Clearing Vacations from $445
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The Latest Clearing Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Swissotel - Chicago
Sep 21 - Sep 23Swissotel - Chicago + Flight
Downtown Chicago2 nights4.5 star property9.0/10 - Wonderful (3,502 reviews)"The ac wasn’t as cool as I would like it to be and some maintenance needed to be addressed the pictures made it look great but it’s okay at best the location was great but I might go a little bit more closer to Michigan dr"Reviewed July 21, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Hotel Riu Plaza Chicago
Sep 3 - Sep 7Hotel Riu Plaza Chicago + Flight
Downtown Chicago4 nights4.0 star property9.4/10 - Exceptional (4,772 reviews)"Breakfast was fantastic loved the options & how helpful & fast everyone was"Reviewed July 22, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop - Level Chicago – Old Town
Sep 18 - Sep 21Level Chicago – Old Town + Flight
Downtown Chicago3 nights4.0 star property9.0/10 - Wonderful (504 reviews)"Good"Reviewed July 20, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Level Chicago Fulton Market
Sep 3 - Sep 7Level Chicago Fulton Market + Flight
Downtown Chicago4 nights4.0 star property9.2/10 - Wonderful (534 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop - LondonHouse Chicago, Curio Collection by Hilton
Sep 30 - Oct 5LondonHouse Chicago, Curio Collection by Hilton + Flight
Downtown Chicago5 nights4.5 star property9.4/10 - Exceptional (3,776 reviews)"Amazing service and staff!"Reviewed July 21, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop
What to do near Clearing
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travelers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travelers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
$42
per adult
88% of travelers recommend
Clearing Hotel Deals
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton4.0 star property
Streeterville, 11.5 mi from Clearing
9.4 out of 10, Exceptional, (2,610 reviews)
9.4/10
Exceptional
(2,610 reviews)
$257 nightly
The price is $306
$306 total
Aug 18 - Aug 19
Total with taxes and fees
8.6 out of 10, Excellent, (1,932 reviews)
8.6/10
Excellent
(1,932 reviews)
"There wasn’t any Clean linen available upon request. Sheets / Towels etc.
The Breakfast Menu/ Bar was great."
$254 nightly
The price is $302
$302 total
Aug 9 - Aug 10
Total with taxes and fees
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk4.0 star property
Streeterville, 10.8 mi from Clearing
8.6 out of 10, Excellent, (1,725 reviews)
8.6/10
Excellent
(1,725 reviews)
"Breakfast staff were awesome"
$299 nightly
The price is $355
$355 total
Aug 9 - Aug 10
Total with taxes and fees
9.0 out of 10, Wonderful, (3,502 reviews)
9.0/10
Wonderful
(3,502 reviews)
"The ac wasn’t as cool as I would like it to be and some maintenance needed to be addressed the pictures made it look great but it’s okay at best the location was great but I might go a little bit more closer to Michigan dr"
$245 nightly
The price is $291
$291 total
Aug 9 - Aug 10
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile4.0 star property
Streeterville, 10.9 mi from Clearing
8.8 out of 10, Excellent, (2,534 reviews)
8.8/10
Excellent
(2,534 reviews)
$203 nightly
The price is $242
$242 total
Aug 16 - Aug 17
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile4.0 star property
Streeterville, 10.9 mi from Clearing
8.2 out of 10, Very Good, (2,931 reviews)
8.2/10
Very Good
(2,931 reviews)
"I like the location"
$202 nightly
The price is $241
$241 total
Aug 9 - Aug 10
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago4.5 star property
10.6 mi from Clearing
8.6 out of 10, Excellent, (2,008 reviews)
8.6/10
Excellent
(2,008 reviews)
$263 nightly
The price is $312
$312 total
Aug 16 - Aug 17
Total with taxes and fees
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park4.5 star property
The Loop, 10.6 mi from Clearing
8.8 out of 10, Excellent, (2,259 reviews)
8.8/10
Excellent
(2,259 reviews)
"The staff was extremely friendly and professional. They were knowledgeable about the surroundings and able to give relevant advice to get around and places to see thank you"
$349 nightly
The price is $415
$415 total
Aug 9 - Aug 10
Total with taxes and 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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.