Illinois Adventure Vacation Packages

Best Illinois Adventure packages

Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Price was $928, price is now $710 per person
$710
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
I enjoyed my stay here. The location was perfect for walking around. We were able to walk to every attraction on our list . The only thing missing is a pool!

Reviewed on Jul 27, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,145, price is now $749 per person
$749
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Great stay and we highly recommend. We will be back.

Reviewed on Apr 21, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,184, price is now $910 per person
$910
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Very good breakfast

Reviewed on May 10, 2026

3 night Illinois Adventure vacation packages with airfare

Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $623, price is now $454 per person
$454
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy room service, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The room smelled and the awful noise from the bathroom exhaust fan was annoying.

Reviewed on Mar 2, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $805, price is now $498 per person
$498
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Great stay and we highly recommend. We will be back.

Reviewed on Apr 21, 2026

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $632, price is now $457 per person
$457
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Very cool hotel. Helpful staff. Great location.

Reviewed on Apr 19, 2026

4 night Illinois Adventure vacation packages with flight

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,431, price is now $853 per person
$853
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Great stay and we highly recommend. We will be back.

Reviewed on Apr 21, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,793, price is now $1,183 per person
$1,183
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Very good breakfast

Reviewed on May 10, 2026

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,578, price is now $1,152 per person
$1,152
per person
May 17 - May 21
found 13 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
I was surprised that the bedding did not have a top sheet, just the comforter. Didn't like that. Could not figure out the coffee maker and our room would not cool down. Otherwise, we were very pleased with our stay and loved that it was close to the L. Staff was very pleasant and the room was very clean. We will stay there again.

Reviewed on May 8, 2026

5 night Illinois Adventure vacation packages with airfare included

Price found within the past 48 hours. Click for updated prices.
Hotel Versey Chicago Lincoln Park

Hotel Versey Chicago Lincoln Park

3 out of 5
Lakeview
Save 100% on your flight
Price was $1,561, price is now $1,132 per person
$1,132
per person
Jul 29 - Aug 3
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
Room was too small. Bathroom shower I could barely fit in. I’m 6’1 215 pounds so I’m not huge.

Reviewed on Dec 10, 2025

Hotel Lincoln

Hotel Lincoln

4 out of 5
Lincoln Park
Save 100% on your flight
Price was $1,523, price is now $1,148 per person
$1,148
per person
Jul 29 - Aug 3
found 24 hours ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
This is my second stay. Great location, great staff - and really fun rooftop bar/restaurant. I will likely stay again - but it is worth noting that the building is in serious need or refurbishing. The carpets and furniture look very worn and outdated. Perhaps it is in the works - but only detraction on what was an overall good stay.

Reviewed on Apr 1, 2025

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
Downtown Chicago
Price was $1,993, price is now $1,505 per person
$1,505
per person
May 17 - May 22
found 1 day ago
Roundtrip non-stop flight included
White Plains (HPN) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
I was surprised that the bedding did not have a top sheet, just the comforter. Didn't like that. Could not figure out the coffee maker and our room would not cool down. Otherwise, we were very pleased with our stay and loved that it was close to the L. Staff was very pleasant and the room was very clean. We will stay there again.

Reviewed on May 8, 2026

Adventure vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,948, price is now $1,132 per person
$1,132
per person
Jun 17 - Jun 23
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Great stay and we highly recommend. We will be back.

Reviewed on Apr 21, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,768, price is now $1,157 per person
$1,157
per person
Jul 19 - Jul 25
found 12 hours ago
Roundtrip flight included
Hartford (BDL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Very good breakfast

Reviewed on May 10, 2026

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,720, price is now $1,161 per person
$1,161
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Room design, checking nd check out experience, general cleanliness etc

Reviewed on Feb 10, 2026

Adventure hotels in Illinois

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $199 total per night
$199 total
May 25 - May 26
Total with taxes and fees
Guests of Palmer House a Hilton Hotel enjoy a full-service spa, an indoor pool, and a 24-hour gym. Parking is available for USD 57 per night (USD 85 per night for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with access to locker space, securing valuables, and luggage storage. Other amenities at this luxury hotel include a conference center, a business center, and express check-in.
Pool
Spa
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$219 nightly
The price is $260 total per night
$260 total
May 22 - May 23
Total with taxes and fees
At Hyatt Regency McCormick Place Chicago , guests have access to a gym, a sauna, and free WiFi in public areas. Valet parking is offered for USD 60 per day. Multilingual staff at the 24-hour front desk can assist with securing valuables, dry cleaning/laundry, and tours or tickets. Additional amenities include meeting rooms, a conference center, and a 24-hour business center.
Free WiFi
Restaurant
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$270 nightly
The price is $321 total per night
$321 total
May 25 - May 26
Total with taxes and fees
Guests of Hyatt Regency Chicago enjoy a gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 92 per night. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-in.
Free WiFi
Restaurant
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

How much does it cost to fly to Illinois?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jul 21 - Wed, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Wed, Jul 22, priced at $56 found 2 hours ago
Wed, Sep 2 - Tue, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$66 Roundtrip, found 4 days ago
$66
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Sep 2 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Sep 8, priced at $66 found 4 days ago
Tue, Jul 7 - Tue, Jul 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$66 Roundtrip, found 20 hours ago
$66
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Tue, Jul 7 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 14, priced at $66 found 20 hours ago
Thu, Jun 11 - Wed, Jun 17
DFW
Dallas-Fort Worth Intl.
STL
Lambert-St. Louis Intl.
$111 Roundtrip, just found
$111
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jun 11 from Dallas-Fort Worth Intl. to Lambert-St. Louis Intl., returning Wed, Jun 17, priced at $111 just found
Sat, Jul 18 - Tue, Jul 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 1 hour ago
$128
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jul 18 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Jul 21, priced at $128 found 1 hour ago
Sat, Jun 27 - Sat, Jul 11
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$131 Roundtrip, just found
$131
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jun 27 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Jul 11, priced at $131 just found
Tue, Aug 11 - Tue, Aug 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$139 Roundtrip, found 7 hours ago
$139
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Aug 11 from Los Angeles Intl. to O'Hare Intl., returning Tue, Aug 25, priced at $139 found 7 hours ago
Wed, Sep 2 - Wed, Sep 9
LAX
Los Angeles Intl.
RFD
Greater Rockford
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Sep 2 from Los Angeles Intl. to Greater Rockford, returning Wed, Sep 9, priced at $199 found 6 days ago
Wed, Sep 2 - Wed, Sep 9
LAX
Los Angeles Intl.
MDW
Midway Intl.
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Sep 2 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 9, priced at $199 found 6 days ago
Tue, Jun 9 - Tue, Jun 16
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jun 9 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Tue, Jun 16, priced at $201 found 5 days ago
Wed, Aug 19 - Wed, Aug 26
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Wed, Aug 26, priced at $210 found 1 day ago

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