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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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — ORD
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/69:45 am
JAX
-
STL
2 stops25h 04m
Multiple Airlines
Mon 3/92:09 pm
STL
-
JAX
1 stop4h 24m
Multiple Airlines
Deal found 1/28$211
This Priceline deal was found by Cheapflights users on 1/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:28 pm
JAX
-
ORD
1 stop6h 16m
Frontier
Sat 4/115:30 am
ORD
-
JAX
1 stop9h 07m
Frontier
Deal found 1/27$221
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/59:04 pm
JAX
-
ORD
2 stops26h 42m
Frontier
Sat 2/76:03 am
ORD
-
JAX
1 stop9h 20m
Frontier
Deal found 1/27$226
This Expedia deal was found by Cheapflights users on 1/28. 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.
Tue 2/248:38 pm
JAX
-
ORD
1 stop13h 32m
JetBlue
Wed 2/2512:59 pm
ORD
-
JAX
1 stop6h 27m
JetBlue
Deal found 1/28$228
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/194:51 pm
JAX
-
ORD
1 stop15h 15m
Frontier
Mon 2/2310:15 am
ORD
-
JAX
1 stop10h 51m
Frontier
Deal found 1/27$230
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/194:51 pm
JAX
-
ORD
1 stop15h 15m
Multiple Airlines
Mon 2/238:59 am
ORD
-
JAX
2 stops8h 40m
Multiple Airlines
Deal found 1/27$231
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 3/510:51 pm
JAX
-
MDW
2 stops21h 56m
Frontier
Mon 3/96:05 am
MDW
-
JAX
1 stop12h 28m
Frontier
Deal found 1/27$231
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/59:04 pm
JAX
-
ORD
1 stop26h 45m
Multiple Airlines
Sun 2/88:43 pm
ORD
-
JAX
2 stops20h 30m
Multiple Airlines
Deal found 1/27$233
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/67:18 pm
JAX
-
ORD
2 stops19h 59m
Multiple Airlines
Sun 2/82:42 pm
ORD
-
JAX
1 stop26h 31m
Multiple Airlines
Deal found 1/27$235
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sun 2/812:05 pm
JAX
-
ORD
2 stops35h 41m
Multiple Airlines
Sat 2/215:05 am
ORD
-
JAX
1 stop12h 36m
Multiple Airlines
Deal found 1/28$236
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 2/217:45 am
JAX
-
ORD
Nonstop2h 50m
United Airlines
Sat 2/285:57 pm
ORD
-
JAX
Nonstop2h 27m
United Airlines
Deal found 1/28$237
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:30 pm
JAX
-
MDW
Nonstop2h 25m
Southwest
Tue 3/31:35 pm
MDW
-
JAX
Nonstop2h 15m
Southwest
Deal found 1/27$237

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$211
(Kiwi.com)

One-way from

$61
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$329

Good round-trip deal

$332 or less

Good one-way deal

$218 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 ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
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 - ORD

JAXORD

Jacksonville

Sat 2/21

7:45 am-9:35 am

Nonstop2h 50m

Chicago O'Hare Intl

Tue 2/24

7:10 am-10:49 am

Nonstop2h 39m

$237

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Wed 5/13

8:20 am-11:35 am

1 stop4h 15m

Chicago Midway

Tue 5/19

6:00 pm-9:15 pm

Nonstop2h 15m

$247

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 2/24

11:33 am-1:31 pm

Nonstop2h 58m

Chicago O'Hare Intl

Tue 3/3

1:02 pm-8:14 pm

1 stop6h 12m

$247

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Sat 2/21

7:10 am-1:20 pm

1 stop7h 10m

Chicago Midway

Tue 2/24

1:35 pm-4:50 pm

Nonstop2h 15m

$247

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Tue 2/24

7:35 am-1:55 pm

2 stops7h 20m

Chicago Midway

Tue 3/3

1:35 pm-4:50 pm

Nonstop2h 15m

$252

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Tue 2/24

7:35 am-1:55 pm

2 stops7h 20m

Chicago Midway

Wed 2/25

1:35 pm-4:50 pm

Nonstop2h 15m

$252

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 2/26

11:33 am-1:24 pm

Nonstop2h 51m

Chicago O'Hare Intl

Sat 2/28

5:57 pm-9:24 pm

Nonstop2h 27m

$260

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Mon 2/23

4:55 pm-6:46 pm

Nonstop2h 51m

Chicago O'Hare Intl

Sat 2/28

5:57 pm-9:24 pm

Nonstop2h 27m

$260

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Wed 5/13

8:20 am-11:35 am

1 stop4h 15m

Chicago Midway

Wed 5/20

7:50 am-3:45 pm

2 stops6h 55m

$262

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 3/12

6:00 am-7:48 am

Nonstop2h 48m

Chicago O'Hare Intl

Tue 3/17

1:06 pm-8:04 pm

1 stop5h 58m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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 $218). 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 January 29, 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 26% versus a flight at noon.

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 January 29, 2026.

The most flights from JAX to USIL are scheduled on a Monday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

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 January 29, 2026.
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
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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 United Airlines, Southwest, and American Airlines fly from Jacksonville to Illinois in about 2h 50m. The time it takes to get you to your destination can typically vary by up to 3h 32m. 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 $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: PSA Airlines (100%), United Airlines (83%), Gulf Air( 83%).

  • What are the cheapest flights from Jacksonville to Illinois?

    Looking for the cheapest flight from Jacksonville to Illinois? While on average our users pay $687, our data indicates the cheapest price to be $148. The most popular route (Jacksonville - Chicago O'Hare Intl), is priced around $158.

  • 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 $218). 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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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$343FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$136Average$247FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$179Average$343FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$203Average$372FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$218Average$343FlexibilityNo cancel feeOn-time69%

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