Search Deals onOak Park Vacation Packages
Oak Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Save 100% on your flight
Price was $1,064, price is now $727 per person
$727
per person
Jul 8 - Jul 11
found 14 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Swissotel - Chicago
Save 100% on your flight
Price was $2,288, price is now $1,400 per person
$1,400
per person
Jul 31 - Aug 3
found 10 hours ago
Roundtrip flight included
Mesa (AZA) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,740, price is now $1,114 per person
$1,114
per person
Jul 31 - Aug 3
found 10 hours ago
Roundtrip flight included
Mesa (AZA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,998, price is now $1,331 per person
$1,331
per person
Jul 31 - Aug 3
found 10 hours ago
Roundtrip flight included
Mesa (AZA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Viceroy Chicago
Save 100% on your flight
Price was $2,227, price is now $1,520 per person
$1,520
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Kimpton Gray Hotel by IHG
Save 100% on your flight
Price was $2,167, price is now $1,483 per person
$1,483
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Lodge Geneva National
Save 100% on your flight
Price was $1,598, price is now $1,102 per person
$1,102
per person
Jun 23 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
Book a stay at this golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Geneva Lake and Geneva National Golf Club are located nearby.
Spark by Hilton Matteson Chicago I 57
Save 100% on your flight
Price was $1,283, price is now $899 per person
$899
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Matteson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Credit Union 1 Amphitheatre and Odyssey Fun World are located nearby.
Oak Park Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Oak Park Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Jul 4 - Wed, Jul 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Wed, Jul 22 - Wed, Jul 29
LAX
Los Angeles Intl.
MDW
Midway Intl.
$239 Roundtrip, found 14 hours ago
$239
Roundtrip
found 14 hours ago
Sat, Jul 18 - Sat, Jul 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$416 Roundtrip, found 21 hours ago
$416
Roundtrip
found 21 hours ago
Wed, Jul 8 - Thu, Jul 16
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$874 Roundtrip, found 9 hours ago
$874
Roundtrip
found 9 hours ago
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