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A waterfall in a forest with autumn leaves.

Darien Vacations from ￥380,458

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  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

The Latest Darien Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Sep 13 - Sep 18

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.2/10 - Very Good (2,876 reviews)
    Roundtrip • Osaka (OSA) - Chicago (ORD)
    KIX - ORD • 1 stop ORD - KIX • 2 stops
    ￥553,759
    ￥380,458
    per traveler
    found 18 hours ago
    Hotel Felix River North/Magnificent Mile
  • Front of property
    Sep 13 - Sep 18

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (4,863 reviews)
    Roundtrip • Osaka (OSA) - Chicago (ORD)
    KIX - ORD • 1 stop ORD - KIX • 2 stops
    Save 100% on your flight
    ￥638,003
    ￥410,090
    per traveler
    found 18 hours ago
    Hotel Riu Plaza Chicago
  • Terrace/patio
    Sep 13 - Sep 18

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,641 reviews)
    "Excellent location."
    Reviewed July 30, 2026
    Roundtrip • Osaka (OSA) - Chicago (ORD)
    KIX - ORD • 1 stop ORD - KIX • 2 stops
    ￥549,569
    ￥411,723
    per traveler
    found 18 hours ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Terrace/patio
    Sep 13 - Sep 18

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,956 reviews)
    Roundtrip • Osaka (OSA) - Chicago (ORD)
    KIX - ORD • 1 stop ORD - KIX • 2 stops
    ￥741,352
    ￥555,862
    per traveler
    found 18 hours ago
    Trump International Hotel & Tower Chicago
  • Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view
    Sep 13 - Sep 18

    Four Seasons Hotel Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    Roundtrip • Osaka (OSA) - Chicago (ORD)
    KIX - ORD • 1 stop ORD - KIX • 2 stops
    Save 100% on your flight
    ￥818,292
    ￥616,917
    per traveler
    found 18 hours ago
    Four Seasons Hotel Chicago

Where to stay in Darien

Find the best Darien areas and neighborhoods for the activities you enjoy most. Learn more about Darien
Learn more about Darien

Lace

The restaurants and shopping are just a few features travelers like about Lace. If you want to do some sightseeing nearby, Willowbrook Community Park and National Shrine of St. Therese are a few top places to visit.

Darien Hotel Deals

Desk, WiFi (free), bed sheets

Extended Stay America Select Suites - Chicago - Darien

Extended Stay America Select Suites - Chicago - Darien
2.5 star property
4.1 km from Darien
7.6 out of 10, Good, (780 reviews)
"Stayed only one night. The room was clean. Didn't use anything else."
The price is ￥14,899
￥16,535 total
includes taxes & fees
Aug 10 - Aug 11
Extended Stay America Select Suites - Chicago - Darien
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.
See all properties in Darien
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.