Cheap Vacations in DuPage County

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DuPage 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
Downtown Chicago
Save 100% on your flight
Price was $921, price is now $658 per person
$658
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,366, price is now $830 per person
$830
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,205, price is now $781 per person
$781
per person
Oct 16 - Oct 19
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 $1,044, price is now $678 per person
$678
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip 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 $1,432, price is now $947 per person
$947
per person
Oct 2 - Oct 5
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 $1,184, price is now $786 per person
$786
per person
Oct 16 - Oct 19
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
Downtown Chicago
Save 100% on your flight
Price was $1,078, price is now $716 per person
$716
per person
Oct 16 - Oct 19
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 $1,173, price is now $820 per person
$820
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,022, price is now $740 per person
$740
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,135, price is now $831 per person
$831
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

3-night DuPage 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 $921, price is now $658 per person
$658
per person
Oct 16 - Oct 19
found 1 day 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 $1,366, price is now $830 per person
$830
per person
Oct 16 - Oct 19
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 $1,292, price is now $828 per person
$828
per person
Oct 16 - Oct 19
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 $1,205, price is now $781 per person
$781
per person
Oct 16 - Oct 19
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 $1,044, price is now $678 per person
$678
per person
Oct 16 - Oct 19
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 $1,432, price is now $947 per person
$947
per person
Oct 2 - Oct 5
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 $1,184, price is now $786 per person
$786
per person
Oct 16 - Oct 19
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 $1,078, price is now $716 per person
$716
per person
Oct 16 - Oct 19
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 $2,029, price is now $1,354 per person
$1,354
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip 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 $1,173, price is now $820 per person
$820
per person
Oct 16 - Oct 19
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 $1,064, price is now $749 per person
$749
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Save 100% on your flight
Price was $968, price is now $693 per person
$693
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

4-night DuPage County vacations

Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Southwest at Burr Ridge

Chicago Marriott Southwest at Burr Ridge

4 out of 5
Price was $748, price is now $588 per person
$588
per person
Oct 22 - Oct 26
found 22 hours 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 $936, price is now $618 per person
$618
per person
Oct 22 - Oct 26
found 22 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 $1,303, price is now $876 per person
$876
per person
Oct 22 - Oct 26
found 22 hours 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 $1,441, price is now $1,008 per person
$1,008
per person
Oct 21 - Oct 25
found 20 hours 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 $1,129, price is now $812 per person
$812
per person
Oct 22 - Oct 26
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,142, price is now $842 per person
$842
per person
Oct 1 - Oct 5
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,196, price is now $896 per person
$896
per person
Oct 22 - Oct 26
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Save 100% on your flight
Price was $4,090, price is now $3,062 per person
$3,062
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Chicago (ORD)
Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $1,162, price is now $880 per person
$880
per person
Oct 21 - Oct 25
found 20 hours ago
Roundtrip flight included
Boston (BOS) 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 $1,169, price is now $905 per person
$905
per person
Oct 11 - Oct 15
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
Price was $1,173, price is now $911 per person
$911
per person
Oct 22 - Oct 26
found 22 hours ago
Roundtrip 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 $2,497, price is now $1,966 per person
$1,966
per person
Oct 17 - Oct 21
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

5-night DuPage County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,061, price is now $617 per person
$617
per person
Oct 22 - Oct 27
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,682, price is now $922 per person
$922
per person
Oct 22 - Oct 27
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,949, price is now $1,117 per person
$1,117
per person
Oct 22 - Oct 27
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,879, price is now $1,085 per person
$1,085
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $2,221, price is now $1,339 per person
$1,339
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,564, price is now $969 per person
$969
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $1,311, price is now $819 per person
$819
per person
Oct 22 - Oct 27
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) 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 $1,812, price is now $1,162 per person
$1,162
per person
Oct 15 - Oct 20
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 $1,725, price is now $1,136 per person
$1,136
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,428, price is now $956 per person
$956
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,570, price is now $1,061 per person
$1,061
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $1,606, price is now $1,109 per person
$1,109
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)

6-7 night DuPage County vacations

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

3 out of 5
Price was $511, price is now $420 per person
$420
per person
Oct 7 - Oct 13
found 13 hours 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 $2,763, price is now $1,893 per person
$1,893
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) 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 $1,829, price is now $1,298 per person
$1,298
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Save 100% on your flight
Price was $2,713, price is now $2,029 per person
$2,029
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
Save 100% on your flight
Price was $2,278, price is now $1,754 per person
$1,754
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG

3.5 out of 5
Price was $836, price is now $644 per person
$644
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $3,582, price is now $2,813 per person
$2,813
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
Price was $538, price is now $432 per person
$432
per person
Oct 7 - Oct 13
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4.5 out of 5
Price was $1,250, price is now $1,012 per person
$1,012
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
Price was $921, price is now $751 per person
$751
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) 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 $1,218, price is now $994 per person
$994
per person
Oct 7 - Oct 13
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
Price was $1,302, price is now $1,069 per person
$1,069
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)

Flight deals to DuPage County

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

Wed, Oct 21 - Sat, Oct 24
LAX
Los Angeles
ORD
Chicago
$128 Roundtrip, found 10 hours ago
$128
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Los Angeles to Chicago, returning Sat, Oct 24, priced at $128 found 10 hours ago
Thu, Nov 12 - Sun, Nov 15
LAX
Los Angeles
ORD
Chicago
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select United flight, departing Thu, Nov 12 from Los Angeles to Chicago, returning Sun, Nov 15, priced at $197 found 4 days ago
Wed, Sep 30 - Sat, Oct 3
LAX
Los Angeles
MDW
Chicago
$205 Roundtrip, found 6 days ago
$205
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Sep 30 from Los Angeles to Chicago, returning Sat, Oct 3, priced at $205 found 6 days ago

Top rated hotels for your DuPage County vacation

Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Free Cancellation
Reserve now, pay when you stay
8.94 mi from city center
$64 nightly
The price is $71 total per night
$71 total
Sep 27 - Sep 28
Total with taxes and fees
Located in Westmont, Chicago Club Inn & Suites is in the suburbs, a 5-minute drive from Oakbrook Center Mall and 8 minutes from Yorktown Shopping Center.
Pool
Breakfast included
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Free Cancellation
Reserve now, pay when you stay
11.6 mi from city center
$63 nightly
The price is $70 total per night
$70 total
Sep 3 - Sep 4
Total with taxes and fees
With a stay at Red Roof Inn PLUS+ Chicago - Willowbrook in Willowbrook, you'll be in the suburbs, within a 10-minute drive of Oakbrook Center Mall and Willowbrook Community Park.
Pet friendly
Parking included
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
1401 Nordic Rd Itasca IL
Free Cancellation
Reserve now, pay when you stay
7.4 mi from city center
$135 nightly
The price is $150 total per night
$150 total
Aug 30 - Aug 31
Total with taxes and fees
Located in Itasca, Eaglewood Resort and Spa is in the suburbs, within a 10-minute drive of Bloomingdale Park District Museum and The Oasis Water Park.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in DuPage 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.