Chicago Travel Chicago Vacations

Travel Deals

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

Flight preference

Expand search options (Preferred airlines, first/business class, etc.)

Flexible dates

Total guests in all rooms
Need 3+ rooms?

I have a promotion code.

What is a promotion code?

A promotion code is your key to redeeming discounts, special Orbitz 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?

Expand search options (Hotel Chain, specific hotel name, amenities, star rating, promotion code, etc.)

Sorry, we cannot perform that search at this time. Either the pick-up or drop-off location needs to be an airport.

 

Expand search options (Hybrids, SUVs, transmission type, discount code, etc.)

Select a location
Travel date range
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 Orbitz 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

1-800-504-3248 (toll free)

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

1-800-504-3248 (toll free)

Total guests in all rooms
Need 3+ rooms?

I have a promotion code.

What is a promotion code?

A promotion code is your key to redeeming discounts, special Orbitz 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

1-800-504-3248 (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 Orbitz 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

1-800-504-3248 (toll free)

 
Popular
View more Midwest vacations
Flight + Hotel rates from Detroit, MI (DTW)
2 nights + 2 round-trip tickets + taxes, 03/22/10 - 03/24/10
3 nights + 2 round-trip tickets + taxes, 03/22/10 - 03/25/10
Hotel
only
Flight + Hotel

2 night*

3 night*
The Whitehall Hotel | Chicago
4 star rating




0.2 Miles North of Chicago

Details | Map | Photos | Tours

User Score 3.9 out of 5   See reviews

Offer
Stay 1 night, SAVE 25% View all promotions and terms

$95
avg. nightly rate

$266
per person

$300
per person
The Silversmith Hotel Chicago | Chicago
3 star rating




1.0 Miles South of Chicago

Details | Map | Photos | Tours

User Score 4.2 out of 5   See reviews

Offer
Save 10% Now View all promotions and terms

$119
avg. nightly rate

$288
per person

$343
per person
Hotel Blake Chicago | Chicago
4 star rating




1.5 Miles South of Chicago

Details | Map | Photos | Tours

User Score 4.0 out of 5   See reviews

Offer
EXCLUSIVE!  Travel Package Savings View all promotions and terms

$103
avg. nightly rate

$274
per person

$303
per person
Congress Plaza Hotel at Grant Park | Chicago
2 star rating




1.4 Miles South of Chicago

Details | Map | Photos | Tours

User Score 3.6 out of 5   See reviews

Offer
Save 20% View all promotions and terms

$79
avg. nightly rate

$247
per person

$281
per person
O'Hare Inn and Suites | Schiller Park
2 star rating




13.9 Miles West of Chicago

Details | Map | Photos | Tours

User Score 3.1 out of 5   See reviews

Offer
EXCLUSIVE!  Save 40% on 2 nights View all promotions and terms

$53
avg. nightly rate

$220
per person

Check Price

Dana Hotel and Spa | Chicago
4 star rating




0.2 Miles Southwest of Chicago

Details | Map | Photos | Tours

User Score 4.3 out of 5   See reviews

Offer
Save 15% View all promotions and terms

$220
avg. nightly rate

$417
per person

$466
per person
Back to top
Last Minute
View more last-minute vacations
Flight + Hotel rates from Detroit, MI (DTW)
2 nights + 2 round-trip tickets + taxes, 03/01/10 - 03/03/10
3 nights + 2 round-trip tickets + taxes, 03/01/10 - 03/04/10
Hotel
only
Flight + Hotel

2 night*

3 night*
The Whitehall Hotel | Chicago
4 star rating




0.2 Miles North of Chicago

Details | Map | Photos | Tours

User Score 3.9 out of 5   See reviews

Offer
Stay 1 night, SAVE 25% View all promotions and terms

$83
avg. nightly rate

$268
per person

$307
per person
The James Hotel Chicago | Chicago
4 star rating




0.3 Miles Southwest of Chicago

Details | Map | Photos | Tours

User Score 4.5 out of 5   See reviews

Offer
Non-Refundable View all promotions and terms

$118
avg. nightly rate

Check Price

$358
per person
Dana Hotel and Spa | Chicago
4 star rating




0.2 Miles Southwest of Chicago

Details | Map | Photos | Tours

User Score 4.3 out of 5   See reviews

Offer
Save 15% View all promotions and terms

$127
avg. nightly rate

$327
per person

$379
per person
Manilow Suites at the Grand Plaza | Chicago
5 star rating




0.3 Miles Southwest of Chicago

Details | Map | Photos | Tours

User Score 4.0 out of 5   See reviews

Offer
20% Off February Bookings!! View all promotions and terms

$179
avg. nightly rate

$373
per person

$473
per person
Tremont Hotel | Chicago
3 star rating




0.2 Miles North of Chicago

Details | Map | Photos | Tours

User Score 3.5 out of 5   See reviews

$76
avg. nightly rate

Check Price

$329
per person
The Silversmith Hotel Chicago | Chicago
3 star rating




1.0 Miles South of Chicago

Details | Map | Photos | Tours

User Score 4.2 out of 5   See reviews

Offer
Save 10% Now View all promotions and terms

$108
avg. nightly rate

$286
per person

$342
per person
Back to top
Family
View more family vacations
Flight + Hotel rates from Detroit, MI (DTW)
3 nights + 2 round-trip tickets + taxes, 03/22/10 - 03/25/10
4 nights + 2 round-trip tickets + taxes, 03/22/10 - 03/26/10
Hotel
only
Flight + Hotel

3 night*

4 night*
Homewood Suites Chicago Downtown | Chicago
3 star rating




0.3 Miles South of Chicago

Details | Map | Photos | Tours

User Score 4.4 out of 5   See reviews

$99
avg. nightly rate

$395
per person

$467
per person
Amalfi Hotel Chicago | Chicago
4 star rating




0.5 Miles South of Chicago

Details | Map | Photos | Tours

User Score 4.4 out of 5   See reviews

$159
avg. nightly rate

$448
per person

$529
per person
Ambassador East Hotel | Chicago
3 star rating




0.7 Miles North of Chicago

Details | Map | Photos | Tours

User Score 4.0 out of 5   See reviews

$101
avg. nightly rate

$324
per person

$373
per person
Wyndham Chicago Downtown Hotel | Chicago
4 star rating




0.2 Miles Southeast of Chicago

Details | Map | Photos | Tours

User Score 4.3 out of 5   See reviews

$99
avg. nightly rate

$412
per person

$491
per person
Back to top


Popular
Sample rates shown were accurate and available on Orbitz.com on Tuesday, February 9, 2010, 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 03/22/10 and returning 03/24/10, and departing 03/22/10 and returning 03/25/10. 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. Sample hotel-only rates in ORD are average per-night rates for check-in on 03/22/10 and check-out on 03/24/10. They do not include service charges, extra person charges, fees or incidental charges (such as room service). Converted rates (shown in parentheses) are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.

Last Minute
Sample rates shown were accurate and available on Orbitz.com on Tuesday, February 9, 2010, 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 03/01/10 and returning 03/03/10, and departing 03/01/10 and returning 03/04/10. 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. Sample hotel-only rates in ORD are average per-night rates for check-in on 03/01/10 and check-out on 03/04/10. They do not include service charges, extra person charges, fees or incidental charges (such as room service). Converted rates (shown in parentheses) are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.

Family
Sample rates shown were accurate and available on Orbitz.com on Monday, February 8, 2010, 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 03/22/10 and returning 03/25/10, and departing 03/22/10 and returning 03/26/10. 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. Sample hotel-only rates in ORD are average per-night rates for check-in on 03/22/10 and check-out on 03/27/10. They do not include service charges, extra person charges, fees or incidental charges (such as room service). Converted rates (shown in parentheses) are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.