$54 Cheap flight deals from Jacksonville (JAX) to Chicago (CHI)

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This Weekend's Flight Deals from Jacksonville 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 $54 One Way, $105 Round Trip from Jacksonville to Chicago

Prices starting at $105 for return flights and $54 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

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Staybridge Suites, Lincolnshire by IHG
The Wade
Park Hyatt Chicago
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Chicago packages with premium economy flights

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Fairmont Chicago at Millennium Park
Trump International Hotel & Tower Chicago
Park Hyatt Chicago
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Chicago first class flight packages

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Fairmont Chicago at Millennium Park
Trump International Hotel & Tower Chicago
Park Hyatt Chicago
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More About Flying To Chicago from Jacksonville

Route Information for Flights from Jacksonville to Chicago

Origin Airport IATA Code
JAX
Destination Airport IATA Code
CHI
Distance
865 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Air Canada, Alaska Airlines, Emirates, ANA, Air New Zealand, Lufthansa, United Airlines, Gulf Air
Earliest Flight Arrival
1:38PM UTC
Latest Flight Arrival
11:15PM UTC

Jacksonville to Chicago

Trip-Planning Made Easy

Your search engine may give you thousands of pages of results when you search for cheap flights from Jacksonville to Chicago, but you can save yourself a lot of hassle and money by going straight to Orbitz.com. Not only do we offer great deals on Jacksonville to Chicago flights, but we make it easy to book hotels, car rentals, cruises, or a complete vacation package of your dreams.

Discount Jacksonville to Chicago Flights

Orbitz’s low price guarantee means you get the best fares around. Find the lowest prices for international and domestic tickets and for flights from Jacksonville to Chicago when you use Orbitz. It’s easy to add activities to your booking, so you can take advantage of all that Chicago has to offer.

Easily Book, Change, Cancel Flights From Jacksonville to Chicago

Orbitz now offers free mobile device apps, so even the busiest multi-taskers can plan their vacations while away from their desktop computer. Plus, instant alerts to your email or mobile phone help you stay on top of any delays or travel updates, so you avoid unpleasant surprises before boarding your Jacksonville to Chicago flights. Our Customer Service representatives are ready to assist you if you need to change your air travel plans.

Take Advantage of Frequent Flyer Options Through Orbitz

With Orbitz, you do not have to choose between a low fare and earning frequent flyer miles. Simply provide your frequent flyer information when you book your Jacksonville to Chicago flights.

Frequently asked questions

Are there non-stop flights from Jacksonville to Chicago?
There certainly are. And even better --- you have 5 airlines that fly nonstop from Orlando Intl. Airport to ORD to pick from. Check out which of these carriers offers the best fares:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines
  • Frontier Airlines

What is the shortest flight from Jacksonville to Chicago?
If the weather is good and all goes as scheduled, you could be coming in to land at Midway Intl. Airport (MDW) from Jacksonville Intl. Airport in as little as 2 hours and 50 minutes. With such a short flight time, contemplate traveling with just hand luggage.
What airlines fly from Jacksonville to Chicago most frequently?
We all have our preferences when it comes to airlines, and you have a good variety when flying from Jacksonville to Chicago. These leading carriers fly this route most frequently: United Airlines - (UA) with 143 flights every month American Airlines - (AA) with 112 flights every month Spirit Airlines - (NK) with 60 flights every month Southwest Airlines - (WN) with 39 flights every month
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 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. 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 from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. 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.