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Holiday Deals in Chicago

This is a selection of the best deals currently available through Sky Travel. Use the panel to the right to select which criteria are most important to you, and we'll show you the deals that match your needs. If you can't find exactly what you are looking for in this selection, then use the search form to scan every holiday that we have available.

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Score: 10087
5 nights from £478
+

InterContinental Chicago O'Hare

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- November 4,2009 "We stayed at the hotel for a wedding. The hotel is HUGE with a nice big lobby and friendly bell hops and front desk personnel. Our room was large and spotless, with a huge bathroom which I loved..." Read more
Book now
Score: 10084
5 nights from £442
+

Holiday Inn Chicago-Oakbrook

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- November 6,2009 "I was asked to host a business meetings in the Chicago Metro area, and at the same time keep the price resonable. After a through search, it didnt look very promising for the "price resonable..." Read more
Book now
Score: 10084
5 nights from £491
+

Holiday Inn O'Hare

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- October 25,2009 "Clean, quiet (as quiet as you can be by an airport) and roomy with comfy bed. I paid about $70 for the one night in mid Oct. 09. No breakfast included but the price was great. The free shuttle..." Read more
Book now
Score: 10082
5 nights from £454
+

Radisson Hotel Chicago O'Hare

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- November 7,2009 "I and my husband stayed at this hotel 2 times, before and after a vacation. I chose this hotel because it is close to the O'hare airport (about 5 minutes by car). We stay here at a very good rate..." Read more
Book now
Score: 10081
5 nights from £509
+

Westin Lombard Yorktown Center

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- November 5,2009 "The Westin is a relatively new property recently opened. The decor is extremely modern including the rooms. The staff is friendly and at the top of their game. The rooms are well equipped and..." Read more
Book now
Score: 10079
5 nights from £474
+

Crowne Plaza Hotel Chicago O'Hare

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
Book now
Score: 10069
5 nights from £541
+

Hotel Orrington

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- November 15,2009 "This hotel is in a nice spot in Evanston, which is a great walking town. You can walk to everything, including Northwestern U. which is a couple blocks away.The room I had was large and spacious with..." Read more
Book now
Score: 10066
5 nights from £503
+

Best Western University Plaza

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- October 27,2009 "Three girlfriends and I stayed here for an event over the weekend and really enjoyed it. I had stayed there years ago when it was run by another chain and was almost scared off by recent reviews..." Read more
Book now
Score: 10061
5 nights from £679
+

Hotel 71

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- November 15,2009 "We ended up at Hotel 71 after a Hotels .com search for downtown Chicago hotels close to the magnificent mile. The price was right and were were surprised with an unexpected upgrade to an Executive..." Read more
Book now
Score: 10059
5 nights from £697
+

Millennium Knickerbocker

Chicago
- Departs:
  - Tue Dec 1 2009
  - London
- Returns:
  - Sun Dec 6 2009
  - Chicago
- November 15,2009 "The hotel was one of the most enjoyable hotels we've stayed at. It's has an intimate feel about it and is so convenient for shopping dining and sightseeing." Read more
Book now

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Found: 36 deals for you

Make your selection:

Select Departure Month & Year

November 2009 (20)
December 2009 (16)

How does the filter work?

How does this work?

When do you want to go?

Click on the month below in which you want to go on holiday. Alternatively, you can browse through all our offers by NOT selecting a particular departure month. You can remove your selection by clicking on the appropriate button in the orange panel at the top, centre of the page, then choose another departure month if you wish. This selection will filter the list of deals shown, in addition to any other selections you have made.

Select Destinations

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Where do you want to go?

Our top 15 destinations are shown here � click on the link to see all destinations. Click on the region that you are interested in for those deals. In regions that contain multiple destinations (e.g. Majorca or Tenerife in Spain) you can subsequently narrow down your search to be more specific. Alternatively, you can browse through all our offers by NOT selecting a particular destination. You can remove your selection by clicking on the appropriate button in the orange panel at the top, centre of the page or by clicking on �All destinations� or another destination in this �Destinations� section. This selection will filter the list of deals shown, in addition to any other selections you have made.

Select Departure Airport

London

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How does this work?

Where do you want to leave from?

Click on the UK departure airport below from which you would like to depart. Alternatively, you can browse through all our offers by NOT selecting a particular departure airport. You can remove your selection by clicking on the appropriate button in the orange panel at the top, centre of the page, then choose another departure airport if you wish. This selection will filter the list of deals shown, in addition to any other selections you have made.

Select Price Range

£27-200 (20)
£401-600 (10)
£601-800 (6)

How does the filter work?

How does this work?

What is your holiday budget?

The prices shown are per person, so click on the price range that is most appropriate for you. To change the price range, simply click on one of the other options on display or remove your selection by clicking on the appropriate button in the orange panel at the top, centre of the page. You can browse through all our offers by NOT selecting a particular price range. This selection will filter the list of deals shown, in addition to any other selections you have made.

Select Duration

5-6 nights

How does the filter work?

How does this work?

How many nights do you want on holiday?

Click on your preferred holiday duration from the list below. Alternatively, you can browse through all our offers by NOT selecting a particular duration. You can remove your selection by clicking on the appropriate button in the orange panel at the top, centre of the page, then choose another holiday duration if you wish. This selection will filter the list of deals shown, in addition to any other selections you have made.

Select Hotel Ratings

(6)
(10)
(17)
(3)

How does the filter work?

How does this work?

What standard of accommodation do you want?

Click on your preferred star rating from the list below. Alternatively, you can browse through all our offers by NOT selecting a particular star rating. You can remove your selection by clicking on the appropriate button in the orange panel at the top, centre of the page, then choose another star rating if you wish. This selection will filter the list of deals shown, in addition to any other selections you have made.

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