Plano Vacation Packages
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- 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
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Your Plano Vacation
Our Plano vacation packages give you countless opportunities to discover new sights, sounds and sensations. And with all the details worked out, you can relax and enjoy your city adventure without a worry in the world. Like to get out and explore? Raging Waves Waterpark, Farnsworth House and Cedardell Golf Club are three of the most popular places to visit during your trip to Plano. Whoever you're taking a break with and whatever your bank balance, your ultimate Plano vacation is only clicks away with Expedia.
Top Plano Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $960, price is now CA $667 per person
CA $667
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Clean rooms and comfortable beds but the windows were a little thin that you could hear everything outside.
Reviewed on Jun 27, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,525, price is now CA $1,074 per person
CA $1,074
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Views were amazing on the water with a bonus fireworks show. Thanks Sable!
Reviewed on Jun 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,991, price is now CA $2,125 per person
CA $2,125
per person
Aug 3 - Aug 8
found 22 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
Plano Hotel Deals
Hampton Inn Chicago/Naperville
1087 E Diehl Rd Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 26 to Jul 27
CA $162
CA $180 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"I’m extreme critical of cleanliness and clutter and this hotel exceeded my expectations. The facilities are well maintained and the staff are very friendly. I plan to book again when we stay in Naperville."
Reviewed on Jun 25, 2026
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Jul 8 to Jul 9
CA $121
CA $140 total
Jul 8 - Jul 9
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Hotel was super nice and clean. The pool was super cold though."
Reviewed on Jun 25, 2026
Best Western Naperville Inn
1617 Naperville Wheaton Rd Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jul 23 to Jul 24
CA $147
CA $164 total
Jul 23 - Jul 24
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"I pre paid for a non smoking room. I called early in the day to let them know I would be a late check in due to a concert. We get there at 1am. They sold my room. I was forced to take a nasty smokers room. It smelled!!!! The door to the bathroom did not close. I have stayed here before in the non ..."
Reviewed on Jun 26, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
