Search Deals onCleveland Vacation Packages
Cleveland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Chattanooga (East Ridge) by IHG
Price was $806, price is now $721 per person
$721
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hamilton Place Mall and Topgolf Chattanooga are located nearby.
Lookout Mountain Riverview Inn
Price was $949, price is now $809 per person
$809
per person
Nov 15 - Nov 20
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Chattanooga (CHA)
Stay at this guesthouse in Chattanooga. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ruby Falls and Lookout Mountain Incline Railway are located nearby.
Hotel Indigo Chattanooga - Downtown by IHG
Price was $942, price is now $808 per person
$808
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. 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 Ruby Falls and Tennessee Aquarium are located nearby.
The Hotel Chalet at The Choo Choo
Price was $954, price is now $832 per person
$832
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Stay at this hotel in Chattanooga. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Chattanooga Choo Choo Historic District are located nearby.
This is our second time staying at the beautiful Hotel Chalet and we just adore it each time! We love staying in the Sleeper Train and enjoying the beautiful grounds and restaurants! Such a luxurious little escape. We can’t wait to come back!
Reviewed on Oct 2, 2026
Hotel Clemons
Price was $936, price is now $824 per person
$824
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Stay at this hotel in Chattanooga. Enjoy a business center, concierge services, and a pool table. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Tennessee Aquarium are located nearby.
Chanticleer Inn Bed & Breakfast
Price was $1,006, price is now $898 per person
$898
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Chattanooga (CHA)
Stay at this B&B in Lookout Mountain. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ruby Falls and Rock City are located nearby.
La Quinta Inn & Suites by Wyndham Chattanooga - Lookout Mtn
Price was $868, price is now $784 per person
$784
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ruby Falls and Lookout Mountain Incline Railway are located nearby.
Excellent place to stay for a night while traveling through the area.
Reviewed on Oct 1, 2026
Candlewood Suites Chattanooga East Ridge by IHG
Price was $813, price is now $749 per person
$749
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Stay at this hotel in Chattanooga. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Popular attractions Hamilton Place Mall and Topgolf Chattanooga are located nearby.
Cleveland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Cleveland 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.
Fri, Jan 15 - Sat, Jan 16
BOS
Logan Intl.
CHA
Chattanooga Metropolitan
$251 Roundtrip, found 2 days ago
$251
Roundtrip
found 2 days ago
Wed, Oct 21 - Tue, Oct 27
MSP
Minneapolis - St. Paul Intl.
CHA
Chattanooga Metropolitan
$254 Roundtrip, found 2 days ago
$254
Roundtrip
found 2 days ago
Sat, Oct 24 - Tue, Nov 10
ORD
O'Hare Intl.
CHA
Chattanooga Metropolitan
$299 Roundtrip, found 18 hours ago
$299
Roundtrip
found 18 hours ago
Tue, Nov 24 - Sat, Nov 28
PIE
St. Petersburg-Clearwater Intl.
CHA
Chattanooga Metropolitan
$315 Roundtrip, found 3 days ago
$315
Roundtrip
found 3 days ago
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