Cheap Vacations in Lee County

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Lee County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG

3 out of 5
Save 100% on your flight
Price was $685, price is now $493 per person
$493
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop 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 $2,086, price is now $1,175 per person
$1,175
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $1,543, price is now $950 per person
$950
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
Save 100% on your flight
Price was $1,171, price is now $771 per person
$771
per person
Jul 21 - Jul 28
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 $1,005, price is now $678 per person
$678
per person
Jul 7 - Jul 11
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
Downtown Chicago
Save 100% on your flight
Price was $832, price is now $568 per person
$568
per person
Jul 7 - Jul 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $918, price is now $635 per person
$635
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
Save 100% on your flight
Price was $1,405, price is now $979 per person
$979
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
Save 100% on your flight
Price was $922, price is now $646 per person
$646
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

4 out of 5
Save 100% on your flight
Price was $1,239, price is now $868 per person
$868
per person
Jul 21 - Jul 28
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.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Price was $783, price is now $599 per person
$599
per person
Jul 9 - Jul 12
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
Save 100% on your flight
Price was $1,080, price is now $720 per person
$720
per person
Jul 9 - Jul 12
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 $918, price is now $635 per person
$635
per person
Jul 7 - Jul 10
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 $1,092, price is now $760 per person
$760
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $974, price is now $681 per person
$681
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Save 100% on your flight
Price was $956, price is now $684 per person
$684
per person
Jul 15 - Jul 18
found 12 hours 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 $1,343, price is now $964 per person
$964
per person
Jul 15 - Jul 18
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 $1,021, price is now $757 per person
$757
per person
Jul 15 - Jul 18
found 12 hours ago
Roundtrip flight included
Boston (BOS) 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 $971, price is now $725 per person
$725
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Save 100% on your flight
Price was $1,798, price is now $1,356 per person
$1,356
per person
Jul 15 - Jul 18
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $910, price is now $687 per person
$687
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop 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 $994, price is now $761 per person
$761
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip 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 $832, price is now $568 per person
$568
per person
Jul 7 - Jul 11
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 $1,358, price is now $885 per person
$885
per person
Jul 20 - Jul 24
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 $1,005, price is now $678 per person
$678
per person
Jul 7 - Jul 11
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 $850, price is now $615 per person
$615
per person
Jul 7 - Jul 11
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 $1,006, price is now $732 per person
$732
per person
Jul 7 - Jul 11
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 $925, price is now $673 per person
$673
per person
Jul 7 - Jul 11
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 $1,890, price is now $1,381 per person
$1,381
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Save 100% on your flight
Price was $1,046, price is now $787 per person
$787
per person
Jul 20 - Jul 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
Save 100% on your flight
Price was $1,770, price is now $1,340 per person
$1,340
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Price was $775, price is now $589 per person
$589
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Save 100% on your flight
Price was $764, price is now $581 per person
$581
per person
Jul 7 - Jul 11
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 $1,703, price is now $1,314 per person
$1,314
per person
Jul 30 - Aug 3
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.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Save 100% on your flight
Price was $1,002, price is now $679 per person
$679
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,599, price is now $878 per person
$878
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,519, price is now $878 per person
$878
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,605, price is now $965 per person
$965
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,884, price is now $1,137 per person
$1,137
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,674, price is now $1,032 per person
$1,032
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,609, price is now $995 per person
$995
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,094, price is now $707 per person
$707
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,686, price is now $1,122 per person
$1,122
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $1,199, price is now $808 per person
$808
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
The Wade

The Wade

4.5 out of 5
Save 100% on your flight
Price was $1,817, price is now $1,225 per person
$1,225
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
Save 100% on your flight
Price was $1,050, price is now $713 per person
$713
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

6-7 night Lee County vacations

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
Save 100% on your flight
Price was $922, price is now $646 per person
$646
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop 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 $2,086, price is now $1,175 per person
$1,175
per person
Jul 21 - Jul 28
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
Save 100% on your flight
Price was $2,163, price is now $1,315 per person
$1,315
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Save 100% on your flight
Price was $1,543, price is now $950 per person
$950
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop 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 $1,366, price is now $856 per person
$856
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,804, price is now $1,142 per person
$1,142
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
Save 100% on your flight
Price was $1,171, price is now $771 per person
$771
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
Save 100% on your flight
Price was $1,087, price is now $756 per person
$756
per person
Jul 26 - Aug 2
found 10 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Save 100% on your flight
Price was $1,060, price is now $738 per person
$738
per person
Jul 17 - Jul 23
found 7 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Chicago (ORD)
Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
Save 100% on your flight
Price was $1,405, price is now $979 per person
$979
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

4 out of 5
Save 100% on your flight
Price was $1,239, price is now $868 per person
$868
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $1,508, price is now $1,066 per person
$1,066
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)

Top places to visit in Lee County

Old Library
FlightsFlightsHotelsHotels

Dixon

Dixon
Old Train
FlightsFlightsHotelsHotels

Amboy

Amboy

Flight deals to Lee County

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

Wed, Jul 22 - Tue, Jul 28
MCO
Orlando
RFD
Rockford
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 22 from Orlando to Rockford, returning Tue, Jul 28, priced at $213 found 1 day ago
Wed, Aug 12 - Thu, Aug 13
TPA
Tampa
RFD
Rockford
$226 Roundtrip, found 4 days ago
$226
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Aug 12 from Tampa to Rockford, returning Thu, Aug 13, priced at $226 found 4 days ago
Fri, Jul 3 - Mon, Jul 6
MSP
Minneapolis
RFD
Rockford
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 3 from Minneapolis to Rockford, returning Mon, Jul 6, priced at $230 found 1 day 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
Free Cancellation
10.46 mi from city center
$109 nightly
The price is $121 total per night
$121 total
Jun 21 - Jun 22
Total with taxes and fees
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
$122 nightly
The price is $136 total per night
$136 total
Jul 2 - Jul 3
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
24/7 front desk
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
$149 nightly
The price is $165 total per night
$165 total
Jun 21 - Jun 22
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
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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.