Cheap Vacations in Lee County

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Lee County vacations

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $806, price is now $567 per person
$567
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,886, price is now $1,767 per person
$1,767
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,378, price is now $872 per person
$872
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,472, price is now $952 per person
$952
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Downtown Chicago
Save 100% on your flight
Price was $2,264, price is now $1,471 per person
$1,471
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,120, price is now $1,431 per person
$1,431
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,622, price is now $1,118 per person
$1,118
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,442, price is now $1,020 per person
$1,020
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,258, price is now $890 per person
$890
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,159, price is now $833 per person
$833
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)

3-night Lee County vacations

Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Price was $700, price is now $552 per person
$552
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,148, price is now $794 per person
$794
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Price was $888, price is now $663 per person
$663
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Price was $812, price is now $621 per person
$621
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Price was $925, price is now $710 per person
$710
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Price was $884, price is now $691 per person
$691
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $1,101, price is now $862 per person
$862
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Price was $919, price is now $730 per person
$730
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Chicago Marriott Midway

Chicago Marriott Midway

3.5 out of 5
Price was $846, price is now $673 per person
$673
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
Price was $1,038, price is now $831 per person
$831
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,396, price is now $1,129 per person
$1,129
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
Price was $716, price is now $583 per person
$583
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)

4-night Lee County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,060, price is now $699 per person
$699
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,472, price is now $952 per person
$952
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,353, price is now $904 per person
$904
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $1,189, price is now $820 per person
$820
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,597, price is now $1,114 per person
$1,114
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,308, price is now $931 per person
$931
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $988, price is now $728 per person
$728
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $1,672, price is now $1,243 per person
$1,243
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,204, price is now $903 per person
$903
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $1,240, price is now $932 per person
$932
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,554, price is now $1,181 per person
$1,181
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $1,034, price is now $790 per person
$790
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

5-night Lee County vacations

Price found within the past 48 hours. Click for updated prices.
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
Price was $674, price is now $520 per person
$520
per person
Sep 14 - Sep 19
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,689, price is now $1,012 per person
$1,012
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,509, price is now $979 per person
$979
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,547, price is now $1,065 per person
$1,065
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,467, price is now $1,018 per person
$1,018
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,198, price is now $859 per person
$859
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,177, price is now $848 per person
$848
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Save 100% on your flight
Price was $1,195, price is now $900 per person
$900
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,268, price is now $955 per person
$955
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $1,381, price is now $1,061 per person
$1,061
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,240, price is now $957 per person
$957
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,267, price is now $989 per person
$989
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

6-7 night Lee County vacations

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $1,165, price is now $817 per person
$817
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $1,849, price is now $1,084 per person
$1,084
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $2,886, price is now $1,767 per person
$1,767
per person
Aug 24 - Aug 30
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,665, price is now $1,029 per person
$1,029
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,378, price is now $872 per person
$872
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $2,264, price is now $1,471 per person
$1,471
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,770, price is now $1,193 per person
$1,193
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $2,079, price is now $1,405 per person
$1,405
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,622, price is now $1,118 per person
$1,118
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,442, price is now $1,020 per person
$1,020
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
Save 100% on your flight
Price was $1,258, price is now $890 per person
$890
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Save 100% on your flight
Price was $1,159, price is now $833 per person
$833
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)

Top places to visit in Lee County

A historic stone building with arched windows and a clock tower.
FlightsFlightsHotelsHotels

Dixon

Dixon
A historic train station with a black steam locomotive and a brick building labeled "AMBOY".
FlightsFlightsHotelsHotels

Amboy

Amboy

Flight deals to Lee County

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

Sat, Sep 5 - Sat, Sep 5
MSP
Minneapolis
RFD
Rockford
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 5 from Minneapolis to Rockford, returning Sat, Sep 5, priced at $141 found 6 days ago
Sat, Aug 29 - Mon, Aug 31
TPA
Tampa
RFD
Rockford
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Aug 29 from Tampa to Rockford, returning Mon, Aug 31, priced at $230 found 3 days ago
Sat, Sep 5 - Tue, Sep 8
MCO
Orlando
RFD
Rockford
$242 Roundtrip, found 5 days ago
$242
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 5 from Orlando to Rockford, returning Tue, Sep 8, priced at $242 found 5 days ago

Top rated hotels for your Lee County vacation

Quality Inn & Suites Dixon near I-88

Quality Inn & Suites Dixon near I-88

2.5 out of 5
136 Plaza Dr Dixon IL
10.46 mi from city center
Get rates
A stay at Quality Inn & Suites Dixon near I-88 places you in the heart of Dixon, within a 5-minute drive of Ronald Reagan Boyhood Home and John Deere Historic Site.
Pool
Hot Tub
Tru By Hilton Dixon

Tru By Hilton Dixon

2.5 out of 5
1806 S. Galena Ave Dixon IL
Free Cancellation
Reserve now, pay when you stay
10.36 mi from city center
$115 nightly
The price is $127 total per night
$127 total
Aug 16 - Aug 17
Total with taxes and fees
Located in Dixon, Tru By Hilton Dixon is within a 5-minute drive of Ronald Reagan Boyhood Home and John Deere Historic Site.
Breakfast included
Gym
Fairfield By Marriott Inn & Suites Dixon

Fairfield By Marriott Inn & Suites Dixon

3 out of 5
1755 Fulfs Lane Dixon IL
Free Cancellation
Reserve now, pay when you stay
10.58 mi from city center
$124 nightly
The price is $138 total per night
$138 total
Aug 2 - Aug 3
Total with taxes and fees
Located in Dixon, Fairfield By Marriott Inn & Suites Dixon is within a 5-minute drive of Ronald Reagan Boyhood Home and John Deere Historic Site.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Lee 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.