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$63+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — ORD
giu 15 — giu 221
lun 6/15
lun 6/22
1 adult, Economy
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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 maggio 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
ven 6/266:28 pm
JAX
-
STL
1 stop15h 24m
Frontier
lun 6/295:06 pm
STL
-
JAX
1 stop23h 27m
Frontier
Deal found 5/15$121
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
dom 6/146:28 pm
JAX
-
STL
1 stop15h 24m
Frontier
sab 6/205:06 pm
STL
-
JAX
1 stop23h 27m
Frontier
Deal found 5/14$123
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
dom 6/146:28 pm
JAX
-
STL
1 stop15h 24m
Frontier
lun 6/155:06 pm
STL
-
JAX
1 stop23h 27m
Frontier
Deal found 5/13$126
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
gio 6/116:28 pm
JAX
-
STL
1 stop15h 24m
Frontier
dom 6/146:31 pm
STL
-
JAX
1 stop22h 02m
Frontier
Deal found 5/12$138
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
mar 7/286:28 pm
JAX
-
STL
1 stop15h 29m
Frontier
lun 8/34:52 pm
STL
-
JAX
1 stop23h 41m
Frontier
Deal found 5/11$145
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
gio 7/306:28 pm
JAX
-
STL
1 stop15h 29m
Frontier
lun 8/104:52 pm
STL
-
JAX
1 stop23h 41m
Frontier
Deal found 5/13$150
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
gio 7/306:28 pm
JAX
-
STL
1 stop15h 29m
Frontier
dom 8/26:33 pm
STL
-
JAX
1 stop22h 00m
Frontier
Deal found 5/11$152
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
gio 7/166:28 pm
JAX
-
STL
1 stop15h 29m
Frontier
dom 7/196:33 pm
STL
-
JAX
1 stop22h 00m
Frontier
Deal found 5/12$153
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
mer 7/16:28 pm
JAX
-
STL
1 stop24h 02m
Frontier
dom 7/56:33 pm
STL
-
JAX
1 stop22h 00m
Frontier
Deal found 5/14$170
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
gio 7/306:28 pm
JAX
-
STL
1 stop15h 29m
Frontier
lun 8/34:52 pm
STL
-
JAX
1 stop23h 41m
Frontier
Deal found 5/14$174
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
ven 6/56:30 pm
JAX
-
STL
1 stop15h 25m
Frontier
dom 6/76:33 pm
STL
-
JAX
1 stop22h 02m
Frontier
Deal found 5/14$182
This Frontier deal was found by Cheapflights users on 5/16. 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.
lun 7/131:17 pm
JAX
-
ORD
1 stop6h 43m
Frontier
gio 7/167:05 am
ORD
-
JAX
1 stop9h 28m
Frontier
Deal found 5/16$228

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 maggio 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$121
(Kiwi.com)

One-way from

$63
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$382

Good round-trip deal

$92 or less

Good one-way deal

$195 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. 6% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 maggio 16, 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 - MDW

JAXMDW

Jacksonville

mer 8/26

8:00 am-11:35 am

1 stop4h 35m

Chicago Midway

sab 8/29

12:45 pm-4:00 pm

Nonstop2h 15m

$262

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

mar 8/18

8:00 am-11:35 am

1 stop4h 35m

Chicago Midway

gio 8/20

6:45 pm-10:00 pm

Nonstop2h 15m

$262

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

mar 9/8

11:50 am-4:36 pm

1 stop5h 46m

Chicago O'Hare Intl

gio 9/10

5:30 am-10:21 am

1 stop3h 51m

$277

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

sab 6/6

7:20 am-9:12 am

Nonstop2h 52m

Chicago O'Hare Intl

lun 6/8

6:19 pm-9:59 pm

Nonstop2h 40m

$287

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

gio 7/2

7:20 am-9:12 am

Nonstop2h 52m

Chicago O'Hare Intl

mer 7/15

6:19 pm-9:59 pm

Nonstop2h 40m

$290

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

gio 6/11

7:15 pm-8:45 pm

Nonstop2h 30m

Chicago Midway

mer 6/17

6:20 pm-9:40 pm

Nonstop2h 20m

$290

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

gio 7/2

7:15 pm-8:45 pm

Nonstop2h 30m

Chicago Midway

mar 7/7

12:50 pm-4:10 pm

Nonstop2h 20m

$290

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

mar 8/18

7:30 am-9:18 am

Nonstop2h 48m

Chicago O'Hare Intl

mer 8/19

10:29 am-2:04 pm

Nonstop2h 35m

$297

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

mar 6/16

11:40 am-6:29 pm

1 stop7h 49m

Chicago O'Hare Intl

ven 8/21

3:31 pm-10:18 pm

1 stop5h 47m

$310
Quickest round-trip

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

mar 7/14

7:25 am-8:50 am

Nonstop2h 25m

Chicago Midway

dom 7/19

6:50 pm-10:05 pm

Nonstop2h 15m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 60 resultsSorted by cheapest first
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2
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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

How far ahead should I book a flight from Jacksonville to Illinois?

The price you pay for your flight from Jacksonville to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, September is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $78). Flying from Jacksonville to Illinois in February is currently the most expensive (average of $177). 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 maggio 16, 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 at noon, which can drop the price by up to 16% versus a flight in the evening.

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 May 16, 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 maggio 16, 2026.

The most flights from JAX to USIL are scheduled on a Wednesday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 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 maggio 16, 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
4,295 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
8,455 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
9,726 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
11,662 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
2,949 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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, Delta, and United Airlines fly from Jacksonville to Illinois in about 2h 52m. The time it takes to get you to your destination can typically vary by up to 2h 54m. 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 $79. Delta flights start at $83 while deals on American Airlines start at $98 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%), Envoy Air (92%), American Airlines( 87%).

  • What are the cheapest flights from Jacksonville to Illinois?

    Looking for the cheapest flight from Jacksonville to Illinois? While on average our users pay $1,148, our data indicates the cheapest price to be $138. The most popular route (Jacksonville - Chicago O'Hare Intl), is priced around $170.

  • 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, September is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $78). Flying from Jacksonville to Illinois in February is currently the most expensive (average of $177). 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

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Alternative routes for Jacksonville to Illinois

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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 maggio 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$121Average$290FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$136Average$231FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$179Average$351FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$202Average$345FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$343FlexibilityNo cancel feeOn-time69%

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