$156 Find Cheap Flights from Jacksonville to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jacksonville to Illinois departing on 3/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Illinois, as well as popular online travel agencies
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Cheap Flights from Jacksonville to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicago1 stop$357
Chicago
Chicago1 stop$357

Book Cheap Jacksonville to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jacksonville to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jacksonville to Illinois

Wed, Feb 25 - Sat, Feb 28
Delta Logo
11:48 am - 4:16 pm
OAJ
-
MLI
5h 28m
1 stop
Delta Logo
5:55 am - 11:03 am
MLI
-
OAJ
4h 08m
1 stop
$324Delta
Wed, Feb 25 - Sat, Feb 28
American Airlines Logo
2:03 pm - 11:28 pm
OAJ
-
MLI
10h 25m
2 stops
American Airlines Logo
12:44 pm - 7:26 pm
MLI
-
OAJ
5h 42m
1 stop
$343American Airlines
Wed, Feb 25 - Sat, Feb 28
American Airlines Logo
2:03 pm - 11:28 pm
OAJ
-
MLI
10h 25m
2 stops
American Airlines Logo
2:02 pm - 11:55 pm
MLI
-
OAJ
8h 53m
2 stops
$348American Airlines
Fri, Mar 20 - Sat, Mar 21
Delta Logo
6:51 pm - 11:54 pm
OAJ
-
ORD
6h 03m
1 stop
Delta Logo
5:30 am - 11:12 am
ORD
-
OAJ
4h 42m
1 stop
$357Delta
Wed, Feb 25 - Sat, Feb 28
American Airlines Logo
2:03 pm - 11:37 pm
OAJ
-
MLI
10h 34m
2 stops
American Airlines Logo
12:44 pm - 7:26 pm
MLI
-
OAJ
5h 42m
1 stop
$373American Airlines
Wed, Mar 4 - Sat, Mar 7
Delta Logo
5:36 am - 10:14 am
OAJ
-
ORD
5h 38m
1 stop
Delta Logo
5:25 am - 11:03 am
ORD
-
OAJ
4h 38m
1 stop
$373Delta
Wed, Feb 25 - Sat, Feb 28
American Airlines Logo
2:03 pm - 11:37 pm
OAJ
-
MLI
10h 34m
2 stops
American Airlines Logo
2:02 pm - 11:55 pm
MLI
-
OAJ
8h 53m
2 stops
$385American Airlines
Wed, Feb 25 - Sat, Feb 28
American Airlines Logo
2:03 pm - 11:28 pm
OAJ
-
MLI
10h 25m
2 stops
American Airlines Logo
2:02 pm - 11:55 pm
MLI
-
OAJ
8h 53m
2 stops
$414American Airlines
Wed, Mar 4 - Sat, Mar 7
American Airlines Logo
7:16 pm - 12:06 am
OAJ
-
ORD
5h 50m
1 stop
American Airlines Logo
10:28 am - 3:46 pm
ORD
-
OAJ
4h 18m
1 stop
$421American Airlines
Wed, Mar 4 - Sat, Mar 7
American Airlines Logo
7:16 pm - 12:06 am
OAJ
-
ORD
5h 50m
1 stop
American Airlines Logo
4:04 pm - 11:55 pm
ORD
-
OAJ
6h 51m
2 stops
$426American Airlines
Booking Insights

KAYAK's insights & trends for Jacksonville to Illinois flights

Get data-powered insights and trends into flights from Jacksonville to Illinois to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Jacksonville to Illinois?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Jacksonville to Illinois were found on Delta ($324) and American Airlines ($343).

Find deals

Good to know

Low seasonMay
Cheapest flight$156
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Jacksonville to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Jacksonville to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Jacksonville to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jacksonville to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Jacksonville to Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Jacksonville to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Jacksonville to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jacksonville to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Jacksonville to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Jacksonville to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Jacksonville to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Jacksonville to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11222 reviews
6.4Food
7.2Comfort
6.9Entertainment
8.0Crew
7.5Boarding
Airline reviews

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

2.0 MediocreManikandan, Jan 2026
DFW - ORD
Read more American Airlines reviews

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Everything you need to know for your flight from Jacksonville to Illinois

Information on your arrival and departure airports

Jacksonville (OAJ)