Paw Paw Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Paw Paw Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,072
per person
Nov 12 - Nov 15
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Lobby smelt amazing right off the bat. All the staff everywhere were very helpful. Breakfast was very good with lots of options. Room was clean and very nice! I definitely recommend!

Reviewed on Aug 30, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $2,594
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)
Every things was 5 Star Amazing

Reviewed on Aug 31, 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
CA $2,303
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
CA $1,379
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,960 reviews)
Tiny tiny room . Barely big enough to move around bed. But great location !

Reviewed on Aug 31, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,140
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
This hotel is well-maintained with clean, quiet, well-appointed, spacious rooms. Some have very nice views of Chicago and/or the River and Lake Michigan. The staff members were friendly and helpful, although I think I'm going to have to call them to get an itemized bill for my incidental room charges (usually such bills are emailed). This might be because I booked through Expedia. The location is great for exploring the loop as well as River North. I will definitely consider staying there again.

Reviewed on Aug 31, 2026

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Paw Paw Hotel Deals

Best Western Rochelle Inn & Suites near DeKalb

Best Western Rochelle Inn & Suites near DeKalb

1133 N. 7th St., Hwy 251 and Rt, 38 Rochelle IL
Fully refundableReserve now, pay when you stay
CA $117
CA $130 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very good! (521 reviews)
"Room was clean. Staff was helpful."

Reviewed on Aug 28, 2026

Best Western Rochelle Inn & Suites near DeKalb
Super 8 by Wyndham Rochelle

Super 8 by Wyndham Rochelle

601 E Highway 38 Rochelle IL
Fully refundableReserve now, pay when you stay
CA $100
CA $111 total
Sep 13 - Sep 14
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Very clean. Very quiet. Mr. Patel was very sincere and helpful. Would stay here again!"

Reviewed on Aug 30, 2026

Super 8 by Wyndham Rochelle
Quality Inn & Suites Mendota near I-39

Quality Inn & Suites Mendota near I-39

1307 Kailash Dr Mendota IL
Fully refundable
CA $113
CA $125 total
Sep 24 - Sep 25
includes taxes & fees
8.4/10 Very good! (556 reviews)
"Team members were very polite.. The rooms were clean…"

Reviewed on Aug 25, 2026

Quality Inn & Suites Mendota near I-39
See all 19 properties in Paw Paw
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.

Frequently asked questions

How much does a Paw Paw vacation package cost?
You can grab a vacation package to this popular destination from CA $1,072 on Expedia. But how much your vacation to Paw Paw costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Paw Paw?
You can generally find lower prices and better availability in January, February and November. Explore our cheap Paw Paw vacation packages and you could score some excellent off-season deals.
How many days is enough for Paw Paw?
The ideal length of your Paw Paw vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to go to all the main attractions and discover some hidden spots along the way.
How to find the best Paw Paw package deals?
Finding a cheap Paw Paw package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Paw Paw package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Paw Paw vacation as a package?
You can enjoy significant savings on your Paw Paw retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Paw Paw?
If you're planning a spontaneous Paw Paw getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Paw Paw?
  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Paw Paw.
  2. Plan your budget wisely: In addition to the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Paw Paw.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Paw Paw. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Paw Paw vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.