Cheap Flight Deals From St. Augustine (JAX) to Chicago (CHI) Starting at $21

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 St. Augustine to Chicago

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 $21 One Way, $41 Round Trip from St. Augustine to Chicago

Prices starting at $41 for return flights and $21 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

Trump International Hotel & Tower Chicago
theWit Chicago - a DoubleTree by Hilton Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Don't see what you're looking for?
See all available trips from St. Augustine to Chicago
View all trips

More About Flying To Chicago from St. Augustine

Route Information for Flights from St. Augustine to Chicago

Origin Airport IATA Code JAX
Destination Airport IATA Code CHI
Distance 1006 mi
Direct Flight Airlines American Airlines, Qatar Airways, Air Canada, JAL, LOT - Polish Airlines, Austrian, Copa Airlines, SWISS, Air New Zealand, United Airlines, Alaska Airlines, Frontier Airlines, Cathay Pacific, Southwest Airlines, Royal Jordanian, SAS, Iberia, ANA, Lufthansa, Spirit Airlines, British Airways
Earliest Flight Arrival 2:40PM UTC
Latest Flight Arrival 5:06AM UTC

St. Augustine to Chicago

Grab great fares on St. Augustine to Chicago flights with Orbitz, your #1 source for discount international and domestic air tickets. Our cutting-edge mobile tools and great online search functionality make booking your next budget trip a breeze.

Mobile Apps for Exclusive Deals on Flights From St. Augustine to Chicago

You don’t have to sit down at a computer to find the latest flight bargains. Orbitz offers a mobile app for Android, iPhone, and tablet devices, which will keep you alert to fantastic fares, hotel discounts, and more great savings. The app gives you real-time low fares for flights from St. Augustine to Chicago and lets you book your hotel room with a few simple clicks.

Find Your St. Augustine to Chicago Flights, Car, and Hotel in One Place

Orbitz gives you the latest deals on air fares, hotels, cruises, and car rentals at up to 50% off. Booking your flights from St. Augustine to Chicago is easy whether you are using a computer, with the Orbitz mobile app, or through m.orbitz.com on your mobile device’s Web browser.

Stay Informed on Your Trip

Orbitz sends you alerts about the latest updates to your St. Augustine to Chicago flights, such as delays. Receive the updates via your email or mobile phone. Use the Orbitz app to stay updated on your flight status and baggage claim details.

Earn Miles for Flights From St. Augustine to Chicago

On qualified flights, add your frequent flyer number to your booking to get miles or points for your trip.

Frequently asked questions

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.