Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Jacksonville from $99

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 2/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

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.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Jacksonville.

Cheap last minute flights

Planning a quick getaway from Chicago to Jacksonville? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Jacksonville, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Jacksonville

Find recent round-trip train or bus tickets from Chicago to Jacksonville.

All round-trip flight deals from Chicago to Jacksonville

The cheapest plane tickets from Chicago to Jacksonville found on KAYAK recently.
6:38 pm - 10:09 pmORD-JAX
2h 31mnonstop
5:42 am - 7:22 amJAX-ORD
2h 40mnonstop
$197American Airlines
Find Deal
Thu, Mar 27 - Tue, Apr 1
10:50 am - 7:40 pmORD-JAX
7h 50m1 stop
6:00 am - 12:17 pmJAX-ORD
7h 17m1 stop
$203JetBlue
Find Deal
Sat, May 3 - Sat, May 10
2:00 pm - 10:16 pmORD-JAX
7h 16m1 stop
6:59 pm - 11:49 pmJAX-ORD
5h 50m1 stop
$217Delta
Find Deal
Mon, Feb 24 - Wed, Mar 5
6:38 pm - 11:57 pmORD-JAX
4h 19m1 stop
8:30 am - 7:55 pmJAX-ORD
12h 25m1 stop
$265Delta
Find Deal
Mon, Feb 24 - Sat, Mar 1
7:15 pm - 11:15 amORD-JAX
15h 00m1 stop
12:32 pm - 6:06 pmJAX-ORD
6h 34m1 stop
$270Sun Country Air
Find Deal
Thu, Apr 24 - Mon, Apr 28
6:06 pm - 9:34 pmORD-JAX
2h 28mnonstop
9:25 am - 2:03 pmJAX-ORD
5h 38m1 stop
$277United Airlines
Find Deal
Mon, Feb 24 - Wed, Mar 5
7:45 am - 11:14 amORD-JAX
2h 29mnonstop
8:00 am - 9:47 amJAX-ORD
2h 47mnonstop
$297United Airlines
Find Deal
Thu, Feb 20 - Sun, Feb 23
6:47 pm - 11:43 amORD-JAX
15h 56m1 stop
12:40 pm - 7:09 pmJAX-ORD
7h 29m1 stop
$309Sun Country Air
Find Deal
Thu, May 22 - Mon, May 26
11:25 am - 10:20 pmORD-JAX
9h 55m1 stop
7:25 am - 12:45 pmJAX-ORD
6h 20m1 stop
$316Southwest
Find Deal
Thu, Feb 27 - Sat, Mar 1
5:30 am - 2:50 pmMDW-JAX
8h 20m1 stop
8:00 am - 11:25 amJAX-MDW
4h 25m1 stop
$316Southwest
Find Deal
Wed, Apr 16 - Sun, Apr 20
7:45 am - 11:14 amORD-JAX
2h 29mnonstop
$99United Airlines
Find Deal
Thu, Feb 20
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$99Southwest
Find Deal
Tue, Feb 25
3:10 pm - 9:15 pmORD-JAX
5h 05m1 stop
$108Southwest
Find Deal
Tue, Feb 25
7:05 am - 12:54 pmORD-JAX
4h 49m1 stop
$109Delta
Find Deal
Tue, Feb 18
6:00 am - 1:54 pmMDW-JAX
6h 54m1 stop
$109Delta
Find Deal
Tue, Feb 18
12:15 pm - 9:36 pmMDW-JAX
8h 21m1 stop
$124Frontier
Find Deal
Mon, May 19
12:15 pm - 9:36 pmMDW-JAX
8h 21m1 stop
$125Frontier
Find Deal
Mon, May 5
6:06 pm - 9:34 pmORD-JAX
2h 28mnonstop
$134United Airlines
Find Deal
Wed, Feb 19
8:00 am - 11:25 amORD-JAX
2h 25mnonstop
$199American Airlines
Find Deal
Sun, Mar 9
7:00 am - 2:52 pmORD-JAX
6h 52m1 stop
$219American Airlines
Find Deal
Sun, Feb 16
5:35 am - 6:24 pmORD-JAX
11h 49m2 stops
11:30 am - 9:34 amJAX-ORD
23h 04m2 stops
Sun, Jan 26 - Thu, Jan 30
5:35 am - 6:24 pmORD-JAX
11h 49m2 stops
11:30 am - 4:10 pmJAX-ORD
29h 40m3 stops
Sun, Jan 26 - Thu, Jan 30
7:00 am - 2:00 pmORD-JAX
6h 00m1 stop
6:55 am - 3:44 pmJAX-ORD
9h 49m1 stop
$543JetBlue
Find Deal
Sat, Jan 25 - Mon, Jan 27
7:00 am - 2:00 pmORD-JAX
6h 00m1 stop
6:55 am - 3:44 pmJAX-ORD
9h 49m1 stop
$562JetBlue
Find Deal
Sun, Jan 26 - Thu, Jan 30
1:00 pm - 10:00 pmORD-JAX
8h 00m1 stop
11:36 am - 6:55 pmJAX-ORD
8h 19m1 stop
$710United Airlines
Find Deal
Fri, Jan 24 - Tue, Jan 28
7:40 am - 11:23 amORD-JAX
2h 43mnonstop
11:36 am - 6:55 pmJAX-ORD
8h 19m1 stop
$842United Airlines
Find Deal
Fri, Jan 24 - Tue, Jan 28
10:05 am - 8:50 pmORD-JAX
9h 45m1 stop
6:39 am - 9:55 amJAX-ORD
4h 16m1 stop
$850Delta
Find Deal
Sat, Jan 25 - Tue, Jan 28
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
$902Southwest
Find Deal
Wed, Jan 22 - Tue, Jan 28
10:05 am - 6:20 pmMDW-JAX
7h 15m1 stop
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
$912Southwest
Find Deal
Wed, Jan 22 - Tue, Jan 28
2:55 pm - 10:35 pmORD-JAX
6h 40m1 stop
1:59 pm - 5:25 pmJAX-ORD
4h 26m1 stop
$922Delta
Find Deal
Wed, Jan 22 - Tue, Jan 28
6:38 pm - 10:09 pmORD-JAX
2h 31mnonstop
5:42 am - 7:22 amJAX-ORD
2h 40mnonstop
$197American Airlines
Find Deal
Thu, Mar 27 - Tue, Apr 1
11:45 am - 2:55 pmMDW-JAX
2h 10mnonstop
7:25 am - 8:55 amJAX-MDW
2h 30mnonstop
$217Southwest
Find Deal
Thu, Apr 10 - Wed, Apr 16
7:45 am - 11:14 amORD-JAX
2h 29mnonstop
8:00 am - 9:47 amJAX-ORD
2h 47mnonstop
$267United Airlines
Find Deal
Mon, Feb 24 - Mon, Mar 3
7:45 am - 11:14 amORD-JAX
2h 29mnonstop
8:00 am - 9:47 amJAX-ORD
2h 47mnonstop
$297United Airlines
Find Deal
Thu, Feb 20 - Sun, Feb 23
6:35 pm - 10:11 pmORD-JAX
2h 36mnonstop
7:29 am - 9:10 amJAX-ORD
2h 41mnonstop
$298American Airlines
Find Deal
Fri, Feb 21 - Mon, Feb 24
5:40 pm - 8:59 pmORD-JAX
2h 19mnonstop
8:30 am - 10:11 amJAX-ORD
2h 41mnonstop
$307American Airlines
Find Deal
Sat, Feb 15 - Tue, Mar 4
8:15 am - 11:30 amMDW-JAX
2h 15mnonstop
7:35 pm - 9:05 pmJAX-MDW
2h 30mnonstop
$317Southwest
Find Deal
Sat, Mar 8 - Sat, Mar 15
5:40 pm - 9:04 pmORD-JAX
2h 24mnonstop
8:30 am - 10:11 amJAX-ORD
2h 41mnonstop
$317American Airlines
Find Deal
Wed, Feb 19 - Wed, Feb 26
11:20 am - 2:52 pmORD-JAX
2h 32mnonstop
8:00 am - 9:47 amJAX-ORD
2h 47mnonstop
$329United Airlines
Find Deal
Sat, Feb 8 - Thu, Feb 13
6:06 pm - 9:34 pmORD-JAX
2h 28mnonstop
11:25 am - 1:13 pmJAX-ORD
2h 48mnonstop
$332United Airlines
Find Deal
Sat, Feb 15 - Thu, Feb 20

Delta flights from Chicago to Jacksonville

Our best Delta deals on Chicago to Jacksonville flight tickets
Delta
Feb 24
ORD2:00 pmChicago O'Hare Intl
7h 16m
1 stop
JAX10:16 pmJacksonville
Mar 5
JAX6:59 pmJacksonville
5h 50m
1 stop
ORD11:49 pmChicago O'Hare Intl
Delta
Feb 24
ORD6:38 pmChicago O'Hare Intl
4h 19m
1 stop
JAX11:57 pmJacksonville
Mar 1
JAX8:30 amJacksonville
12h 25m
1 stop
ORD7:55 pmChicago O'Hare Intl
Delta
Apr 24
ORD9:26 amChicago O'Hare Intl
6h 46m
1 stop
JAX5:12 pmJacksonville
Apr 29
JAX7:00 amJacksonville
7h 21m
1 stop
ORD1:21 pmChicago O'Hare Intl

JetBlue flights from Chicago to Jacksonville

Our best JetBlue deals on Chicago to Jacksonville flight tickets
JetBlue
May 3
ORD10:50 amChicago O'Hare Intl
7h 50m
1 stop
JAX7:40 pmJacksonville
May 10
JAX6:00 amJacksonville
7h 17m
1 stop
ORD12:17 pmChicago O'Hare Intl
JetBlue
May 6
ORD8:50 amChicago O'Hare Intl
9h 20m
1 stop
JAX7:10 pmJacksonville
May 13
JAX6:00 amJacksonville
7h 17m
1 stop
ORD12:17 pmChicago O'Hare Intl
JetBlue
Feb 4
ORD7:00 amChicago O'Hare Intl
6h 00m
1 stop
JAX2:00 pmJacksonville
Feb 10
JAX6:55 amJacksonville
9h 48m
1 stop
ORD3:43 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 May is also very affordable. Most momondo users find prices during this month for around $331.

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 $334. 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 $397.

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 $342 when looking at flights departing in the afternoon. Flights to Jacksonville are more costly at noon, with an average ticket price of $419. 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 O'Hare Intl 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 $362 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 $319 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 January 2025, prices for Chicago to Jacksonville flights are approximately 76% more expensive 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

$99

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 $99. The best round-trip flight deal from Chicago to Jacksonville found on momondo in the last 72 hours is $197.
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 15m.

  • 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
6.0
3,443 reviews
Search Frontier flights
DeltaPriceFrom $144Free CancellationRating
8.0
8,521 reviews
Search Delta flights
American AirlinesPriceFrom $179Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $198Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights
  • Southwest Flights From Chicago to Jacksonville

    Southwest flies from Chicago to Jacksonville around 7 times per week, with 4,662 momondo users rating the airline 8.1/10. 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 $398 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 $209, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $405 round-trip. United Airlines operates 14 flights out of Chicago into Jacksonville in an average week, so prices vary by time and availability. 8,984 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
Kingsland
Ponte Vedra Beach
Atlantic Beach
Waycross
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.


An easier way to manage your Jacksonville trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sun 1/26
Sun 2/2
Email me momondo's favorite deals

Find better results for your trip to the United States