$44 Cheap flight deals from Chicago (CHI) to Ponte Vedra Beach (JAX)

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This Weekend's Flight Deals from Chicago to Ponte Vedra 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.

Sat, Mar 21 - Wed, Mar 25
ORD
O'Hare Intl.
MCO
Orlando Intl.
$298 Roundtrip, just found
$298
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Mar 21 from O'Hare Intl. to Orlando Intl., returning Wed, Mar 25, priced at $298 just found
Sat, Mar 21 - Wed, Mar 25
MDW
Midway Intl.
MCO
Orlando Intl.
$302 Roundtrip, found 1 day ago
$302
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Mar 21 from Midway Intl. to Orlando Intl., returning Wed, Mar 25, priced at $302 found 1 day ago
Fri, Mar 20 - Sun, Mar 22
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$377 Roundtrip, found 1 hour ago
$377
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Mar 20 from O'Hare Intl. to Jacksonville Intl., returning Sun, Mar 22, priced at $377 found 1 hour ago
Fri, Mar 20 - Mon, Mar 23
MDW
Midway Intl.
JAX
Jacksonville Intl.
$377 Roundtrip, found 10 hours ago
$377
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Fri, Mar 20 from Midway Intl. to Jacksonville Intl., returning Mon, Mar 23, priced at $377 found 10 hours ago

Airfares from $44 One Way, $88 Round Trip from Chicago to Ponte Vedra Beach

Prices starting at $88 for return flights and $44 for one-way flights to Ponte Vedra 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.

Sun, Apr 19 - Thu, Apr 23
MDW
Chicago
MCO
Orlando
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Apr 19 from Chicago to Orlando, returning Thu, Apr 23, priced at $88 found 6 days ago
Tue, Apr 7 - Wed, Apr 22
ORD
Chicago
MCO
Orlando
$130 Roundtrip, found 13 hours ago
$130
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Tue, Apr 7 from Chicago to Orlando, returning Wed, Apr 22, priced at $130 found 13 hours ago
Thu, Apr 30 - Wed, May 6
MDW
Chicago
JAX
Jacksonville
$184 Roundtrip, found 1 hour ago
$184
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Chicago to Jacksonville, returning Wed, May 6, priced at $184 found 1 hour ago
Thu, Apr 16 - Thu, Apr 23
ORD
Chicago
JAX
Jacksonville
$184 Roundtrip, found 2 hours ago
$184
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Chicago to Jacksonville, returning Thu, Apr 23, priced at $184 found 2 hours ago
Wed, May 13 - Wed, May 20
RFD
Rockford
MCO
Orlando
$216 Roundtrip, found 5 days ago
$216
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, May 13 from Rockford to Orlando, returning Wed, May 20, priced at $216 found 5 days ago

Ponte Vedra Beach 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! (3,493 reviews)

Apr 19 - Apr 25

6 night stay

Chicago (CHI) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $568, price is now $299 per person
$299
per person
found 1 day ago
I rated 5-stars for the location and price of the stay. The rooms were in fact clean, but perhaps the age of the hotel (even though renovated) had a particular smell that only helped when running the a/c which wasn’t needed (I visited during the January attic blast).

Reviewed on Feb 10, 2026

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,234 reviews)

May 8 - May 12

4 night stay

Chicago (CHI) to Orlando (MCO)

American Airlines • Coach

Orlando (MCO) to Chicago (CHI)

Frontier Airlines • Coach
Price was $1,218, price is now $548 per person
$548
per person
found 1 day ago
Great location had a good time

Reviewed on Dec 28, 2025

Westgate Cocoa Beach Resort
4.0-star property

Westgate Cocoa Beach Resort

8.6/10 Excellent! (525 reviews)

Apr 17 - Apr 19

2 night stay

Chicago (ORD) to Orlando (MCO)

Frontier Airlines • Non-stop • Coach

Orlando (MCO) to Chicago (ORD)

Spirit Airlines • Non-stop • Coach
Price was $933, price is now $539 per person
$539
per person
found 1 day ago
Sue behind the bar was amazing. Hotel is a little dated and could use a new external color scheme. Rooms were modernized and mostly clean (sofa needs vacuumed) We had a great time and made use of all the pool areas and took advantage of happy hour every day. It is a bit of a walk from the main part of the resort to the beach so keep that in mind. Great place for family relaxing

Reviewed on Oct 5, 2025

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Ponte Vedra Beach packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Hilton Orlando/Altamonte Springs
4.0-star property

Hilton Orlando/Altamonte Springs

9/10 Wonderful! (1,294 reviews)

Apr 18 - Apr 25

7 night stay

Chicago (ORD) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,128, price is now $891 per person
$891
per person
found 13 hours ago
Service was great! LVira was especially friendly and provided prompt and quick service as well as good recommendations on the breakfast menu. The room was one of the best rooms i have stayed in on a Hilton property. Thank you!

Reviewed on Nov 16, 2025

The Delaney Hotel
3.5-star property

The Delaney Hotel

9.6/10 Exceptional! (1,068 reviews)

Apr 18 - Apr 25

7 night stay

Chicago (ORD) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,561, price is now $1,102 per person
$1,102
per person
found 13 hours ago
Great location for hospital access

Reviewed on Jul 8, 2025

Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

9.2/10 Wonderful! (2,530 reviews)

Apr 30 - May 4

4 night stay

Chicago (ORD) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,254, price is now $951 per person
$951
per person
found 6 hours ago
What a stunning and beautiful hotel. My son loved it also and having full access to the mall was a bonus!! Will definitely be back soon!

Reviewed on Dec 9, 2025

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Ponte Vedra Beach first class flight packages

Price found within the past 48 hours. Click for updated prices.
Marriott Jacksonville Downtown
4.0-star property

Marriott Jacksonville Downtown

8.4/10 Very Good! (1,004 reviews)

Apr 24 - Apr 27

3 night stay

Chicago (CHI) to Jacksonville (JAX)

American Airlines • Roundtrip • FirstClass
Price was $1,012, price is now $893 per person
$893
per person
found 7 hours ago
Floor in room nor shower was clean. No ventilation in bathroom. Long wait for valet parking and only option for parking available.

Reviewed on May 28, 2025

Hampton Inn Jacksonville Beach/Oceanfront
3.0-star property

Hampton Inn Jacksonville Beach/Oceanfront

9.2/10 Wonderful! (2,670 reviews)

Apr 24 - Apr 27

3 night stay

Chicago (CHI) to Jacksonville (JAX)

American Airlines • Roundtrip • FirstClass
Price was $1,419, price is now $1,167 per person
$1,167
per person
found 7 hours ago
Great location, friendly staff, very comfortable. The hotel has everything you need. Beautiful pool and a hot tub are a great bonus!

Reviewed on Feb 16, 2026

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More About Flying To Ponte Vedra Beach from Chicago

Route Information for Flights from Chicago to Ponte Vedra Beach

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

Chicago to Ponte Vedra 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.