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$61+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — ORD
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/3010:15 pmJAX - ORD
1 stop22h 51mMultiple Airlines
Wed 1/76:05 pmORD - JAX
2 stops25h 43mMultiple Airlines
Deal found 12/17$222
This Frontier deal was found by Cheapflights users on 12/16. 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.
Fri 12/265:23 pmJAX - ORD
1 stop6h 01mFrontier
Mon 1/56:00 amORD - JAX
1 stop9h 27mFrontier
Deal found 12/16$232
This Frontier deal was found by Cheapflights users on 12/17. 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 12/265:23 pmJAX - MDW
1 stop5h 49mFrontier
Mon 1/58:15 amMDW - JAX
1 stop7h 12mFrontier
Deal found 12/17$232
This Frontier deal was found by Cheapflights users on 12/16. 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.
Fri 12/265:23 pmJAX - ORD
1 stop6h 01mFrontier
Fri 1/26:00 amORD - JAX
1 stop9h 27mFrontier
Deal found 12/16$233
This Frontier deal was found by Cheapflights users on 12/17. 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 12/265:23 pmJAX - MDW
1 stop5h 49mFrontier
Fri 1/28:15 amMDW - JAX
1 stop7h 12mFrontier
Deal found 12/17$233
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:29 pmJAX - ORD
1 stop5h 55mMultiple Airlines
Wed 1/73:26 pmORD - JAX
2 stops28h 22mMultiple Airlines
Deal found 12/16$239
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:29 pmJAX - ORD
1 stop5h 55mFrontier
Tue 1/65:29 pmORD - JAX
2 stops50h 19mFrontier
Deal found 12/16$240
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:23 pmJAX - ORD
1 stop6h 01mFrontier
Fri 1/26:00 amORD - JAX
1 stop9h 27mFrontier
Deal found 12/16$248
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:23 pmJAX - MDW
1 stop5h 49mFrontier
Fri 1/28:15 amMDW - JAX
1 stop7h 12mFrontier
Deal found 12/16$248
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:04 amJAX - ORD
Nonstop2h 46mAmerican Airlines
Thu 1/12:28 pmORD - JAX
Nonstop2h 29mAmerican Airlines
Deal found 12/16$255
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:15 pmJAX - ORD
1 stop22h 51mFrontier
Tue 1/65:29 pmORD - JAX
2 stops50h 19mFrontier
Deal found 12/16$258
This Priceline deal was found by Cheapflights users on 12/17. 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.
Wed 12/245:29 pmJAX - MDW
1 stop5h 43mFrontier
Wed 12/316:12 amMDW - JAX
1 stop9h 22mFrontier
Deal found 12/17$258

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 December 18, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$219
(Kiwi.com)

One-way from

$61
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$386

Good round-trip deal

$373 or less

Good one-way deal

$156 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 ($31 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 December 2025
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 December 18, 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

JacksonvilleSt. Louis

JAX - STL

JAXSTL

Jacksonville

Thu 1/8

5:51 pm-7:50 am

2 stops14h 59m

Lambert-St Louis

Sun 1/11

3:43 pm-4:57 pm

1 stop24h 14m

$213

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 2/5

12:00 pm-5:43 pm

1 stop6h 43m

Chicago O'Hare Intl

Sun 2/8

8:45 am-7:15 pm

1 stop9h 30m

$235

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 1/13

4:23 pm-6:10 pm

Nonstop2h 47m

Chicago O'Hare Intl

Tue 1/20

6:06 pm-9:44 pm

Nonstop2h 38m

$239

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 1/17

10:15 am-7:36 pm

1 stop10h 21m

Chicago O'Hare Intl

Sun 1/18

7:45 am-11:09 am

1 stop26h 24m

$247

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Tue 1/13

5:30 pm-6:55 pm

Nonstop2h 25m

Chicago Midway

Tue 1/20

2:10 pm-9:55 pm

1 stop6h 45m

$249

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 1/14

4:23 pm-6:10 pm

Nonstop2h 47m

Chicago O'Hare Intl

Wed 1/21

1:00 pm-8:10 pm

1 stop6h 10m

$249

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Tue 1/27

5:30 pm-6:55 pm

Nonstop2h 25m

Chicago Midway

Wed 1/28

1:15 pm-8:35 pm

1 stop6h 20m

$249

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Wed 1/14

7:35 am-11:35 am

1 stop5h 00m

Chicago Midway

Wed 1/21

1:35 pm-4:50 pm

Nonstop2h 15m

$249

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 2/4

7:25 am-12:22 pm

1 stop5h 57m

Chicago O'Hare Intl

Wed 2/4

4:49 pm-11:59 pm

1 stop6h 10m

$259

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Sat 2/14

5:30 am-10:06 am

1 stop5h 36m

Chicago Midway

Wed 2/18

10:53 am-5:56 pm

1 stop6h 03m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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, 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 April is currently the most expensive (average of $217). 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 December 18, 2025.

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 12% 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 December 13, 2025.

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

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 December 18, 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
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
7.9
Good
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
3,081 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

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.

  • How long is the flight from Jacksonville to Illinois?

    Airlines like JetBlue, United Airlines, and Southwest fly from Jacksonville to Illinois in about 2h 25m. The time it takes to get you to your destination can typically vary by up to 4h 18m. The distance from Jacksonville to Illinois is about 849 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 $94 while deals on Southwest 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: Emirates (93%), Gulf Air (87%), Qatar Airways( 86%).

  • What are the cheapest flights from Jacksonville to Illinois?

    Looking for the cheapest flight from Jacksonville to Illinois? While on average our users pay $1,043, our data indicates the cheapest price to be $138. The most popular route (Jacksonville - Chicago O'Hare Intl), is priced around $152.

  • 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 April is currently the most expensive (average of $217). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$368FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$145Average$252FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$179Average$344FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$203Average$383FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$221Average$344FlexibilityNo cancel feeOn-time69%

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