Cheap Vacations in McHenry County

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McHenry County vacations

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $858, price is now $571 per person
$571
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $991, price is now $737 per person
$737
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $881, price is now $584 per person
$584
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was $1,326, price is now $888 per person
$888
per person
Oct 1 - Oct 5
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $974, price is now $673 per person
$673
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,224, price is now $862 per person
$862
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Ohio House Motel

Ohio House Motel

3 out of 5
Downtown Chicago
Price was $824, price is now $597 per person
$597
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,072, price is now $778 per person
$778
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was $835, price is now $608 per person
$608
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was $775, price is now $575 per person
$575
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)

3-night McHenry County vacations

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Price was $775, price is now $575 per person
$575
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,115, price is now $692 per person
$692
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
Price was $1,093, price is now $740 per person
$740
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
Price was $979, price is now $696 per person
$696
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Ohio House Motel

Ohio House Motel

3 out of 5
Price was $824, price is now $597 per person
$597
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,054, price is now $771 per person
$771
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Save 100% on your flight
Price was $945, price is now $693 per person
$693
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown

4 out of 5
Price was $889, price is now $669 per person
$669
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $929, price is now $704 per person
$704
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
Save 100% on your flight
Price was $902, price is now $704 per person
$704
per person
Sep 24 - Sep 27
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Price was $1,019, price is now $798 per person
$798
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Price was $893, price is now $727 per person
$727
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)

4-night McHenry County vacations

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Price was $961, price is now $738 per person
$738
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $1,667, price is now $1,065 per person
$1,065
per person
Oct 1 - Oct 5
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,584, price is now $1,060 per person
$1,060
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Price was $1,326, price is now $888 per person
$888
per person
Oct 1 - Oct 5
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,452, price is now $1,014 per person
$1,014
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
Price was $1,511, price is now $1,068 per person
$1,068
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
Price was $1,624, price is now $1,181 per person
$1,181
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,139, price is now $833 per person
$833
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Price was $1,855, price is now $1,391 per person
$1,391
per person
Oct 1 - Oct 5
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,227, price is now $927 per person
$927
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Price was $1,145, price is now $865 per person
$865
per person
Oct 1 - Oct 5
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Save 100% on your flight
Price was $1,044, price is now $800 per person
$800
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)

5-night McHenry County vacations

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Price was $1,119, price is now $898 per person
$898
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $2,181, price is now $1,435 per person
$1,435
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Price was $1,735, price is now $1,223 per person
$1,223
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Price was $1,984, price is now $1,430 per person
$1,430
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Price was $1,814, price is now $1,309 per person
$1,309
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Price was $1,294, price is now $979 per person
$979
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Price was $1,234, price is now $963 per person
$963
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Price was $1,405, price is now $1,115 per person
$1,115
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Price was $1,365, price is now $1,089 per person
$1,089
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk

3 out of 5
Price was $1,304, price is now $1,062 per person
$1,062
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Price was $1,311, price is now $1,069 per person
$1,069
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Price was $1,559, price is now $1,288 per person
$1,288
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Chicago (ORD)

6-7 night McHenry County vacations

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Save 100% on your flight
Price was $1,236, price is now $926 per person
$926
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $2,065, price is now $1,399 per person
$1,399
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
Price was $2,485, price is now $1,693 per person
$1,693
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $2,231, price is now $1,583 per person
$1,583
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $1,988, price is now $1,443 per person
$1,443
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Save 100% on your flight
Price was $1,531, price is now $1,131 per person
$1,131
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,535, price is now $1,147 per person
$1,147
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $1,681, price is now $1,270 per person
$1,270
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Save 100% on your flight
Price was $1,698, price is now $1,311 per person
$1,311
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $1,950, price is now $1,513 per person
$1,513
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Save 100% on your flight
Price was $1,640, price is now $1,275 per person
$1,275
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk

3 out of 5
Save 100% on your flight
Price was $1,579, price is now $1,237 per person
$1,237
per person
Sep 24 - Oct 1
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)

Top places to visit in McHenry County

A calm lake with reflections of trees and a clear sky.
FlightsFlightsHotelsHotels

Crystal Lake

Crystal Lake

Flight deals to McHenry County

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Oct 10 - Fri, Oct 16
LAX
Los Angeles
ORD
Chicago
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 10 from Los Angeles to Chicago, returning Fri, Oct 16, priced at $114 found 1 day ago
Fri, Sep 25 - Mon, Sep 28
LAX
Los Angeles
ORD
Chicago
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select United flight, departing Fri, Sep 25 from Los Angeles to Chicago, returning Mon, Sep 28, priced at $197 found 1 hour ago
Fri, Sep 18 - Tue, Sep 22
LAX
Los Angeles
RFD
Rockford
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Sep 18 from Los Angeles to Rockford, returning Tue, Sep 22, priced at $200 found 4 days ago

Top rated hotels for your McHenry County vacation

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
Free Cancellation
Reserve now, pay when you stay
18.93 mi from city center
$169 nightly
The price is $191 total per night
$191 total
Sep 7 - Sep 8
Total with taxes and fees
With a stay at Harbor Shores on Lake Geneva, you'll be centrally located in Lake Geneva, steps from Geneva Lake and 3 minutes by foot from Riviera Ballroom.
Pool
Parking included
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard Fontana WI
Free Cancellation
Reserve now, pay when you stay
17.41 mi from city center
$163 nightly
The price is $180 total per night
$180 total
Aug 30 - Aug 31
Total with taxes and fees
Located in Fontana, Abbey Resort and Avani Spa is on the waterfront, a 1-minute drive from Fontana Beach and 6 minutes from Yerkes Observatory.
Pool
Hot Tub
Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd Deerfield IL
Free Cancellation
Reserve now, pay when you stay
31.57 mi from city center
$127 nightly
The price is $143 total per night
$143 total
Aug 22 - Aug 23
Total with taxes and fees
With a stay at Hyatt Regency Deerfield in Deerfield, you'll be in the suburbs, within a 15-minute drive of Lake Michigan and Sportsman's Country Club.
Pool
Parking included
Don't see what you're looking for?
See all available properties in McHenry County
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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 all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.