Search Deals onBolingbrook Vacation Packages
Bolingbrook Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
Save 100% on your flight
Price was $550, price is now $367 per person
$367
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), 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.
Level Chicago Fulton Market
Save 100% on your flight
Price was $1,314, price is now $815 per person
$815
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago – Old Town
Save 100% on your flight
Price was $974, price is now $618 per person
$618
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Kimpton Gray Hotel by IHG
Save 100% on your flight
Price was $1,350, price is now $864 per person
$864
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Good stay. Thanks. Will stay again.
Reviewed on Sep 10, 2026
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $868, price is now $560 per person
$560
per person
Nov 13 - Nov 15
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 breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Destination Geneva National
Save 100% on your flight
Price was $588, price is now $388 per person
$388
per person
Oct 29 - Nov 1
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this golf hotel in Lake Geneva. Enjoy free parking, an outdoor pool, and 5 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Como and Geneva Lake are located nearby.
Everything was perfect. Can't wait to go back
Reviewed on Sep 8, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $856, price is now $573 per person
$573
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Swissotel - Chicago
Save 100% on your flight
Price was $914, price is now $612 per person
$612
per person
Oct 16 - Oct 18
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.
Every staff member we encountered were wonderful and welcoming. Great location. Stayed four nights and would definitely stay again.
Reviewed on Sep 12, 2026
Bolingbrook Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Bolingbrook Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Oct 14 - Sat, Oct 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 2 days ago
$100
Roundtrip
found 2 days ago
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Sat, Oct 3 - Fri, Oct 9
LAX
Los Angeles Intl.
MDW
Midway Intl.
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago
Fri, Nov 13 - Mon, Nov 30
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,163 Roundtrip, found 1 day ago
$1,163
Roundtrip
found 1 day ago
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