Cheap Vacations in DuPage County

Choose two or more items and save on your trip:

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
Downtown Chicago
Price was $414, price is now $302 per person
$302
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $758, price is now $489 per person
$489
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 $689, price is now $467 per person
$467
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $684, price is now $469 per person
$469
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $514, price is now $369 per person
$369
per person
Dec 10 - Dec 14
just found
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,364, price is now $984 per person
$984
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,008, price is now $740 per person
$740
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was $771, price is now $568 per person
$568
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) 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
Price was $581, price is now $449 per person
$449
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $600, price is now $467 per person
$467
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)

3-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
Price was $414, price is now $302 per person
$302
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $689, price is now $467 per person
$467
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $684, price is now $469 per person
$469
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $1,364, price is now $984 per person
$984
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,008, price is now $740 per person
$740
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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
Price was $581, price is now $449 per person
$449
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $600, price is now $467 per person
$467
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Price was $549, price is now $428 per person
$428
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Price was $810, price is now $633 per person
$633
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Price was $739, price is now $579 per person
$579
per person
Nov 24 - Nov 27
found 3 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Chicago (ORD)
The Wade

The Wade

4.5 out of 5
Price was $448, price is now $351 per person
$351
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Price was $521, price is now $413 per person
$413
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Chicago (ORD)

4-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 $502, price is now $335 per person
$335
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Villa Christina

Villa Christina

3 out of 5
Price was $1,232, price is now $933 per person
$933
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $838, price is now $517 per person
$517
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $906, price is now $581 per person
$581
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $758, price is now $489 per person
$489
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $696, price is now $459 per person
$459
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 $724, price is now $487 per person
$487
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
Price was $1,119, price is now $763 per person
$763
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 $967, price is now $672 per person
$672
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 $836, price is now $581 per person
$581
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 out of 5
Save 100% on your flight
Price was $514, price is now $358 per person
$358
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $998, price is now $699 per person
$699
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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
Price was $816, price is now $599 per person
$599
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Villa Christina

Villa Christina

3 out of 5
Price was $1,446, price is now $1,070 per person
$1,070
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) 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 $812 per person
$812
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $1,160, price is now $815 per person
$815
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,121, price is now $795 per person
$795
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Springfield (SGF) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Price was $1,188, price is now $880 per person
$880
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) 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
Price was $1,069, price is now $814 per person
$814
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Price was $1,105, price is now $842 per person
$842
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Price was $801, price is now $610 per person
$610
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Price was $902, price is now $714 per person
$714
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Price was $941, price is now $750 per person
$750
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Price was $1,030, price is now $825 per person
$825
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) 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 $626, price is now $436 per person
$436
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $920, price is now $599 per person
$599
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $888, price is now $597 per person
$597
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $666, price is now $470 per person
$470
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) 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 $792, price is now $572 per person
$572
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $838, price is now $611 per person
$611
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) 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 $803, price is now $588 per person
$588
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
Save 100% on your flight
Price was $960, price is now $724 per person
$724
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Save 100% on your flight
Price was $774, price is now $587 per person
$587
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $798, price is now $610 per person
$610
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $791, price is now $606 per person
$606
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Price was $687, price is now $528 per person
$528
per person
Dec 13 - Dec 19
just found
Roundtrip flight included
Washington (IAD) to Chicago (ORD)

Flight deals to DuPage County

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

Fri, Dec 25 - Mon, Jan 4
LAX
Los Angeles
ORD
Chicago
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Dec 25 from Los Angeles to Chicago, returning Mon, Jan 4, priced at $187 found 2 days ago
Thu, Jan 28 - Mon, Feb 1
LAX
Los Angeles
MDW
Chicago
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Thu, Jan 28 from Los Angeles to Chicago, returning Mon, Feb 1, priced at $217 found 5 days ago
Mon, Nov 16 - Sun, Nov 22
FCO
Rome
ORD
Chicago
$613 Roundtrip, found 3 days ago
$613
Roundtrip
found 3 days ago
Select Aer Lingus flight, departing Mon, Nov 16 from Rome to Chicago, returning Sun, Nov 22, priced at $613 found 3 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
$56 nightly
The price is $62 total per night
$62 total
Nov 18 - Nov 19
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
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Free Cancellation
Reserve now, pay when you stay
5.32 mi from city center
$97 nightly
The price is $107 total per night
$107 total
Oct 26 - Oct 27
Total with taxes and fees
With a stay at SureStay Plus Hotel by Best Western Chicago Lombard in Lombard (Highland Hills), you'll be within a 10-minute drive of Oakbrook Center Mall and Yorktown Shopping Center.
Breakfast included
Parking included
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Free Cancellation
Reserve now, pay when you stay
6.01 mi from city center
$112 nightly
The price is $125 total per night
$125 total
Nov 1 - Nov 2
Total with taxes and fees
With a stay at Embassy Suites by Hilton Chicago Lombard Oak Brook in Lombard, you'll be in the business district, within a 5-minute drive of Oakbrook Center Mall and Yorktown Shopping Center.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in DuPage County
View all properties
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.