Illinois

$117+ Cheap flights from Jacksonville (JAX) to Illinois

JAX — ORD
Oct 30 — Nov 61
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Cheap flight deals from Jacksonville to Illinois

Cheapest flights from Jacksonville to Illinois

Tue 10/277:03 pm -
1 stop18h 48m
Sat 10/317:15 am -
1 stop10h 13m
Deal found 9/27$198
Thu 10/297:03 pm -
1 stop5h 44m
Tue 11/36:16 am -
1 stop10h 52m
Deal found 9/28$198
Tue 10/277:03 pm -
1 stop24h 13m
Tue 11/37:15 am -
1 stop9h 53m
Deal found 9/27$199
Tue 11/177:03 pm -
1 stop18h 48m
Tue 12/18:15 am -
1 stop5h 56m
Deal found 9/28$200
Fri 12/45:55 pm -
1 stop4h 45m
Tue 12/88:15 am -
1 stop5h 56m
Deal found 9/27$201
Mon 10/267:46 pm -
1 stop18h 05m
Sat 10/317:15 am -
1 stop10h 13m
Deal found 9/27$202
Mon 10/267:46 pm -
1 stop18h 05m
Mon 11/27:50 pm -
1 stop21h 18m
Deal found 9/26$203
Thu 10/297:03 pm -
1 stop5h 44m
Mon 11/26:16 am -
1 stop10h 52m
Deal found 9/28$203
Mon 10/267:46 pm -
1 stop18h 05m
Tue 11/37:15 am -
1 stop9h 53m
Deal found 9/27$204
Tue 10/277:03 pm -
1 stop18h 48m
Thu 11/510:26 am -
1 stop6h 42m
Deal found 9/27$205
Mon 10/267:46 pm -
1 stop4h 57m
Mon 11/26:16 am -
1 stop10h 52m
Deal found 9/26$205
Sat 11/215:59 pm -
1 stop6h 19m
Fri 11/277:55 am -
1 stop8h 12m
Deal found 9/28$207

Find flight deals from Jacksonville to Illinois

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Kiwi.com)

One-way from

$117
(Kiwi.com)

Popular in

May

Cheapest in

October

Average price

$308

Good round-trip deal

$352 or less

Good one-way deal

$188 or less
Provider with most accurate pricing for Jacksonville-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Jacksonville-Chicago (CHI) flights.
From Jacksonville to Illinois
One-way flight from Jacksonville to Illinois
Highest demand for flights based on searches. 8% potential increase in price ($32 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in September 2026
Price to beat on a round-trip flight from Jacksonville to Illinois.
Price to beat on a one-way flight from Jacksonville to Illinois.

Cheapflights Fare Finder

 
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 Jacksonville - MDW Chicago Midway

JAXMDW

Jacksonville

Sun 12/6

5:55 pm-8:42 pm

2 stops27h 47m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$143

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Fri 10/23

12:40 pm-2:33 pm

Nonstop2h 53m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$164

JacksonvilleChicago

JAX Jacksonville - MDW Chicago Midway

JAXMDW

Jacksonville

Mon 11/9

7:20 am-8:50 am

Nonstop2h 30m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$164

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Mon 11/9

4:45 pm-6:34 pm

Nonstop2h 49m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$164

JacksonvilleChicago

JAX Jacksonville - MDW Chicago Midway

JAXMDW

Jacksonville

Sun 10/25

6:20 pm-11:43 pm

1 stop6h 23m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$167

JacksonvilleChicago

JAX Jacksonville - MDW Chicago Midway

JAXMDW

Jacksonville

Wed 12/23

7:05 am-8:35 am

Nonstop2h 30m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$169

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Thu 11/26

6:10 am-9:22 am

1 stop4h 12m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$179

JacksonvilleChicago

JAX Jacksonville - MDW Chicago Midway

JAXMDW

Jacksonville

Thu 11/26

11:23 am-3:15 pm

1 stop4h 52m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$179

JacksonvilleChicago

JAX Jacksonville - MDW Chicago Midway

JAXMDW

Jacksonville

Sat 12/12

9:45 am-3:04 pm

1 stop6h 19m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$179

JacksonvillePeoria

JAX Jacksonville - PIA Greater Peoria

JAXPIA

Jacksonville

Thu 10/29

8:36 pm-5:13 pm

2 stops45h 37m

Greater Peoria

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/25

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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, January is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $309). Flying from Jacksonville to Illinois in March is currently the most expensive (average of $387). 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?

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 afternoon, which can drop the price by up to 22% versus a flight at noon.

Weekly flight availability from Jacksonville to Illinois

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 (9 on average).

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

Airfare is below average for this route at the moment.
Jacksonville to Illinois flights typically cost between $297 and $446 in October.
The cheapest round-trip price found within the last 5 days was $198 on Frontier (Oct 27-Oct 31).

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 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

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

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.

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • 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 20m. The time it takes to get you to your destination can typically vary by up to 4h 30m. 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. Delta flights start at $83 while deals on Southwest start at $98 one-way.

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

  • 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: Republic Airways (87%), Royal Jordanian (87%), Qatar Airways( 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 $1,450, our data indicates the cheapest price to be $146. The most popular route (Jacksonville - Chicago O'Hare Intl), is priced around $157.

  • 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, January is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $309). Flying from Jacksonville to Illinois in March is currently the most expensive (average of $387). 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

Alternative routes for Jacksonville to Illinois

Top 6 airlines flying from Jacksonville to Illinois

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$121Average$346FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$134Average$247FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$197Average$387FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$206Average$303FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$217Average$409FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$219Average$358FlexibilityNo cancel feeOn-time69%

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