Cheap Flight Deals From Jacksonville (JAX) to Chicago (CHI) Starting at $64

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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.

Sun, Oct 1 - Tue, Oct 31
JAX
Jacksonville Intl.
MDW
Midway Intl.
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Oct 1 from Jacksonville Intl. to Midway Intl., returning Tue, Oct 31, priced at $168 found 2 days ago
Sat, Sep 30 - Sat, Sep 30
JAX
Jacksonville Intl.
ORD
O'Hare Intl.
$462 Roundtrip, found 20 hours ago
$462
Roundtrip
found 20 hours ago
Select United flight, departing Sat, Sep 30 from Jacksonville Intl. to O'Hare Intl., returning Sat, Sep 30, priced at $462 found 20 hours ago
Fri, Sep 29 - Sat, Oct 7
DAB
Daytona Beach Intl.
ORD
O'Hare Intl.
$499 Roundtrip, found 1 day ago
$499
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 29 from Daytona Beach Intl. to O'Hare Intl., returning Sat, Oct 7, priced at $499 found 1 day ago

Airfares from $64 One Way, $128 Round Trip from Jacksonville to Chicago

Prices starting at $128 for return flights and $64 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.

Sat, Oct 21 - Tue, Oct 24
JAX
Jacksonville
MDW
Chicago
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 21 from Jacksonville to Chicago, returning Tue, Oct 24, priced at $128 found 1 day ago
Sat, Oct 14 - Tue, Oct 17
JAX
Jacksonville
MDW
Chicago
$147 Roundtrip, found 4 hours ago
$147
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Oct 14 from Jacksonville to Chicago, returning Tue, Oct 17, priced at $147 found 4 hours ago
Thu, Oct 26 - Sun, Oct 29
JAX
Jacksonville
MDW
Chicago
$158 Roundtrip, found 20 hours ago
$158
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Oct 26 from Jacksonville to Chicago, returning Sun, Oct 29, priced at $158 found 20 hours ago
Tue, Oct 24 - Tue, Oct 31
JAX
Jacksonville
ORD
Chicago
$189 Roundtrip, found 6 hours ago
$189
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Tue, Oct 24 from Jacksonville to Chicago, returning Tue, Oct 31, priced at $189 found 6 hours ago
Wed, Dec 6 - Sat, Dec 9
DAB
Daytona Beach
ORD
Chicago
$234 Roundtrip, found 6 days ago
$234
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Dec 6 from Daytona Beach to Chicago, returning Sat, Dec 9, priced at $234 found 6 days ago

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, Alaska Airlines, Air Canada, Aer Lingus, Emirates, ANA, Lufthansa, United Airlines
Earliest Flight Arrival
12:35PM UTC
Latest Flight Arrival
11:24PM UTC

Book Your Flight from Jacksonville to Chicago

Jacksonville Airport Information

Jacksonville International Airport is the only commercial passenger facility located in Jacksonville, Florida. This airport is served by two concourses, A and C. The airport is located approximately 13 miles north of the downtown area. Orbitz.com offers cheap flights from Jacksonville. Jacksonville Airport is served by most major airline carriers, including American Airlines, Delta, JetBlue, Southwest Airlines, and United Airlines. Orbitz.com books bargain tickets with all airlines serving Jacksonville International Airport.

Parking at Jacksonville International Airport

Several parking options are available at this airport, including an hourly garage and a daily garage. The hourly garage rate is $18 per hour, while the daily garage rate is $14 per day. There is also a daily surface lot offered at a rate of $8 day. In addition, there are three economy lots available with rates between $5 and $20. Valet parking is available as well. All parking facilities at Jacksonville International Airport accept cash, checks, and major credit cards. Always make certain to purchase your ticket from Orbitz.com prior to arriving at the airport.

Transportation to Jacksonville International Airport

Jacksonville International Airport can be accessed from the downtown area via taxi at a cost of about $30. The airport also operates a complimentary shuttle service between parking lots, which is available 24 hours per day. You might consider renting a vehicle through Orbitz.com prior to your Jacksonville flight.

Restaurants at Jacksonville International Airport

There are a number of restaurants offered at Jacksonville International for the convenience of travelers. Some of the more popular options include Cinnabon for tasty breakfast pastries, Starbucks for a coffee or latte, Quiznos for sandwiches, and Freshens for refreshing ice cream treats. Enjoy your flight, and always remember to check Orbitz.com for bargain tickets and cheap flights from Jacksonville, Florida.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Frequently asked questions

Am I able to catch a flight from Jacksonville to Chicago now?
Head to our Covid-19 Travel Advisor for the most useful information on travel restrictions and quarantine requirements when catching a flight from Jacksonville to Chicago.
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
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 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.