Cheap Vacations in DuPage County

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DuPage County vacations

Price found within the past 48 hours. Click for updated prices.
Dorothy's

Dorothy's

2 out of 5
Lakeview
Price was $563, price is now $412 per person
$412
per person
Aug 20 - Aug 23
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,407, price is now $1,479 per person
$1,479
per person
Aug 12 - Aug 19
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 $1,276, price is now $845 per person
$845
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,087, price is now $728 per person
$728
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,017, price is now $682 per person
$682
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,074, price is now $772 per person
$772
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,131, price is now $819 per person
$819
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Save 100% on your flight
Price was $907, price is now $663 per person
$663
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $988, price is now $723 per person
$723
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,069, price is now $785 per person
$785
per person
Jul 31 - Aug 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

3-night DuPage County vacations

Price found within the past 48 hours. Click for updated prices.
Dorothy's

Dorothy's

2 out of 5
Price was $563, price is now $412 per person
$412
per person
Aug 20 - Aug 23
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $918, price is now $601 per person
$601
per person
Aug 17 - Aug 20
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,093, price is now $731 per person
$731
per person
Aug 12 - Aug 15
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 $1,087, price is now $728 per person
$728
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,017, price is now $682 per person
$682
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $1,354, price is now $947 per person
$947
per person
Aug 17 - Aug 20
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,074, price is now $772 per person
$772
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,131, price is now $819 per person
$819
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Save 100% on your flight
Price was $810, price is now $605 per person
$605
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $1,006, price is now $752 per person
$752
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,004, price is now $754 per person
$754
per person
Aug 17 - Aug 20
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Save 100% on your flight
Price was $1,674, price is now $1,259 per person
$1,259
per person
Aug 17 - Aug 20
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

4-night DuPage County vacations

Price found within the past 48 hours. Click for updated prices.
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Save 100% on your flight
Price was $913, price is now $641 per person
$641
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,276, price is now $845 per person
$845
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,189, price is now $790 per person
$790
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $2,867, price is now $1,921 per person
$1,921
per person
Jul 25 - Jul 29
found 6 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $1,184, price is now $841 per person
$841
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,206, price is now $860 per person
$860
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Wade

The Wade

4.5 out of 5
Save 100% on your flight
Price was $1,242, price is now $886 per person
$886
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,089, price is now $782 per person
$782
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Save 100% on your flight
Price was $988, price is now $723 per person
$723
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $1,165, price is now $853 per person
$853
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Langham, Chicago

The Langham, Chicago

5 out of 5
Save 100% on your flight
Price was $1,779, price is now $1,329 per person
$1,329
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $1,621, price is now $1,218 per person
$1,218
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

5-night DuPage 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 $921, price is now $564 per person
$564
per person
Aug 11 - Aug 16
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 $1,448, price is now $831 per person
$831
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip 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 $927, price is now $574 per person
$574
per person
Aug 11 - Aug 16
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 $1,720, price is now $1,075 per person
$1,075
per person
Aug 11 - Aug 16
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 $1,100, price is now $703 per person
$703
per person
Aug 11 - Aug 16
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 $1,582, price is now $1,040 per person
$1,040
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Save 100% on your flight
Price was $982, price is now $648 per person
$648
per person
Aug 11 - Aug 16
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 $1,619, price is now $1,095 per person
$1,095
per person
Aug 11 - Aug 16
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 $1,066, price is now $750 per person
$750
per person
Aug 11 - Aug 16
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
Save 100% on your flight
Price was $808, price is now $572 per person
$572
per person
Aug 11 - Aug 16
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 $1,177, price is now $840 per person
$840
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
River Hotel

River Hotel

4 out of 5
Save 100% on your flight
Price was $958, price is now $689 per person
$689
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

6-7 night DuPage County vacations

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Save 100% on your flight
Price was $1,167, price is now $799 per person
$799
per person
Aug 12 - Aug 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 $1,801, price is now $1,011 per person
$1,011
per person
Aug 12 - Aug 19
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 $2,060, price is now $1,192 per person
$1,192
per person
Aug 12 - Aug 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 $1,550, price is now $917 per person
$917
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $2,407, price is now $1,479 per person
$1,479
per person
Aug 12 - Aug 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 $3,001, price is now $1,846 per person
$1,846
per person
Aug 12 - Aug 19
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 $2,561, price is now $1,598 per person
$1,598
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,776, price is now $1,141 per person
$1,141
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Save 100% on your flight
Price was $1,480, price is now $958 per person
$958
per person
Aug 12 - Aug 19
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 $2,012, price is now $1,358 per person
$1,358
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $2,782, price is now $1,903 per person
$1,903
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $1,729, price is now $1,190 per person
$1,190
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Flight deals to DuPage County

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

Tue, Aug 4 - Sat, Aug 8
LAX
Los Angeles
ORD
Chicago
$206 Roundtrip, just found
$206
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Aug 4 from Los Angeles to Chicago, returning Sat, Aug 8, priced at $206 just found
Tue, Sep 15 - Wed, Sep 23
LAX
Los Angeles
ORD
Chicago
$238 Roundtrip, found 8 hours ago
$238
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Sep 15 from Los Angeles to Chicago, returning Wed, Sep 23, priced at $238 found 8 hours ago
Tue, Aug 11 - Sat, Aug 15
LAX
Los Angeles
MDW
Chicago
$246 Roundtrip, found 15 hours ago
$246
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Los Angeles to Chicago, returning Sat, Aug 15, priced at $246 found 15 hours ago

Top rated hotels for your DuPage County vacation

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
24.99 mi from city center
$136 nightly
The price is $162 total per night
$162 total
Jun 29 - Jun 30
Total with taxes and fees
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
25.21 mi from city center
$139 nightly
The price is $166 total per night
$166 total
Jul 6 - Jul 7
Total with taxes and fees
With a stay at Hilton Chicago/Magnificent Mile Suites, you'll be centrally located in Chicago, steps from Michigan Avenue and 8 minutes by foot from Lake Michigan.
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
25.15 mi from city center
$123 nightly
The price is $146 total per night
$146 total
Jun 30 - Jul 1
Total with taxes and fees
With a stay at The Chicago Hotel Collection - Magnificent Mile in Chicago (Downtown Chicago), you'll be steps from Ann and Robert H. Lurie Children's Hospital and 5 minutes by foot from Museum of Contemporary Art Chicago.
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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.