Beginning of main content

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 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.

Fares from $96 One Way, $185 Round Trip from Jacksonville to Chicago

Prices starting at $185 for return flights and $96 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.

Need A Hotel In Chicago?

Hotels In Top Chicago Neighborhoods

Near North Side
412 hotels

Kinzie Hotel

4.0 out of 5.0
from

$103

The Loop
248 hotels
from

$90

River North
236 hotels

ACME Hotel Company

3.5 out of 5.0
from

$76

Stay Near Exciting Chicago Attractions

More About Flying To Chicago from Jacksonville

Route Information for Flights from Jacksonville to Chicago

Origin Airport IATA CodeOAJ
Destination Airport IATA CodeCHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Jacksonville to Chicago

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 Jacksonville to Chicago. Now you can book guaranteed low fares for Jacksonville to Chicago flights and plan your trip with confidence.

Great deals on flights from Jacksonville to Chicago

Cheap airfares on Jacksonville to Chicago 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 Jacksonville to Chicago.

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 Jacksonville to Chicago directly from your mobile phone or easily check your flight status and baggage claim details or book exclusive mobile hotel deals.

Jacksonville to Chicago 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 Jacksonville to Chicago 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.

Flights from Jacksonville to Chicago - Frequently Asked Questions

Are there non-stop flights from Jacksonville to Chicago?

Unfortunately, nonstop flights aren't an option between Jacksonville, NC (OAJ-Albert J. Ellis) and Chicago, IL (ORD-O'Hare Intl.). However, there are several carriers that service this route with just a single stopover, including American Airlines, Delta Air Lines and Aeromexico.

What is the shortest flight from Jacksonville to Chicago?

The quickest flight from Jacksonville to Chicago is around 3 hours and 6 minutes. Order a wine from the drink cart, work on your travel itinerary or finish that podcast — you'll have the time on this medium-haul journey.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2019 shows that Tuesday is the cheapest day to depart, followed by Monday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a fresh start to the new year. Be aware that the most expensive time to fly isn't the height of summer, as most people assume, but the festive month of December.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2019 saved over 50% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2019. Savings are subject to change based on departure location, date and destination.

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.