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Cheap flights from Chicago to Jacksonville from $96

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Jacksonville departing on 6/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to Jacksonville

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Jacksonville that have been recently found on momondo from popular airlines, departing in the coming months.
Frontier Logo
5:50 am - 6:18 pmORD-JAX
11h 28m1 stop
Frontier Logo
11:55 am - 6:04 pmJAX-ORD
7h 09m1 stop
$218Frontier
Find Deal
Mon, Jun 2 - Mon, Jun 9
Frontier Logo
5:50 am - 6:18 pmORD-JAX
11h 28m1 stop
Frontier Logo
11:55 am - 6:04 pmJAX-ORD
7h 09m1 stop
$220Frontier
Find Deal
Mon, Jun 2 - Mon, Jun 9
American Airlines Logo
8:26 am - 11:52 amORD-JAX
2h 26mnonstop
American Airlines Logo
3:32 pm - 9:25 pmJAX-ORD
6h 53m1 stop
$263American Airlines
Find Deal
Tue, May 20 - Tue, May 20
American Airlines Logo
7:00 pm - 10:28 pmORD-JAX
2h 28mnonstop
American Airlines Logo
7:05 am - 8:51 amJAX-ORD
2h 46mnonstop
$276American Airlines
Find Deal
Sat, Jun 14 - Sat, Jun 21
United Airlines Logo
7:00 am - 10:39 amORD-JAX
2h 39mnonstop
United Airlines Logo
4:40 pm - 6:25 pmJAX-ORD
2h 45mnonstop
$277United Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
United Airlines Logo
6:20 pm - 9:54 pmORD-JAX
2h 34mnonstop
United Airlines Logo
12:55 pm - 4:48 pmJAX-ORD
4h 53m1 stop
$287United Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
Delta Logo
11:07 am - 4:32 pmORD-JAX
4h 25m1 stop
Delta Logo
6:00 am - 12:20 pmJAX-ORD
7h 20m1 stop
$297Delta
Find Deal
Tue, May 27 - Sat, May 31
Delta Logo
6:00 am - 1:32 pmMDW-JAX
6h 32m1 stop
Delta Logo
3:54 pm - 9:45 pmJAX-MDW
6h 51m1 stop
$297Delta
Find Deal
Sat, Jun 14 - Sat, Jun 21
Southwest Logo
6:20 pm - 9:35 pmMDW-JAX
2h 15mnonstop
Southwest Logo
5:45 pm - 7:20 pmJAX-MDW
2h 35mnonstop
$300Southwest
Find Deal
Wed, May 28 - Mon, Jun 2
Southwest Logo
7:05 pm - 10:20 pmMDW-JAX
2h 15mnonstop
Southwest Logo
5:00 pm - 6:25 pmJAX-MDW
2h 25mnonstop
$304Southwest
Find Deal
Sat, Jun 28 - Fri, Jul 4

Allegiant Air flights from Chicago to Jacksonville

Our best Allegiant Air deals on Chicago to Jacksonville flight tickets
Allegiant Air
Jun 19
MDW11:45 amChicago Midway
25h 27m
2 stops
JAX2:12 pmJacksonville
Jun 22
JAX4:19 pmJacksonville
22h 44m
2 stops
MDW2:03 pmChicago Midway
Allegiant Air
May 11
MDW10:48 amChicago Midway
22h 59m
2 stops
JAX10:47 amJacksonville
May 15
JAX10:49 amJacksonville
23h 03m
2 stops
MDW8:52 amChicago Midway

Frontier flights from Chicago to Jacksonville

Our best Frontier deals on Chicago to Jacksonville flight tickets
Frontier
Jun 2
ORD5:50 amChicago O'Hare Intl
11h 28m
1 stop
JAX6:18 pmJacksonville
Jun 9
JAX11:55 amJacksonville
7h 09m
1 stop
ORD6:04 pmChicago O'Hare Intl
Frontier
Jun 2
ORD5:50 amChicago O'Hare Intl
11h 28m
1 stop
JAX6:18 pmJacksonville
Jun 9
JAX11:55 amJacksonville
7h 09m
1 stop
ORD6:04 pmChicago O'Hare Intl
Frontier
Jun 2
ORD5:50 amChicago O'Hare Intl
11h 28m
1 stop
JAX6:18 pmJacksonville
Jun 9
JAX11:55 amJacksonville
7h 09m
1 stop
ORD6:04 pmChicago O'Hare Intl

See travel insights to Jacksonville from

How to get the cheapest flight ticket from Chicago to Jacksonville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Jacksonville?

What is the cheapest month to fly to Jacksonville?

If you are unable to visit Jacksonville during the month of September, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around $345.

What is the cheapest day to depart on your flight to Jacksonville?

According to our data, Wednesday is the cheapest day to fly to Jacksonville from Chicago. The lowest ticket price found for a Wednesday departure recently was $372. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $426.

What is the cheapest time of day to depart on your flight to Jacksonville?

Flying to Jacksonville from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $390 when looking at flights departing in the afternoon. Flights to Jacksonville are more costly at noon, with an average ticket price of $444. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Jacksonville flight route?

Fly from Chicago Midway to Jacksonville for the best Chicago - Jacksonville flight prices

How far in advance should I book a flight to Jacksonville?

You are more likely to see cheaper flights to Jacksonville from Chicago when booking 12 weeks ahead of your departure date. In general, you can expect to find flights to Jacksonville for around $382 when searching 12 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jacksonville from Chicago for as low as $314 on momondo.

What cabin class options are available on Chicago to Jacksonville flights?

There are 4 cabin classes available to choose from on Chicago to Jacksonville flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago to Jacksonville flight prices changed over time?

As of April 2025, prices for Chicago to Jacksonville flights are approximately 20% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Jacksonville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Jacksonville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Jacksonville (CHI to JAX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Jacksonville

Best Price Found

$96

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Jacksonville

1 airport
The best one-way flight to Jacksonville from Chicago in the past 72 hours is $96. The best round-trip flight deal from Chicago to Jacksonville found on momondo in the last 72 hours is $218.
The fastest flight from Chicago to Jacksonville takes 2h 10m
Direct flights go from Chicago to Jacksonville every day.
There is 1 airport near Jacksonville: Jacksonville (JAX)

  • How far is Chicago to Jacksonville by plane?

    The straight-line distance from Chicago to Jacksonville is 863.3 mi. By plane, this route typically takes 2h 10m.

  • When did momondo last update prices for flights from Chicago to Jacksonville Airport?

    Prices for flights from Chicago to Jacksonville Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Jacksonville Airport?

  • How old do you have to be to fly from Chicago to Jacksonville Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Jacksonville Airport.

  • What documentation or ID do you need to fly to Jacksonville Airport?

    The travel and health documents you'll need for your trip to Jacksonville Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Jacksonville Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Jacksonville?

  • What is the most popular airline from Chicago to Jacksonville?


Best airlines flying from Chicago to Jacksonville

Compare and see reviews for airlines that fly from Chicago to Jacksonville with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $140Free CancellationRating
5.9
3,287 reviews
Search Frontier flights
DeltaPriceFrom $144Free CancellationRating
8.0
7,934 reviews
Search Delta flights
SouthwestPriceFrom $198Free CancellationRating
8.0
4,294 reviews
Search Southwest flights
American AirlinesPriceFrom $217Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights
JetBluePriceFrom $233Free CancellationRating
7.3
2,922 reviews
Search JetBlue flights
  • Southwest Flights From Chicago to Jacksonville

    Southwest flies from Chicago to Jacksonville around 5 times per week, with 4,294 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Jacksonville in the last 72 hours was $198 (round-trip), much lower than the average airfare cost of $470 for Southwest flights on this route.

  • United Airlines Flights From Chicago to Jacksonville

    The best United Airlines deal for Chicago to Jacksonville flight tickets found on momondo in the last 72 hours was $219, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $414 round-trip. United Airlines operates 11 flights out of Chicago into Jacksonville in an average week, so prices vary by time and availability. 8,696 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


Traveling to a place near Jacksonville?

Book flights to Jacksonville if you plan to visit one of these locations
Fernandina Beach
Jacksonville Beach
Orange Park
Ponte Vedra Beach
Kingsland
Waycross
Atlantic Beach
Neptune Beach
Yulee
St Johns
Cumberland Island

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Jacksonville?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Jacksonville. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Jacksonville with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Jacksonville from Chicago with this policy.

How can momondo help me find flights from Chicago to Jacksonville?

momondo helps you find the best flight between Chicago and Jacksonville by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Jacksonville right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Jacksonville from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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1 adult
Mon 5/5
Mon 5/12

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