$25 Cheap flight deals from Cleveland (CLE) to St. Augustine (JAX)

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This Weekend's Flight Deals from Cleveland to St. Augustine

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.

Sun, Sep 27 - Sat, Oct 3
CLE
Hopkins Intl.
MCO
Orlando Intl.
$92 Roundtrip, found 9 hours ago
$92
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sun, Sep 27 from Hopkins Intl. to Orlando Intl., returning Sat, Oct 3, priced at $92 found 9 hours ago
Fri, Sep 25 - Thu, Oct 1
CAK
Akron-Canton
MCO
Orlando Intl.
$189 Roundtrip, found 6 days ago
$189
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Sep 25 from Akron-Canton to Orlando Intl., returning Thu, Oct 1, priced at $189 found 6 days ago
Sun, Sep 27 - Fri, Oct 2
CAK
Akron-Canton
JAX
Jacksonville Intl.
$304 Roundtrip, found 6 days ago
$304
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Sep 27 from Akron-Canton to Jacksonville Intl., returning Fri, Oct 2, priced at $304 found 6 days ago
Fri, Sep 25 - Sun, Sep 27
CLE
Hopkins Intl.
JAX
Jacksonville Intl.
$1,077 Roundtrip, found 2 days ago
$1,077
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Sep 25 from Hopkins Intl. to Jacksonville Intl., returning Sun, Sep 27, priced at $1,077 found 2 days ago

Airfares from $25 One Way, $51 Round Trip from Cleveland to St. Augustine

Prices starting at $51 for return flights and $25 for one-way flights to St. Augustine were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 17 - Wed, Oct 21
CLE
Cleveland
MCO
Orlando
$51 Roundtrip, found 13 hours ago
$51
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Cleveland to Orlando, returning Wed, Oct 21, priced at $51 found 13 hours ago
Mon, Nov 9 - Fri, Nov 13
CAK
Akron
JAX
Jacksonville
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Nov 9 from Akron to Jacksonville, returning Fri, Nov 13, priced at $80 found 1 day ago
Fri, Jan 29 - Fri, Feb 5
CAK
Akron
DAB
Daytona Beach
$122 Roundtrip, found 20 hours ago
$122
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Fri, Jan 29 from Akron to Daytona Beach, returning Fri, Feb 5, priced at $122 found 20 hours ago
Sun, Oct 11 - Wed, Oct 21
CAK
Akron
MCO
Orlando
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Oct 11 from Akron to Orlando, returning Wed, Oct 21, priced at $128 found 2 days ago
Thu, Dec 3 - Mon, Dec 7
CLE
Cleveland
JAX
Jacksonville
$140 Roundtrip, just found
$140
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Dec 3 from Cleveland to Jacksonville, returning Mon, Dec 7, priced at $140 just found

St. Augustine economy flight packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
2.0-star property

Seasons Florida Resort

9/10 Wonderful! (3,855 reviews)

Nov 6 - Nov 9

3 night stay

Cleveland (CLE) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $333, price is now $185 per person
$185
per person
found 1 day ago
Thank you

Reviewed on Sep 19, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark
4.0-star property

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

9.2/10 Wonderful! (1,002 reviews)

Nov 6 - Nov 9

3 night stay

Cleveland (CLE) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Price was $1,176, price is now $621 per person
$621
per person
found 1 day ago
The unit itself is beautiful. The bedrooms and bathrooms are gorgeous with really nice furnishings. The showers are really nice and each bedroom has an attached bathroom, which is very convenient. There were a few issues with cleanliness in the unit and the pool. We had stained washcloths in one bathroom, the sofa fabric is pilling and we found several items on the kitchen floor that hadn't been swept up. The pool filter doesn't appear to work well at all. We continually skimmed the pool but there was still dirt and leaves in the bottom of the pool that never went away. The pictures in the listing show the pool as having an attached hot tub. It does not. It also shows loungers by the pool, but there are none. I did call the front desk to advise them of this. I asked for loungers to be delivered but they will not do that as it seems it's the responsibility of the owners to provide those. They didn't have much to say about the pool not having the hot tub, even though it is advertised as having one so that was disappointing. The resort lobby is beautiful and check in was fairly easy. The resort pools and hot tubs were very nice as well. The pool bar food and drinks are expensive ($40 for a drink and hummus appetizer) and an automatic 20% gratuity is automatically added to all orders. Something to keep in mind. Overall, we had a great stay and would definitely do it again, although I would not rent this particular unit the next time.

Reviewed on Sep 14, 2026

The Delaney Hotel
3.5-star property

The Delaney Hotel

9.6/10 Exceptional! (1,202 reviews)

Oct 24 - Oct 27

3 night stay

Cleveland (CLE) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Price was $556, price is now $297 per person
$297
per person
found 1 day ago

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St. Augustine first class flight packages

Price found within the past 48 hours. Click for updated prices.
Disney's Coronado Springs Resort
4.0-star property

Disney's Coronado Springs Resort

9/10 Wonderful! (1,002 reviews)

Nov 6 - Nov 11

5 night stay

Cleveland (CLE) to Orlando (MCO)

United • FirstClass

Orlando (MCO) to Cleveland (CLE)

Delta • FirstClass
Price was $3,888, price is now $3,791 per person
$3,791
per person
found 1 day ago

Disney's Animal Kingdom Lodge
4.5-star property

Disney's Animal Kingdom Lodge

9/10 Wonderful! (1,003 reviews)

Nov 6 - Nov 11

5 night stay

Cleveland (CLE) to Orlando (MCO)

United • FirstClass

Orlando (MCO) to Cleveland (CLE)

Delta • FirstClass
Price was $11,186, price is now $11,173 per person
$11,173
per person
found 1 day ago
Is definitely an experience for the wallet and the soul.

Reviewed on Sep 18, 2026

Disney's Contemporary Resort
4.5-star property

Disney's Contemporary Resort

8.6/10 Excellent! (1,000 reviews)

Nov 6 - Nov 11

5 night stay

Cleveland (CLE) to Orlando (MCO)

United • FirstClass

Orlando (MCO) to Cleveland (CLE)

Delta • FirstClass
Price was $8,145, price is now $8,139 per person
$8,139
per person
found 1 day ago

Don't see what you're looking for?
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More About Flying To St. Augustine from Cleveland

Route Information for Flights from Cleveland to St. Augustine

Origin Airport IATA Code
CLE
Destination Airport IATA Code
JAX
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Cleveland to St. Augustine

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Frequently asked questions

Are there non-stop flights from Cleveland to St. Augustine?
Direct flights are offered by no less than 4 airlines from CLE to Orlando, FL (MCO-Orlando Intl.), so you could be booking your memorable vacation in a matter of minutes. Here are some popular carriers to consider:

  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
  • Southwest Airlines

What is the shortest flight from Cleveland to St. Augustine?
The journey from Cleveland to St. Augustine can be as quick as 2 hours and 44 minutes. With a short and sweet flight time like this, why not round up some friends and take off on an impromptu getaway?
What airlines fly from Cleveland to St. Augustine most frequently?
Here are the four airlines that have the most frequent flights between Cleveland and St. Augustine. Find out which one fits your travel plans: Frontier Airlines - (F9) with 65 flights every month Spirit Airlines - (NK) with 43 flights every month United Airlines - (UA) with 30 flights every month Southwest Airlines - (WN) with 4 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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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.