Cheap Vacations in DuPage County

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DuPage County vacations

Price found within the past 48 hours. Click for updated prices.
Furness Mansion

Furness Mansion

2 out of 5
Price was $438, price is now $311 per person
$311
per person
Oct 23 - Oct 26
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,395, price is now $1,597 per person
$1,597
per person
Oct 9 - Oct 12
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 $1,837, price is now $1,300 per person
$1,300
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $689, price is now $497 per person
$497
per person
Oct 23 - Oct 26
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
Price was $447, price is now $324 per person
$324
per person
Oct 23 - Oct 26
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $928, price is now $674 per person
$674
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was $900, price is now $683 per person
$683
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Downtown Chicago
Price was $897, price is now $683 per person
$683
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Sheraton Lisle Naperville Hotel

Sheraton Lisle Naperville Hotel

3.5 out of 5
Price was $575, price is now $443 per person
$443
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,866, price is now $1,450 per person
$1,450
per person
Oct 9 - Oct 12
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.
Furness Mansion

Furness Mansion

2 out of 5
Price was $438, price is now $311 per person
$311
per person
Oct 23 - Oct 26
found 8 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 $2,395, price is now $1,597 per person
$1,597
per person
Oct 9 - Oct 12
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 $1,510, price is now $1,052 per person
$1,052
per person
Oct 18 - Oct 21
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 $1,837, price is now $1,300 per person
$1,300
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $689, price is now $497 per person
$497
per person
Oct 23 - Oct 26
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
Price was $447, price is now $324 per person
$324
per person
Oct 23 - Oct 26
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $928, price is now $674 per person
$674
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Price was $900, price is now $683 per person
$683
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
Price was $1,424, price is now $1,082 per person
$1,082
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Price was $897, price is now $683 per person
$683
per person
Oct 23 - Oct 26
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 $1,255, price is now $962 per person
$962
per person
Oct 11 - Oct 14
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 $1,866, price is now $1,450 per person
$1,450
per person
Oct 9 - Oct 12
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.
Motel Edgebrook Chicago North Shore by OYO

Motel Edgebrook Chicago North Shore by OYO

2 out of 5
Price was $529, price is now $416 per person
$416
per person
Oct 8 - Oct 12
found 9 hours ago
Roundtrip flight included
Dallas (DFW) 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 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 $1,303, price is now $876 per person
$876
per person
Oct 22 - Oct 26
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 $1,441, price is now $1,008 per person
$1,008
per person
Oct 21 - Oct 25
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 $1,129, price is now $812 per person
$812
per person
Oct 22 - Oct 26
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 $1,196, price is now $896 per person
$896
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Price was $833, price is now $645 per person
$645
per person
Oct 8 - Oct 12
found 9 hours ago
Roundtrip flight included
Dallas (DFW) 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 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $1,122, price is now $878 per person
$878
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Save 100% on your flight
Price was $2,980, price is now $2,340 per person
$2,340
per person
Oct 8 - Oct 12
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
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 1 day 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.
River Hotel

River Hotel

4 out of 5
Price was $1,137, price is now $793 per person
$793
per person
Oct 22 - Oct 27
found 4 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,882, price is now $1,122 per person
$1,122
per person
Oct 22 - Oct 27
found 4 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,840, price is now $1,125 per person
$1,125
per person
Oct 22 - Oct 27
found 4 hours ago
Roundtrip flight included
Oklahoma City (OKC) 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 $985 per person
$985
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
Price was $1,324, price is now $893 per person
$893
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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 $1,555, price is now $1,068 per person
$1,068
per person
Oct 22 - Oct 27
found 4 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $1,414, price is now $975 per person
$975
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Price was $1,168, price is now $806 per person
$806
per person
Oct 22 - Oct 27
found 4 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,225, price is now $849 per person
$849
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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 $1,341, price is now $936 per person
$936
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Price was $1,274, price is now $890 per person
$890
per person
Oct 22 - Oct 27
found 4 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $1,534, price is now $1,088 per person
$1,088
per person
Oct 22 - Oct 27
found 4 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Chicago (ORD)

6-7 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 $1,426, price is now $971 per person
$971
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $3,650, price is now $1,909 per person
$1,909
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $3,062, price is now $1,808 per person
$1,808
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $2,498, price is now $1,524 per person
$1,524
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $2,632, price is now $1,658 per person
$1,658
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $3,341, price is now $2,114 per person
$2,114
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $2,904, price is now $1,917 per person
$1,917
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
Save 100% on your flight
Price was $2,255, price is now $1,492 per person
$1,492
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $2,123, price is now $1,427 per person
$1,427
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Save 100% on your flight
Price was $2,591, price is now $1,750 per person
$1,750
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $2,818, price is now $1,928 per person
$1,928
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $1,580, price is now $1,114 per person
$1,114
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 1 day ago
$128
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Los Angeles to Chicago, returning Sat, Oct 24, priced at $128 found 1 day ago
Thu, Nov 12 - Sun, Nov 15
LAX
Los Angeles
ORD
Chicago
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select United flight, departing Thu, Nov 12 from Los Angeles to Chicago, returning Sun, Nov 15, priced at $197 found 5 days ago
Wed, Sep 30 - Sun, Oct 4
LAX
Los Angeles
MDW
Chicago
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Sep 30 from Los Angeles to Chicago, returning Sun, Oct 4, priced at $207 found 5 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 6 - Sep 7
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?
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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.