Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Chicago (CHI) to Jacksonville (JAX)

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Lowest round trip fares by airline from Chicago and Jacksonville

Cheapest prices ($43 One Way, $85 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, May 18
ORD
Chicago
MCO
Orlando
$43
United
Sun, May 23
ORD
Chicago
MCO
Orlando
$43
Spirit Airlines
Mon, May 24
ORD
Chicago
MCO
Orlando
$47
Frontier Airlines
Tue, May 18 - Wed, May 26
ORD
Chicago
MCO
Orlando
$85
United
Sun, May 23 - Tue, May 25
ORD
Chicago
MCO
Orlando
$86
Spirit Airlines
Sat, Jun 5
MDW
Chicago
MCO
Orlando
$89
Delta
Tue, May 18 - Wed, May 26
ORD
Chicago
MCO
Orlando
$91
American Airlines
Tue, May 18
ORD
Chicago
JAX
Jacksonville
$107
JetBlue Airways
Tue, Jul 27 - Tue, Aug 3
MDW
Chicago
MCO
Orlando
$169
Bargain Flight
Tue, May 18 - Fri, May 21
ORD
Chicago
JAX
Jacksonville
$203
JetBlue Airways

Great Deals On Cheap Hotels in Jacksonville

Baymont by Wyndham Jacksonville/Butler Blvd

Baymont by Wyndham Jacksonville/Butler Blvd

2.5 out of 5
7030 Bonneval Road, Jacksonville, FL
The price is $71 per night from May 16 to May 16
Located in Southpoint, this hotel is 1.4 mi (2.3 km) from Saint Vincent's Medical Center Southside and 1.7 mi (2.7 km) from Dog Wood Park of Jacksonville. St. ...
3.9/5Good! (9 reviews)
"Older property with mold in the bathroom and no ice or vending machines on each floor."

Reviewed on Dec 18, 2019

Baymont by Wyndham Jacksonville/Butler Blvd
Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
4300 Salisbury Rd, Jacksonville, FL
The price is $70 per night from May 9 to May 9
Located in Southpoint, this motel is 0.8 mi (1.4 km) from Saint Vincent's Medical Center Southside and 1.9 mi (3 km) from Dog Wood Park of Jacksonville. St. ...
2.8/5 (5 reviews)
"This hotel has the potential to be nice and even modern with the fresh looking painted walls and laminate floors HOWEVER, the lack of cleanliness seriously devalues this place! The pool had floating cigarette butts and in the suite we were met with an overwhelming moldy odor, toothpaste splatters ..."

Reviewed on Jul 3, 2019

Tricove Inn & Suites
Jacksonville Plaza Hotel & Suites Airport

Jacksonville Plaza Hotel & Suites Airport

2 out of 5
14585 Duval Rd, Jacksonville, FL
The price is $80 per night from May 14 to May 14
Located in Northside, this hotel is within 1 mi (2 km) of River City Market Place, UF Health North, and UF Health Hospital North. Oceanway Community Center is ...
2.6/5 (8 reviews)
"This was a place that is not cleaned and I want my money back please stay awY from this place at all cost"

Reviewed on Apr 29, 2021

Jacksonville Plaza Hotel & Suites Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Flights Review

Fly From Chicago to Jacksonville

Origin Chicago
Destination Jacksonville
Number of Daily Flights 32
Earliest Flight Departure Date May 15
Latest Flight Departure Date May 15
Popular Airlines Frontier Airlines

Cheap flights from Chicago to Jacksonville

Chicago O’Hare International Airport (ORD) is located about 17 miles from the city of Chicago and is one of the world's busiest airports. It can be reached via interstate routes 90, 290 and 294.

Flight times are usually three or four hours to Jacksonville International Airport (JAX), and upon arrival in Florida, you will be close to interstate routes 95 and 295, as well as Highway 102.

Attractions and Tips

The Jacksonville Jaguars of the National Football League play their home games here at EverBank Field. Walt Disney World is nearby in the city of Orlando and is one of the most popular tourist destinations in the world, offering amusements, shopping and waterparks for family-oriented enjoyment.

Universal Studios is not only a huge amusement park, but is actually a working film studio as well. It has restaurants, shopping, hotels, live music and other forms of entertainment to offer.

Everglades National Park is the second largest park in the US, covering 1.5 million acres that include a subtropical wilderness important to many forms of wildlife. The Kennedy Space Center is a 140,000-acre complex that has been the launch site for numerous space missions.

Jacksonville experiences mild temperatures during its winters, with temperatures rarely dipping below 60 degrees. Summer months typically feature hot, humid weather, with temperatures frequently reaching above 90 degrees.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.