$250 Cheap flight deals from Chicago (CHI) to High Springs (GNV)

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This Weekend's Flight Deals from Chicago to High Springs

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 - Tue, Mar 24
ORD
O'Hare Intl.
GNV
Gainesville Regional
$609 Roundtrip, found 4 days ago
$609
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Mar 21 from O'Hare Intl. to Gainesville Regional, returning Tue, Mar 24, priced at $609 found 4 days ago
Sat, Mar 21 - Tue, Mar 24
MDW
Midway Intl.
GNV
Gainesville Regional
$1,143 Roundtrip, found 4 days ago
$1,143
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Mar 21 from Midway Intl. to Gainesville Regional, returning Tue, Mar 24, priced at $1,143 found 4 days ago

Airfares from $250 One Way, $388 Round Trip from Chicago to High Springs

Prices starting at $388 for return flights and $250 for one-way flights to High Springs were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Dec 21 - Wed, Dec 30
MDW
Chicago
GNV
Gainesville
$388 Roundtrip, found 5 days ago
$388
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Dec 21 from Chicago to Gainesville, returning Wed, Dec 30, priced at $388 found 5 days ago
Wed, Apr 22 - Sun, Apr 26
ORD
Chicago
GNV
Gainesville
$397 Roundtrip, found 3 days ago
$397
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 22 from Chicago to Gainesville, returning Sun, Apr 26, priced at $397 found 3 days ago
Wed, Apr 22 - Sun, Apr 26
ORD
Chicago
GNV
Gainesville
$403 Roundtrip, found 3 days ago
$403
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 22 from Chicago to Gainesville, returning Sun, Apr 26, priced at $403 found 3 days ago
Mon, Dec 21 - Wed, Dec 30
ORD
Chicago
GNV
Gainesville
$423 Roundtrip, found 5 days ago
$423
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Dec 21 from Chicago to Gainesville, returning Wed, Dec 30, priced at $423 found 5 days ago
Thu, May 28 - Sun, May 31
ORD
Chicago
GNV
Gainesville
$427 Roundtrip, found 3 days ago
$427
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, May 28 from Chicago to Gainesville, returning Sun, May 31, priced at $427 found 3 days ago

High Springs economy flight packages

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

Hyatt Regency Jacksonville

9/10 Wonderful! (1,538 reviews)

Apr 30 - May 3

3 night stay

Chicago (ORD) to Jacksonville (JAX)

American Airlines • Coach

Jacksonville (JAX) to Chicago (ORD)

Frontier Airlines • Coach
Price was $702, price is now $581 per person
$581
per person
found 1 day ago
Great staff , location.

Reviewed on Jan 2, 2026

Jekyll Ocean Club
4.0-star property

Jekyll Ocean Club

9.4/10 Exceptional! (234 reviews)

May 6 - May 10

4 night stay

Chicago (ORD) to Jacksonville (JAX)

Delta • Non-stop roundtrip • Coach
Price was $1,714, price is now $1,347 per person
$1,347
per person
found 16 hours ago
The staff was friendly yet professional. The oceanfront suite was just right for viewing the ocean and relaxing. Access to the beach was readily available.

Reviewed on Dec 23, 2019

Hampton Inn Jacksonville Beach/Oceanfront
3.0-star property

Hampton Inn Jacksonville Beach/Oceanfront

9.2/10 Wonderful! (2,670 reviews)

Apr 15 - Apr 19

4 night stay

Chicago (CHI) to Jacksonville (JAX)

American Airlines • Non-stop • Coach

Jacksonville (JAX) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
Price was $1,284, price is now $1,053 per person
$1,053
per person
found 1 day 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 High Springs from Chicago

Route Information for Flights from Chicago to High Springs

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

Chicago to High Springs

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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.