$124 Cheap flight deals from Chicago (CHI) to Dillon Beach (NOT)

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This Weekend's Flight Deals from Chicago to Dillon Beach

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jan 16 - Mon, Feb 2
ORD
O'Hare Intl.
STS
Sonoma County
$490 Roundtrip, found 4 days ago
$490
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Fri, Jan 16 from O'Hare Intl. to Sonoma County, returning Mon, Feb 2, priced at $490 found 4 days ago

Airfares from $124 One Way, $199 Round Trip from Chicago to Dillon Beach

Prices starting at $199 for return flights and $124 for one-way flights to Dillon Beach were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Feb 25 - Tue, Mar 17
ORD
Chicago
STS
Santa Rosa
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Wed, Feb 25 from Chicago to Santa Rosa, returning Tue, Mar 17, priced at $199 found 4 days ago
Wed, Mar 4 - Tue, Mar 10
ORD
Chicago
STS
Santa Rosa
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Wed, Mar 4 from Chicago to Santa Rosa, returning Tue, Mar 10, priced at $201 found 5 days ago
Tue, Mar 3 - Tue, Mar 17
ORD
Chicago
STS
Santa Rosa
$203 Roundtrip, found 4 days ago
$203
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, Mar 3 from Chicago to Santa Rosa, returning Tue, Mar 17, priced at $203 found 4 days ago
Wed, Feb 25 - Mon, Mar 16
ORD
Chicago
STS
Santa Rosa
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Wed, Feb 25 from Chicago to Santa Rosa, returning Mon, Mar 16, priced at $214 found 4 days ago
Tue, Mar 3 - Mon, Mar 16
ORD
Chicago
STS
Santa Rosa
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, Mar 3 from Chicago to Santa Rosa, returning Mon, Mar 16, priced at $219 found 4 days ago

Dillon Beach economy flight packages

Price found within the past 48 hours. Click for updated prices.
Embassy Hotel
2.5-star property

Embassy Hotel

6.8/10 (431 reviews)

Feb 12 - Feb 19

7 night stay

Chicago (CHI) to San Francisco (SFO)

Southwest Airlines • Coach

San Francisco (SFO) to Chicago (CHI)

Frontier Airlines • Coach
Price was $647, price is now $431 per person
$431
per person
found 1 day ago
The hotel has aged and not well maintained over the years. The window to our bathroom was broken with a section broken out. Unfortunately, you cannot regulate the temperature in the room. We loved the art deco appearance in the online photos and in reality it was not thoughtfully maintained. Staff were amazing, helpful, and kind. Another guest, above us, stomped on their floor and knocked on the walls until the early hours. We felt safe, but sad about the state of the property.

Reviewed on Oct 18, 2025

SF Central Hotel
2.0-star property

SF Central Hotel

6.2/10 (862 reviews)

Feb 12 - Feb 19

7 night stay

Chicago (CHI) to San Francisco (SFO)

Southwest Airlines • Coach

San Francisco (SFO) to Chicago (CHI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,132, price is now $647 per person
$647
per person
found 1 day ago
The staff were unfriendly, no breakfast, people above us were extremely noisy, the area is unsafe, they gave us one bed short and when requested one we were told to wait for the manager the next day resulting in one of us sleeping on the floor! Will never stay here again! If you do decide to stay here one night is more than enough!

Reviewed on Aug 27, 2024

Hotel Riu Plaza Fisherman's Wharf
4.0-star property

Hotel Riu Plaza Fisherman's Wharf

9/10 Wonderful! (7,092 reviews)

Feb 12 - Feb 19

7 night stay

Chicago (CHI) to San Francisco (SFO)

Southwest Airlines • Coach

San Francisco (SFO) to Chicago (CHI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,214, price is now $711 per person
$711
per person
found 1 day ago
The hotel is very clean and comfortable. The location is excellent. The breakfast is varied and plentiful. The staff were kind and helpful.

Reviewed on Dec 5, 2025

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More About Flying To Dillon Beach from Chicago

Route Information for Flights from Chicago to Dillon Beach

Origin Airport IATA Code
CHI
Destination Airport IATA Code
NOT
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Dillon Beach

Great Deals on Flights From Chicago to Dillon Beach

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.