
$50 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 $50 One Way, $115 Round Trip from Chicago to St. Augustine
Prices starting at $115 for return flights and $50 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 Blue Tree Resort in Lake Buena Vista
May 28 - May 30
Chicago (ORD) to Orlando (MCO)
Orlando (MCO) to Chicago (ORD)
Reviewed on Jul 3, 2024

Westgate Vacation Villas Resort
Jun 10 - Jun 15
Chicago (ORD) to Orlando (MCO)
Orlando (MCO) to Chicago (ORD)
Reviewed on Apr 14, 2025

St. Augustine packages with premium economy flights


Encore Resort and Water Park At Reunion by Rentyl
Jun 4 - Jun 9
Chicago (CHI) to Orlando (MCO)
Reviewed on Jun 22, 2024

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
If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from Chicago to St. Augustine. Now you can book guaranteed low fares for Chicago to St. Augustine flights and plan your trip with confidence.
Great deals on flights from Chicago to St. Augustine
Cheap airfares on Chicago to St. Augustine flights allow you to stick to your budget and still have a great trip. We give you guaranteed low prices and make it easy to research and book discount flights using our website. Additionally, you can add your frequent flyer numbers to your Orbitz account profile, and this information will automatically be included on all your future reservations for qualified flights from Chicago to St. Augustine.
Cutting-edge mobile tools make travel easy
Now you can access your flight details on-the-go using your Android and iPhone phones and tablets. Book flights from Chicago to St. Augustine directly from your mobile phone or easily check your flight status and baggage claim details or book exclusive mobile hotel deals.
Chicago to St. Augustine flights at discounted rates
Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on Chicago to St. Augustine flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.
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
- Newark to St. Augustine
- New York to St. Augustine
- Atlanta to St. Augustine
- Boston to St. Augustine
- Orlando to St. Augustine
- Philadelphia to St. Augustine
- Nashville to St. Augustine
- Charlotte to St. Augustine
- Pittsburgh to St. Augustine
- Raleigh to St. Augustine
- Denver to St. Augustine
- Washington to St. Augustine
- Minneapolis - St. Paul to St. Augustine
- Key West to St. Augustine
- Omaha to St. Augustine
- Roanoke to St. Augustine
- Las Vegas to St. Augustine
Flights from Chicago
- Chicago to New York
- Chicago to Orlando
- Chicago to Houston
- Chicago to Phoenix
- Chicago to Los Angeles
- Chicago to London
- Chicago to Dallas
- Chicago to Washington
- Chicago to Toronto
- Chicago to Paris
- Chicago to New Orleans
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Kansas City
- Chicago to Sacramento
- 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
Top Trending
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.