Holidays in Chicago
2 travellers
Mon 6/10
Thu 6/13
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Cheap Chicago package deals
Most popular Chicago flight and hotel deals
Show allDowntown
Free Wi-Fi
Pet-friendly
Minneapolis St Paul
Meals not included
3 nights + flight
$597
Downtown
Free Wi-Fi
Pet-friendly
Minneapolis St Paul
Meals not included
3 nights + flight
$485
Hyatt House Chicago Medical/University District - Chicago - Building![Hyatt House Chicago Medical/University District - Chicago - Building]()
Hyatt House Chicago Medical/University District
Near West Side
Free Wi-Fi
Boston Logan Intl
Breakfast
3 nights + flight
$527
Downtown
Pet-friendly
Houston George Bush Intcntl
Meals not included
3 nights + flight
$685
Downtown
Free Wi-Fi
Spa
Minneapolis St Paul
Meals not included
3 nights + flight
$621
The Royal Sonesta Chicago River North - Chicago - Lounge![The Royal Sonesta Chicago River North - Chicago - Lounge]()
The Royal Sonesta Chicago River North
Downtown
Free Wi-Fi
Pool
Pet-friendly
Houston George Bush Intcntl
Meals not included
3 nights + flight
$661
Downtown
Free Wi-Fi
Pet-friendly
San Antonio
Breakfast
3 nights + flight
$653
The Allegro Royal Sonesta Hotel Chicago Loop - Chicago - Living room![The Allegro Royal Sonesta Hotel Chicago Loop - Chicago - Living room]()
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown
Pet-friendly
Minneapolis St Paul
Meals not included
3 nights + flight
$582
Downtown
Free Wi-Fi
Pet-friendly
Boston Logan Intl
Meals not included
3 nights + flight
$492
Sonder The Burnham - Chicago - Bedroom![Sonder The Burnham - Chicago - Bedroom]()
Sonder The Burnham
Downtown
Free Wi-Fi
Minneapolis St Paul
Meals not included
3 nights + flight
$663
Downtown
Free Wi-Fi
Pool
Pet-friendly
Houston George Bush Intcntl
Meals not included
3 nights + flight
$570
Downtown
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
$702
Downtown
Free Wi-Fi
Minneapolis St Paul
Meals not included
3 nights + flight
$708
Downtown
Free Wi-Fi
Pet-friendly
Boston Logan Intl
Meals not included
3 nights + flight
$561
Last minute holiday packages to Chicago
Show allBoystown
Free Wi-Fi
Pet-friendly
Spa
Houston Hobby
Meals not included
3 nights + flight
$1,009
Downtown
Free Wi-Fi
Pool
Pet-friendly
Houston Hobby
Breakfast
3 nights + flight
$1,084
When to book a holiday in Chicago
Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.
Where to stay in Chicago
Our map will help you find the perfect place to stay for your holiday in Chicago by showing you the exact location of each hotel.
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