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$86+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — ORD
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Jacksonville to Illinois

Keep the following information in mind while searching for Jacksonville to Illinois flight deals. Data was last updated August 14, 2025.

Round-trip from

$178
(Frontier)

One-way from

$86
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$302

Good round-trip deal

$236 or less

Good one-way deal

$203 or less
From Jacksonville to Illinois
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One-way flight from Jacksonville to Illinois
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Highest demand for flights based on searches. 6% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Jacksonville to Illinois.
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Price to beat on a one-way flight from Jacksonville to Illinois.
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Find 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 August 14, 2025.

This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:05 pmJAX - MDW
1 stop6h 20mFrontier
Sun 10/128:25 amMDW - JAX
1 stop11h 19mFrontier
Deal found 8/14$178
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/98:15 amJAX - STL
Nonstop2h 10mSouthwest
Tue 9/166:40 pmSTL - JAX
Nonstop1h 55mSouthwest
Deal found 8/12$181
This Priceline deal was found by Cheapflights users on 8/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/245:30 pmJAX - MDW
1 stop6h 37mFrontier
Fri 9/58:15 amMDW - JAX
1 stop6h 06mFrontier
Deal found 8/14$182
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1812:38 pmJAX - ORD
1 stop12h 32mFrontier
Mon 9/226:10 amORD - JAX
1 stop8h 11mFrontier
Deal found 8/14$183
This Priceline deal was found by Cheapflights users on 8/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/215:30 pmJAX - MDW
1 stop6h 38mFrontier
Fri 8/222:05 pmMDW - JAX
1 stop6h 56mFrontier
Deal found 8/14$183
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/245:30 pmJAX - MDW
1 stop17h 38mFrontier
Thu 8/282:05 pmMDW - JAX
1 stop6h 56mFrontier
Deal found 8/14$184
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/54:16 pmJAX - ORD
2 stops8h 54mFrontier
Sun 9/76:10 amORD - JAX
1 stop7h 29mFrontier
Deal found 8/14$187
This Priceline deal was found by Cheapflights users on 8/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2812:38 pmJAX - MDW
1 stop4h 20mFrontier
Thu 10/26:20 amMDW - JAX
1 stop4h 23mFrontier
Deal found 8/14$188
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/94:36 pmJAX - ORD
Nonstop2h 44mUnited Airlines
Wed 9/106:26 pmORD - JAX
Nonstop2h 32mUnited Airlines
Deal found 8/12$189
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/231:20 pmJAX - MDW
Nonstop2h 25mSouthwest
Tue 10/73:05 pmMDW - JAX
Nonstop2h 10mSouthwest
Deal found 8/13$189
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/235:20 amJAX - STL
1 stop5h 39mDelta
Tue 9/235:11 pmSTL - JAX
1 stop3h 26mDelta
Deal found 8/14$191
This Priceline deal was found by Cheapflights users on 8/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/412:38 pmJAX - MDW
1 stop4h 20mFrontier
Mon 9/88:15 amMDW - JAX
1 stop6h 06mFrontier
Deal found 8/13$193

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 August 14, 2025.
Use the filters below to find and compare flights from Jacksonville to Illinois that are best for you.

Fly from

Jacksonville

Fly to

Illinois

Route

Depart

Return

Price

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Thu 10/9

6:05 pm-11:25 pm

1 stop6h 20m

Chicago Midway

Sun 10/12

8:25 am-8:44 pm

1 stop11h 19m

$178

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Thu 9/4

12:38 pm-3:58 pm

1 stop4h 20m

Chicago Midway

Sun 9/7

8:06 am-2:39 pm

1 stop5h 33m

$179

JacksonvilleSt. Louis

JAX - STL

JAXSTL

Jacksonville

Tue 9/9

8:15 am-9:25 am

Nonstop2h 10m

Lambert-St Louis

Tue 9/16

6:40 pm-9:35 pm

Nonstop1h 55m

$181

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Sun 8/24

5:30 pm-11:07 pm

1 stop6h 37m

Chicago Midway

Fri 9/5

8:15 am-3:21 pm

1 stop6h 06m

$182

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Thu 8/21

5:30 pm-11:08 pm

1 stop6h 38m

Chicago Midway

Fri 8/22

2:05 pm-10:01 pm

1 stop6h 56m

$183

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Sun 8/24

5:30 pm-10:08 am

1 stop17h 38m

Chicago Midway

Thu 8/28

2:05 pm-10:01 pm

1 stop6h 56m

$184

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Sun 9/28

12:38 pm-3:58 pm

1 stop4h 20m

Chicago Midway

Thu 10/2

6:20 am-11:43 am

1 stop4h 23m

$188

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 10/22

10:44 am-12:26 pm

Nonstop2h 42m

Chicago O'Hare Intl

Tue 10/28

7:00 pm-10:33 pm

Nonstop2h 33m

$189

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 9/9

4:36 pm-6:20 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 9/16

6:26 pm-9:58 pm

Nonstop2h 32m

$189

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 9/9

7:22 am-9:03 am

Nonstop2h 41m

Chicago O'Hare Intl

Wed 9/10

9:56 am-1:25 pm

Nonstop2h 29m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 60 results
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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, August is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $245). Flying from Jacksonville to Illinois in March is currently the most expensive (average of $321). 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 August 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jacksonville to Illinois as you normally would.

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 August 14, 2025.

The most flights from JAX to USIL are scheduled on a Thursday (24 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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 August 14, 2025.
See what other customers who have flown with Southwest, Delta, and United 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
4,244 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Frontier
5.8
Fair
3,219 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

  • 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 $86. Southwest flights start at $91 while deals on Delta start at $105 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: Envoy Air (100%), Republic Airways (100%), American Airlines( 89%).

  • What are the cheapest flights from Jacksonville to Illinois?

    Looking for the cheapest flight from Jacksonville to Illinois? While on average our users pay $970, our data indicates the cheapest price to be $112. The most popular route (Jacksonville - Chicago O'Hare Intl), is priced around $189.

  • 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, August is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $245). Flying from Jacksonville to Illinois in March is currently the most expensive (average of $321). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$275FlexibilityNo cancel feeOn-time62%
DeltaCheapest$148Average$387FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$179Average$356FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$214Average$397FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$226Average$401FlexibilityNo cancel feeOn-time69%

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