, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is CA $167 per night from May 25 to May 26
CA $167
CA $198 total
May 25 - May 26
includes taxes & fees
7.8/10 Good! (1,429 reviews)
"I paid for room almost $600 but Expedia didn’t send me breakfast."

Reviewed on May 18, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,593 properties in Rush Street
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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Discover the most popular places to visit in Rush Street

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

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.

Naval Base Great Lakes
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Rush Street

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $31
per child
98% of travellers recommend
Flyover in Chicago
See all activities in Rush Street

Frequently asked questions

Can I cancel my flight booking to Rush Street due to COVID-19?
Our convenient Customer Service Portal is your one-stop shop for most travel questions, including about flight changes and cancellations due to COVID-19. For greater peace of mind, look over the terms and conditions of your airfare before booking your next flight.
What's the best way to find cheap flights to Rush Street that have flexible change policies?
When it comes to traveling these days, flexibility is important. That's why we've added a "No change fee" filter to help you locate flexible, low-priced fares to Rush Street. It's near the top left of your screen directly under the "Flexible change policies" heading.
What are some of the general tips for travelers to Rush Street during the COVID-19 outbreak?
COVID-19 has transformed how the world works in countless ways, including how we're able to travel safely. These tips will help you navigate the new challenges and get you ready for your trip to Rush Street:
  • Investigate what, if any, restrictions or rules apply to both your origin and destination. You may not be able to travel depending on local circumstances, so make sure you check before you lock in your flight.
  • When you pass through airport checkpoints, keep your face mask on. You will be asked to lower it briefly to verify your identity. Passengers who refuse to wear a mask may face civil penalties and may also be denied boarding.
  • You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA employee. Instead, you should position the pass on the reader and then hold it up for the agent to visually inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on baggage. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag at the X-ray machine for scanning.
  • To minimize handling during the screening process, put items such as your belt, phone and wallet into your carry-on rather than into the bins.
  • Separate any food you're carrying for X-ray scanning. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Rush Street?
American Airlines is a well-known air carrier servicing Rush Street. Search for a ticket to O'Hare Intl. Airport (ORD) and you'll have 13307 American Airlines flights every month to pick from.
How can I find cheap tickets to Rush Street?
You'll always score an awesome deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred flight date, then check the flexible dates box above to compare prices for nearby days. was the lowest price for a flight to Rush Street in the last seven days.
How much is a flight to Rush Street?
The cost of a round-trip airfare to Rush Street in the last seven days ranged between and . If you were journeying one way out of (), you could have landed a fare from just .
What are the most popular airports to fly into in Rush Street?
The principal gateway to Rush Street, around 33491 flights cruise into O'Hare Intl. Airport (ORD) each month. Track down an unbeatable deal, book your ticket and get set to explore this fantastic region.
When is the cheapest time to fly to Rush Street?
Consider leaving early on in the week to land a bargain airfare to Rush Street. Tuesday is normally the most economical day to fly, followed by Monday. Saturday typically has the highest ticket prices. This is because a lot of travelers prefer to begin their vacation on a weekend.
How much is a plane ticket to Rush Street?
Ticket prices to Rush Street varied from to in the last seven days. Normally, the sooner you book the better the deal.
Which airlines with flights to Rush Street employ COVID-19 cleanliness policies?
As people take to the skies once again, most reputable airlines have introduced physical distancing and other preventive measures to help slow the spread of COVID-19. Here are some of them:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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