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A promotion code is your key to redeeming discounts, special CheapTickets offers and rewards. To redeem, enter your promotion code below, then look for hotels marked with the icon. We'll apply the discount to the total cost when you pay. Promotion codes can only be used once with each booking, and they're good only up to the total amount of your booking (including service fee and taxes) or promotion code amount, whichever is less.

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Note: An infant who turns 2 before or during travel requires a child's fare.

Flight preference

Need help booking your trip?

Book online or call

1-800-504-3249 (toll free)

Need 3+ rooms?

Note: An infant who turns 2 before or during travel requires a child's fare.

I have a promotion code.

What is a promotion code?

A promotion code is your key to redeeming discounts, special CheapTickets offers and rewards. To redeem, enter your promotion code below, then look for hotels marked with the icon. We'll apply the discount to the total cost when you pay. Promotion codes can only be used once with each booking, and they're good only up to the total amount of your booking (including service fee and taxes) or promotion code amount, whichever is less.

What's this?

Need help booking your trip?

Book online or call

1-800-504-3249 (toll free)

Need 3+ rooms?

Note: An infant who turns 2 before or during travel requires a child's fare.

Flight preference

I have a promotion code.

What is a promotion code?

A promotion code is your key to redeeming discounts, special CheapTickets offers and rewards. To redeem, enter your promotion code below, then look for hotels marked with the icon. We'll apply the discount to the total cost when you pay. Promotion codes can only be used once with each booking, and they're good only up to the total amount of your booking (including service fee and taxes) or promotion code amount, whichever is less.

What's this?

Need help booking your trip?

Book online or call

1-800-504-3249 (toll free)

Last Updated: 02/16/2012

Chicago Last Minute Vacation Packages



Travel to the Windy City for less by booking affordable Chicago last minute vacation packages from CheapTickets. Explore the wide range of affordable Chicago hotels or browse deals in other major U.S. cities from CheapTickets including Atlanta hotels, cheap New York hotels, and cheap Washington DC hotels.
Sort Chicago hotels By: Best Value| Lowest Price| Distance| Star Rating
Star rating guide
Flight + Hotel rates from Detroit, MI (DTW)
2 nights + 2 round-trip tickets + taxes, 03/05/12 - 03/07/12
3 nights + 2 round-trip tickets + taxes, 03/05/12 - 03/08/12
4 nights + 2 round-trip tickets + taxes, 03/05/12 - 03/09/12
Flight + Hotel
2 night*
3 night*
4 night*
Allegro Chicago, a Kimpton Hotel | Chicago
4 star rating




0.9 Miles Southwest of Chicago

Details | Maps | Photos | Tours

User Score 4.1 out of 5  See reviews

$296
per person

$403
per person

$517
per person
Holiday Inn Express CHICAGO - MAGNIFICENT MILE | CHICAGO
3 star rating




0.2 Miles Southwest of Chicago

Details | Maps | Photos | Tours

User Score 3.6 out of 5  See reviews

$210
per person

$274
per person

$345
per person
Conrad Chicago | Chicago
4 star rating




0.3 Miles South of Chicago

Details | Maps | Photos | Tours

User Score 4.5 out of 5  See reviews

$311
per person

$426
per person

$548
per person
DoubleTree by Hilton Hotel Chicago - Magnificent Mile | Chicago
3 star rating




0.4 Miles Southeast of Chicago

Details | Maps | Photos | Tours

User Score 3.9 out of 5  See reviews

$221
per person

$266
per person

$368
per person
Hilton Suites Chicago/Magnificent Mile | Chicago
3 star rating




0.3 Miles Northeast of Chicago

Details | Maps | Photos | Tours

User Score 4.1 out of 5  See reviews

$252
per person

$338
per person

$431
per person
Hotel Arista at CityGate Centre | Naperville
4 star rating




30.3 Miles West of Chicago

Details | Maps | Photos | Tours

User Score 4.7 out of 5  See reviews

$224
per person

$295
per person

Check Price

PUBLIC Chicago | Chicago
4 star rating




0.7 Miles North of Chicago

Details | Maps | Photos | Tours

User Score 3.8 out of 5  See reviews

Check Price

Check Price

$375
per person


Sample rates shown were accurate and available on CheapTickets.com on Wednesday, February 15, 2012, and may not represent current prices because our real-time pricing booking engine is constantly updating prices and availability. Vacation package prices shown are for travel between DTW to ORD, departing 03/05/12 and returning 03/07/12, departing 03/05/12 and returning 03/08/12, and departing 03/05/12 and returning 03/09/12. Prices are based on 2 Adults in one room, include applicable taxes and fees (not including airline baggage charges), and will vary by selected day of departure, departure city, length of stay, hotel selected, hotel room category, and availability.