
Oakton Holidays
- Top Oakton holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top Oakton holiday packages
Price found within the past 48 hours. Click for updated prices.

4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €849, price is now €569 per person
€569
per person
found 10 hours ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €906, price is now €617 per person
€617
per person
found 10 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.

2.0-star property
Chicago luxury home suites
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €2,929, price is now €2,019 per person
€2,019
per person
found 10 hours ago
During your stay at Chicago luxury home suites, you're just a quick walk from Michigan Avenue. This budget aparthotel has 3 apartments. Free WiFi and a Smart TV are available in each apartment.

5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Coach
Chicago (ORD) to Dublin (DUB)
Brussels Airlines • Coach
Price was €1,714, price is now €1,215 per person
€1,215
per person
found 11 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
Pendry Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €892, price is now €654 per person
€654
per person
found 10 hours ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Oakton Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.

4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €849, price is now €569 per person
€569
per person
found 10 hours ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €906, price is now €617 per person
€617
per person
found 10 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.

2.0-star property
Chicago luxury home suites
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €2,929, price is now €2,019 per person
€2,019
per person
found 10 hours ago
During your stay at Chicago luxury home suites, you're just a quick walk from Michigan Avenue. This budget aparthotel has 3 apartments. Free WiFi and a Smart TV are available in each apartment.

5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Coach
Chicago (ORD) to Dublin (DUB)
Brussels Airlines • Coach
Price was €1,714, price is now €1,215 per person
€1,215
per person
found 11 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
Pendry Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €892, price is now €654 per person