
$34 Cheap flight deals from Chicago (CHI) to St. Augustine (JAX)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Chicago 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.
Airfares from $34 One Way, $64 Round Trip from Chicago to St. Augustine
Prices starting at $64 for return flights and $34 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.
St. Augustine economy flight packages

Westgate Lakes Resort & Spa Universal Studios Area
Nov 16 - Nov 18
Chicago (CHI) to Orlando (MCO)
Reviewed on Sep 27, 2025

Boardwalk Inn and Suites
Dec 4 - Dec 10
Chicago (CHI) to Orlando (MCO)
Reviewed on Oct 5, 2025

Westgate Palace Hotel / Universal / I-Drive
Nov 14 - Nov 17
Chicago (CHI) to Orlando (MCO)
Reviewed on Aug 6, 2025
More About Flying To St. Augustine from Chicago
Route Information for Flights from Chicago to St. Augustine
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | JAX |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to St. Augustine
Finding cheap flights from Chicago to St. Augustine need never be a problem again when you put your faith in Orbitz, the online leader in discounted travel arrangements. You’ll get guaranteed low prices every time you book and be able to choose from a great selection of hotels, flight, cruises, and more.
Orbitz deals in bargains
You can have total confidence in Orbitz to help you find spectacular deals on Chicago to St. Augustine flights at bargain prices. We also display quality accommodations at unbelievable rates, leaving you with spare cash for a little extra indulgence in St. Augustine.
Mix flights for a perfect schedule
Orbitz helps you find that low fare time and again whether you are looking at domestic or international tickets for leisure or business. Our extensive search capabilities let you select alternative airlines for your departure and return on your flights from Chicago to St. Augustine to give you the best deals that suit your schedule.
Cutting-edge mobile apps
Finding budget flights from Chicago to St. Augustine is easier with cutting-edge mobile tools as our app that allows you to check flight availabilities on the move using your smartphone or tablet. We can even send you free alerts to your email and mobile phone to inform you of any delays to your Chicago to St. Augustine flights.
Orbitz adds value to your search for bargain Chicago to St. Augustine flights
If value is what you are after, let Orbitz take care of you. Your low cost Chicago to St. Augustine flights along with our great bargains on hotels and car rentals will make your trip all the more memorable.
Frequently asked questions
- Flights to St. Augustine
- Flights from Chicago
- Chicago Airports
- St. Augustine Airports
- Airlines Operating
- Flights To
Flights to St. Augustine
- Miami to St. Augustine
- Atlanta to St. Augustine
- Newark to St. Augustine
- New York to St. Augustine
- Orlando to St. Augustine
- Charlotte to St. Augustine
- Boston to St. Augustine
- Nashville to St. Augustine
- Philadelphia to St. Augustine
- Raleigh to St. Augustine
- Pittsburgh to St. Augustine
- Denver to St. Augustine
- Washington to St. Augustine
- Key West to St. Augustine
- Minneapolis - St. Paul to St. Augustine
- Omaha to St. Augustine
- Roanoke to St. Augustine
- Las Vegas to St. Augustine
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to London
- Chicago to New Orleans
- Chicago to Washington
- Chicago to Rome
- Chicago to Paris
- Chicago to Toronto
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
- Flights to Key West
- Flights to Melbourne
- Flights to Marathon
- Flights to Bradenton
- Flights to Boca Raton
- Flights to Bonita Springs
- Flights to Cape Canaveral
- Flights to Cape Coral
- Flights to Cocoa Beach
- Flights to Pensacola Beach
- Flights to Siesta Key
- Flights to Destin
- Flights to Fort Myers Beach
- Flights to Fort Pierce
- Flights to Kissimmee
- Flights to Panama City Beach
- Flights to Florida City
- Flights to Key Largo
- Flights to Marco Island
- Flights to Miami Beach
- Flights to Punta Gorda
- Flights to Pompano Beach
- Flights to Sanibel
- Flights to St Pete Beach
- Flights to Sanford
- Flights to Titusville
- Flights to Port Saint Lucie
- Flights to Clearwater Beach
- Flights to Islamorada
- Flights to Anna Maria
- Flights to Miami
- Flights to Orlando
- Flights to St Petersburg Clearwater
- Flights to Fort Lauderdale
- Flights to Palm Beach West Palm Beach
- Flights to Sarasota
- Flights to Naples
- Flights to Fort Myers
- Flights to Tampa
- Flights to Jacksonville
- Flights to Panama City
- Flights to Pensacola
- Flights to Fort Walton Beach Destin
- Flights to Vero Beach
- Flights to Florida Keys
- Flights to Daytona Beach
- Flights to St Augustine
- Flights to Gainesville
- Flights to Tallahassee
- Flights to Leesburg
- Flights to Ocala
More Destinations
- Flights from Atlanta to Marineland
- Flights from Charlotte to Marineland
- Flights from Detroit to Marineland
- Flights from London to Marineland
- Flights from Los Angeles to Marineland
- Flights from Portland to Marineland
- Flights from Seattle to Marineland
- Flights from Bakersfield to Marineland
- Flights from Syracuse to Marineland
- Flights from Panama City to Marineland
- Flights from Scranton to Marineland
- Flights from Harrisburg - Hershey to Marineland
- Flights from Allentown to Marineland
- Flights from Cedar Rapids - Iowa City to Marineland
- Flights from Baton Rouge to Marineland
- Flights from Grand Rapids to Marineland
- Flights from Bangor to Marineland
- Flights from Newport News to Marineland
- Flights from El Paso to St. Augustine Beach
- Flights from Evansville to St. Augustine Beach
- Flights from Flint to St. Augustine Beach
- Flights from Jackson to St. Augustine Beach
- Flights from Baltimore to St. Augustine Beach
- Flights from Boston to St. Augustine Beach
- Flights from Chicago to St. Augustine Beach
- Flights from Cleveland to St. Augustine Beach
- Flights from Denver to St. Augustine Beach
- Flights from Houston to St. Augustine Beach
- Flights from Los Angeles to St. Augustine Beach
- Flights from Memphis to St. Augustine Beach
- Flights from Nashville to St. Augustine Beach
- Flights from St. Louis to St. Augustine Beach
- Flights from Charleston to St. Augustine Beach
- Flights from Hartford to St. Augustine Beach
- Flights from Sacramento to St. Augustine Beach
- Flights from Lynchburg to St. Augustine Beach
- Flights from Billings to St. Augustine Beach
- Flights from Richmond to St. Augustine Beach
- Flights from Toledo to St. Augustine Beach
- Flights from Albuquerque to St. Augustine Beach
- Flights from Fort Myers to St. Augustine Beach
- Flights from Spokane to St. Augustine Beach
- Flights from Greensboro to St. Augustine Beach
- Flights from Dayton to St. Augustine Beach
- Flights from Knoxville to St. Augustine Beach
- Flights from Mobile to St. Augustine Beach
- Flights from Fresno to St. Augustine Beach
- Flights from Tampa to St. Augustine Beach
- Flights from Fort Wayne to St. Augustine Beach
- Flights from Grand Rapids to St. Augustine Beach
- Flights from Albany to St. Augustine Beach
- Flights from Asheville to St. Augustine Beach
- Flights from Tallahassee to St. Augustine Beach
- Flights from Bangor to St. Augustine Beach
- Flights from Salisbury to St. Augustine Beach
- Flights from State College to St. Augustine Beach
- Flights from Bismarck to St. Augustine Beach
- Flights from Rapid City to St. Augustine Beach
- Flights from Chattanooga to St. Augustine Beach
- Flights from Akron (CAK) to St. Augustine (UST)
- Flights from Portland (PWM) to St. Augustine (UST)
- Flights from Raleigh (RDU) to St. Augustine (UST)
- Flights from Atlanta to Anastasia Island
- Flights from Boston to Anastasia Island
- Flights from Dallas to Anastasia Island
- Flights from Denver to Anastasia Island
- Flights from Houston to Anastasia Island
- Flights from Los Angeles to Anastasia Island
- Flights from Miami to Anastasia Island
- Flights from Nashville to Anastasia Island
- Flights from Portland to Anastasia Island
- Flights from San Francisco to Anastasia Island
- Flights from Toronto to Anastasia Island
- Flights from Washington to Anastasia Island
- Flights from Portland to Anastasia Island
- Flights from Omaha to Anastasia Island
- Flights from Des Moines to Anastasia Island
- Flights from Pittsburgh to Anastasia Island
- Flights from Newark to Anastasia Island
- Flights from Tampa to Anastasia Island
- Flights from Jacksonville to Anastasia Island
- Flights from Louisville to Anastasia Island
- Flights from Baton Rouge to Anastasia Island
- Flights from Biloxi to Anastasia Island
- Flights from Albany to Anastasia Island
- Flights from Lafayette to Anastasia Island
- Flights from Covington to Anastasia Island
- Flights from Indianapolis to Palm Coast
- Flights from Minneapolis - St. Paul to Palm Coast
- Flights from New Orleans to Palm Coast
- Flights from Portland to Palm Coast
- Flights from Seattle to Palm Coast
- Flights from Portland to Palm Coast
- Flights from Roanoke to Palm Coast
- Flights from Toledo to Palm Coast
- Flights from Tulsa to Palm Coast
- Flights from Norfolk - Virginia Beach to Palm Coast
- Flights from Rochester to Palm Coast
- Flights from Cedar Rapids - Iowa City to Palm Coast
- Flights from Sioux Falls to Palm Coast
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.