HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$115+ Cheap flights from Jacksonville (JAX) to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — ORD
May 1 — May 81
Fri 5/1
Fri 5/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Jacksonville to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Jacksonville to Illinois

Cheapest flights from Jacksonville to Illinois
Explore the most affordable flight options available from Jacksonville to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:30 pm
JAX
-
STL
1 stop15h 25m
Frontier
Mon 5/185:27 pm
STL
-
JAX
1 stop23h 08m
Frontier
Deal found 3/31$253
This Expedia deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:28 pm
JAX
-
MDW
1 stop5h 53m
Frontier
Sun 4/126:00 am
MDW
-
JAX
1 stop9h 33m
Frontier
Deal found 3/27$256
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/179:18 pm
JAX
-
ORD
2 stops20h 03m
Frontier
Fri 4/242:20 pm
ORD
-
JAX
1 stop27h 18m
Frontier
Deal found 3/27$257
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:59 pm
JAX
-
MDW
1 stop4h 29m
Delta
Sat 5/99:22 am
MDW
-
JAX
1 stop6h 57m
Delta
Deal found 4/1$257
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:45 am
JAX
-
MDW
2 stops7h 25m
Southwest
Tue 5/54:50 pm
MDW
-
JAX
1 stop3h 40m
Southwest
Deal found 3/31$258
This Frontier deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:27 pm
JAX
-
ORD
1 stop5h 36m
Frontier
Sun 4/265:50 am
ORD
-
JAX
1 stop10h 40m
Frontier
Deal found 3/27$260
This Expedia deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:25 pm
JAX
-
MDW
1 stop4h 54m
Frontier
Mon 5/46:00 am
MDW
-
JAX
1 stop11h 04m
Frontier
Deal found 3/31$260
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:30 pm
JAX
-
ORD
1 stop14h 25m
Frontier
Sat 5/167:52 pm
ORD
-
JAX
2 stops37h 41m
Frontier
Deal found 3/27$261
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:40 am
JAX
-
ORD
1 stop5h 49m
Delta
Tue 5/267:05 am
ORD
-
JAX
1 stop7h 07m
Delta
Deal found 3/31$262
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:39 pm
JAX
-
MDW
1 stop5h 49m
Delta
Mon 5/45:21 pm
MDW
-
JAX
1 stop4h 29m
Delta
Deal found 3/31$262
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:18 pm
JAX
-
ORD
2 stops24h 54m
Multiple Airlines
Wed 5/69:00 am
ORD
-
JAX
1 stop7h 35m
Multiple Airlines
Deal found 3/27$263
This Frontier deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/55:28 pm
JAX
-
ORD
1 stop6h 16m
Frontier
Mon 4/68:39 am
ORD
-
JAX
1 stop11h 50m
Frontier
Deal found 3/29$265

Find flight deals from Jacksonville to Illinois

Keep the following information in mind while searching for Jacksonville to Illinois flight deals. Data was last updated April 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$246
(American Airlines)

One-way from

$115
(Priceline)

Popular in

March

Cheapest in

September

Average price

$371

Good round-trip deal

$372 or less

Good one-way deal

$209 or less
Provider with most accurate pricing for Jacksonville-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-Chicago (CHI) flights.
Search Deals
From Jacksonville to Illinois
Search Deals
One-way flight from Jacksonville to Illinois
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Jacksonville to Illinois.
Search Deals
Price to beat on a one-way flight from Jacksonville to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
Use the filters below to find and compare flights from Jacksonville to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 5/2

7:35 am-3:30 pm

2 stops8h 55m

Chicago O'Hare Intl

Wed 5/6

11:55 am-10:15 pm

2 stops9h 20m

$267

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Tue 4/28

7:20 am-8:50 am

Nonstop2h 30m

Chicago Midway

Tue 5/5

6:00 pm-9:15 pm

Nonstop2h 15m

$277

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Sat 5/2

3:05 pm-4:35 pm

Nonstop2h 30m

Chicago Midway

Mon 5/4

6:50 pm-10:05 pm

Nonstop2h 15m

$282

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 4/23

11:32 am-1:23 pm

Nonstop2h 51m

Chicago O'Hare Intl

Mon 4/27

4:00 pm-7:34 pm

Nonstop2h 34m

$287

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 5/28

7:20 am-9:12 am

Nonstop2h 52m

Chicago O'Hare Intl

Tue 6/2

6:19 pm-9:59 pm

Nonstop2h 40m

$287

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 5/30

5:05 am-9:38 am

1 stop5h 33m

Chicago O'Hare Intl

Wed 6/3

5:30 am-1:35 pm

1 stop7h 05m

$289
Quickest round-trip

JacksonvilleSt. Louis

JAX - STL

JAXSTL

Jacksonville

Thu 4/23

3:35 pm-4:50 pm

Nonstop2h 15m

Lambert-St Louis

Mon 4/27

1:55 pm-4:55 pm

Nonstop2h 00m

$291

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 5/27

11:56 am-5:02 pm

1 stop6h 06m

Chicago O'Hare Intl

Tue 6/2

6:19 pm-9:59 pm

Nonstop2h 40m

$297

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Sat 5/23

7:10 pm-10:35 pm

1 stop4h 25m

Chicago Midway

Mon 6/1

6:50 pm-10:05 pm

Nonstop2h 15m

$297

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Thu 5/28

8:15 pm-11:30 pm

1 stop4h 15m

Chicago Midway

Wed 6/3

6:00 pm-9:15 pm

Nonstop2h 15m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Jacksonville to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Illinois

What is the cheapest month to book a flight from Jacksonville to Illinois?

Currently, May is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $98). Flying from Jacksonville to Illinois in March is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to IL?

Find hourly flight availability from Jacksonville to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2026.

When flying from Jacksonville to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 28% versus a flight at noon.

What is the cheapest day to fly from Jacksonville to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Illinois. Price data was last updated on February 21, 2026.

Travelers seeking maximum savings on their Jacksonville to Illinois flight should consider departing on Thursday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Jacksonville to Illinois

Explore weekly flight availability from Jacksonville to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 1, 2026.

The most flights from JAX to USIL are scheduled on a Monday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

How much does it cost to fly round-trip from Jacksonville to Illinois?

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated April 1, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Jacksonville to Illinois have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,335 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,368 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,529 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,544 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
3,006 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Illinois?

    Most people fly from Jacksonville (JAX) if they book a flight from Jacksonville to Illinois. Jacksonville is conveniently located just 11.2 mi from Jacksonville’s city center.

  • How long is the flight from Jacksonville to Illinois?

    Airlines like Southwest, United Airlines, and Delta fly from Jacksonville to Illinois in about 2h 51m. The time it takes to get you to your destination can typically vary by up to 6h 04m. The distance from Jacksonville to Illinois is about 865 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Jacksonville to Illinois one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $71. American Airlines flights start at $98 while deals on Southwest start at $104 one-way.

  • What are the most popular routes from Jacksonville to Illinois?

    The most popular flight routes from Jacksonville to Illinois are Jacksonville - Chicago O'Hare Intl, Jacksonville - Chicago Midway and Jacksonville - Lambert-St Louis.

  • What are the most reliable airlines from Jacksonville to Illinois?

    Before booking your flight to Illinois from Jacksonville, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (100%), Republic Airways (83%), ANA( 82%).

  • What are the cheapest flights from Jacksonville to Illinois?

    Looking for the cheapest flight from Jacksonville to Illinois? While on average our users pay $676, our data indicates the cheapest price to be $145. The most popular route (Jacksonville - Chicago O'Hare Intl), is priced around $179.

  • Can I find deals for flights from Jacksonville to Illinois that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Illinois.

  • Can I find deals for business class flights from Jacksonville to Illinois?

    Yes. Cheapflights offers flight deals from Jacksonville to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Illinois?

    Currently, May is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $98). Flying from Jacksonville to Illinois in March is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Jacksonville to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Miami to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Orlando to Las Vegas flights
Miami to LaGuardia flights
Fort Lauderdale to LaGuardia flights
Fort Lauderdale to Las Vegas flights
Fort Lauderdale to Newark flights
Orlando to Seattle flights
Miami to Newark flights
Orlando to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
Tampa to Seattle flights
West Palm Beach to Newark flights
Tampa to Newark flights
Tampa to LaGuardia flights
Orlando to O'Hare Intl flights
West Palm Beach to John F Kennedy Intl flights
Orlando to Newark flights
Orlando to Los Angeles flights
Tampa to Las Vegas flights
Miami to Las Vegas flights
Miami to Seattle flights
Fort Lauderdale to Los Angeles flights
Tampa to O'Hare Intl flights
Orlando to Denver flights
Miami to Los Angeles flights
Orlando to Dallas/Fort Worth flights
Tampa to Denver flights
Orlando to Dulles Intl flights
Tampa to John F Kennedy Intl flights
West Palm Beach to LaGuardia flights
Fort Lauderdale to Seattle flights
Tampa to Dallas/Fort Worth flights
Tampa to Boston flights
Tampa to Dulles Intl flights
Fort Lauderdale to Boston flights
Orlando to Reagan-National flights
Miami to Denver flights
Tampa to Los Angeles flights
Fort Lauderdale to Atlanta flights
Jacksonville to John F Kennedy Intl flights
Fort Lauderdale to Denver flights
Fort Lauderdale to O'Hare Intl flights
Fort Lauderdale to Dulles Intl flights
Orlando to San Francisco flights
Miami to Boston flights
Tampa to Baltimore flights
Miami to O'Hare Intl flights
Fort Lauderdale to Baltimore flights
Miami to Dulles Intl flights

Top 5 airlines flying from Jacksonville to Illinois

Discover the top 5 airlines that operate flights from Jacksonville to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$121Average$310FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$136Average$247FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$179Average$342FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$202Average$344FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$235Average$348FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.