Cheap Vacations in Apostle Islands

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Flight deals to Apostle Islands

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

Wed, May 6 - Wed, Sep 16
ORD
Chicago
IWD
Ironwood
$312 Roundtrip, found 2 days ago
$312
Roundtrip
found 2 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, May 6 from Chicago to Ironwood, returning Wed, Sep 16, priced at $312 found 2 days ago
Wed, May 6 - Wed, Sep 16
ORD
Chicago
IWD
Ironwood
$462 Roundtrip, found 2 days ago
$462
Roundtrip
found 2 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, May 6 from Chicago to Ironwood, returning Wed, Sep 16, priced at $462 found 2 days ago
Wed, May 6 - Wed, Sep 16
ORD
Chicago
IWD
Ironwood
$554 Roundtrip, found 2 days ago
$554
Roundtrip
found 2 days ago
Select United flight, departing Wed, May 6 from Chicago to Ironwood, returning Wed, Sep 16, priced at $554 found 2 days ago
Wed, May 6 - Wed, Sep 16
ORD
Chicago
IWD
Ironwood
$560 Roundtrip, found 2 days ago
$560
Roundtrip
found 2 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, May 6 from Chicago to Ironwood, returning Wed, Sep 16, priced at $560 found 2 days ago
Wed, May 6 - Wed, Sep 16
ORD
Chicago
IWD
Ironwood
$673 Roundtrip, found 2 days ago
$673
Roundtrip
found 2 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, May 6 from Chicago to Ironwood, returning Wed, Sep 16, priced at $673 found 2 days ago
Wed, May 6 - Wed, Sep 16
ORD
Chicago
IWD
Ironwood
$823 Roundtrip, found 2 days ago
$823
Roundtrip
found 2 days ago
Select United flight, departing Wed, May 6 from Chicago to Ironwood, returning Wed, Sep 16, priced at $823 found 2 days ago

Top rated hotels for your Apostle Islands vacation

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

2.5 out of 5
123 Harbor View Drive Washburn WI
Free Cancellation
Reserve now, pay when you stay
24.9 mi from city center
$109 nightly
The price is $122 total per night
$122 total
May 3 - May 4
Total with taxes and fees
When you stay at The Washburn Inn - On the Lake in Washburn, you'll be connected to the convention center, just steps from Lake Superior and 4 minutes by foot from StageNorth.
Pet friendly
Parking included
Legendary Waters Resort & Casino

Legendary Waters Resort & Casino

2.5 out of 5
37600 Onigamiing Dr Bayfield WI
Free Cancellation
Reserve now, pay when you stay
11.14 mi from city center
$199 nightly
The price is $227 total per night
$227 total
May 3 - May 4
Total with taxes and fees
When you stay at Legendary Waters Resort & Casino in Bayfield, you'll be on the beach, just steps from Lake Superior and Legendary Waters Casino.
Parking included
Free WiFi
Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

3 out of 5
101 Lake Shore Dr W Ashland WI
Free Cancellation
Reserve now, pay when you stay
29.79 mi from city center
$139 nightly
The price is $156 total per night
$156 total
May 3 - May 4
Total with taxes and fees
When you stay at Best Western The Hotel Chequamegon in Ashland, you'll be on a lake, within a 5-minute walk of Lake Superior and Ashland Mural Walk.
Pool
Breakfast included
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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.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.