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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 1/21. 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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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 to Jacksonville

The cheapest plane tickets to Jacksonville found on KAYAK recently.
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
8:12 am - 9:55 amJAX-ORD
2h 43mnonstop
$197American Airlines
Find Deal
mar., ene. 21 - mar., ene. 28
7:00 am - 2:00 pmORD-JAX
6h 00m1 stop
6:55 am - 3:44 pmJAX-ORD
9h 49m1 stop
$202JetBlue
Find Deal
lun., ene. 13 - jue., ene. 23
1:15 pm - 8:02 pmORD-JAX
5h 47m1 stop
4:38 pm - 6:23 pmJAX-ORD
2h 45mnonstop
$207United Airlines
Find Deal
mié., ene. 8 - mar., ene. 14
1:15 pm - 8:02 pmORD-JAX
5h 47m1 stop
9:25 am - 2:34 pmJAX-ORD
6h 09m1 stop
$216United Airlines
Find Deal
mié., ene. 8 - mar., ene. 14
12:44 pm - 5:54 pmMDW-JAX
4h 10m1 stop
6:39 am - 10:12 amJAX-MDW
4h 33m1 stop
$216Delta
Find Deal
mié., ene. 29 - mar., feb. 4
10:57 am - 4:43 pmMDW-JAX
4h 46m1 stop
12:15 pm - 6:14 pmJAX-MDW
6h 59m1 stop
$236Delta
Find Deal
mar., ene. 28 - jue., ene. 30
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
5:20 pm - 6:50 pmJAX-MDW
2h 30mnonstop
$253Southwest
Find Deal
mié., feb. 19 - vie., feb. 28
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
$271Southwest
Find Deal
mar., ene. 28 - jue., ene. 30
7:30 am - 7:24 amMDW-JAX
22h 54m2 stops
7:11 pm - 9:32 pmJAX-MDW
27h 21m2 stops
$276Frontier
Find Deal
sáb., feb. 1 - sáb., feb. 8
7:34 am - 2:43 pmMDW-JAX
6h 09m1 stop
4:33 pm - 9:04 pmJAX-MDW
5h 31m1 stop
$302Frontier
Find Deal
jue., ene. 2 - lun., ene. 6
6:10 pm - 9:42 pmORD-JAX
2h 32mnonstop
$99United Airlines
Find Deal
mar., ene. 21
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$99Southwest
Find Deal
mar., ene. 21
5:07 pm - 11:57 pmMDW-JAX
5h 50m1 stop
$108Delta
Find Deal
mié., ene. 15
11:15 am - 8:05 pmORD-JAX
7h 50m1 stop
$108United Airlines
Find Deal
mar., feb. 18
9:00 am - 12:15 pmMDW-JAX
2h 15mnonstop
$119Southwest
Find Deal
lun., ene. 20
7:05 am - 2:56 pmORD-JAX
6h 51m1 stop
$128Delta
Find Deal
lun., ene. 20
7:34 am - 2:50 pmMDW-JAX
6h 16m1 stop
$147Frontier
Find Deal
dom., ene. 5
7:34 am - 2:50 pmMDW-JAX
6h 16m1 stop
$151Frontier
Find Deal
dom., ene. 5
7:05 am - 10:27 amORD-JAX
2h 22mnonstop
$203American Airlines
Find Deal
sáb., may. 3
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
$209American Airlines
Find Deal
vie., ene. 10
7:34 am - 2:43 pmMDW-JAX
6h 09m1 stop
4:33 pm - 9:04 pmJAX-MDW
5h 31m1 stop
$525Frontier
Find Deal
jue., dic. 19 - lun., dic. 23
6:05 am - 9:55 amORD-JAX
26h 50m2 stops
12:01 pm - 11:32 amJAX-ORD
24h 31m3 stops
lun., dic. 23 - vie., ene. 17
7:05 am - 2:21 pmORD-JAX
6h 16m1 stop
1:30 pm - 7:14 pmJAX-ORD
6h 44m1 stop
$686Delta
Find Deal
dom., dic. 22 - mié., dic. 25
7:45 pm - 11:16 pmORD-JAX
2h 31mnonstop
6:00 am - 7:46 amJAX-ORD
2h 46mnonstop
$702United Airlines
Find Deal
dom., dic. 22 - mar., dic. 31
9:05 pm - 11:10 amORD-JAX
13h 05m1 stop
6:00 am - 7:46 amJAX-ORD
2h 46mnonstop
$709United Airlines
Find Deal
lun., dic. 23 - sáb., ene. 4
7:04 pm - 10:49 pmORD-JAX
2h 45mnonstop
3:49 pm - 9:52 pmJAX-ORD
7h 03m1 stop
$712American Airlines
Find Deal
dom., dic. 22 - mar., dic. 31
4:00 pm - 11:25 pmORD-JAX
6h 25m1 stop
7:45 am - 12:45 pmJAX-ORD
6h 00m1 stop
$716Southwest
Find Deal
vie., dic. 20 - sáb., ene. 11
4:00 pm - 11:25 pmORD-JAX
6h 25m1 stop
7:15 am - 3:20 pmJAX-ORD
9h 05m2 stops
$721Southwest
Find Deal
vie., dic. 20 - sáb., ene. 11
8:20 am - 12:00 pmORD-JAX
2h 40mnonstop
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
$732American Airlines
Find Deal
vie., dic. 20 - sáb., ene. 11
5:40 am - 12:24 pmORD-JAX
5h 44m1 stop
8:15 am - 11:30 amJAX-ORD
4h 15m1 stop
$777Delta
Find Deal
vie., dic. 20 - sáb., ene. 4
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
8:12 am - 9:55 amJAX-ORD
2h 43mnonstop
$197American Airlines
Find Deal
mar., ene. 21 - mar., ene. 28
11:10 am - 2:42 pmORD-JAX
2h 32mnonstop
10:00 am - 11:43 amJAX-ORD
2h 43mnonstop
$217United Airlines
Find Deal
mar., ene. 28 - jue., ene. 30
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
$237American Airlines
Find Deal
lun., feb. 3 - vie., feb. 7
6:06 pm - 9:34 pmORD-JAX
2h 28mnonstop
11:25 am - 1:13 pmJAX-ORD
2h 48mnonstop
$252United Airlines
Find Deal
mié., feb. 19 - vie., feb. 28
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
5:20 pm - 6:50 pmJAX-MDW
2h 30mnonstop
$253Southwest
Find Deal
mié., feb. 19 - vie., feb. 28
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
$255American Airlines
Find Deal
dom., ene. 19 - jue., ene. 23
11:10 am - 2:42 pmORD-JAX
2h 32mnonstop
10:00 am - 11:43 amJAX-ORD
2h 43mnonstop
$267United Airlines
Find Deal
mar., ene. 7 - mar., ene. 28
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
$271Southwest
Find Deal
mar., ene. 28 - jue., ene. 30
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
$273American Airlines
Find Deal
lun., ene. 13 - jue., ene. 23
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
4:20 pm - 6:00 pmJAX-MDW
2h 40mnonstop
$318Southwest
Find Deal
vie., ene. 31 - vie., feb. 7

Delta flights from Chicago to Jacksonville

Our best Delta deals on Chicago to Jacksonville flight tickets
Delta
Jan 29
MDW12:44 pmChicago Midway
4h 10m
1 stop
JAX5:54 pmJacksonville
Feb 4
JAX6:39 amJacksonville
4h 33m
1 stop
MDW10:12 amChicago Midway
Delta
Jan 28
MDW10:57 amChicago Midway
4h 46m
1 stop
JAX4:43 pmJacksonville
Jan 30
JAX12:15 pmJacksonville
6h 59m
1 stop
MDW6:14 pmChicago Midway
Delta
Jan 19
ORD7:05 amChicago O'Hare Intl
6h 51m
1 stop
JAX2:56 pmJacksonville
Jan 23
JAX7:59 pmJacksonville
5h 00m
1 stop
ORD11:59 pmChicago O'Hare Intl

American Airlines flights from Chicago to Jacksonville

Our best American Airlines deals on Chicago to Jacksonville flight tickets
American Airlines
Jan 21
ORD5:40 pmChicago O'Hare Intl
2h 30m
JAX9:10 pmJacksonville
Jan 28
JAX8:12 amJacksonville
2h 43m
ORD9:55 amChicago O'Hare Intl
American Airlines
Jan 21
ORD5:40 pmChicago O'Hare Intl
2h 30m
JAX9:10 pmJacksonville
Jan 28
JAX7:28 pmJacksonville
5h 59m
1 stop
ORD12:27 amChicago O'Hare Intl
American Airlines
Feb 3
ORD5:40 pmChicago O'Hare Intl
2h 30m
JAX9:10 pmJacksonville
Feb 7
JAX9:40 amJacksonville
2h 42m
ORD11:22 amChicago 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?

We recommend purchasing flights from Chicago to Jacksonville 26 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Jacksonville for $358. Keep in mind that you might be able to find cheaper flights to Jacksonville at any time. In fact, our users found flights for as low as $259 in the past 72 hours.

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.

Can stopping save me money on Chicago to Jacksonville flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago to Jacksonville flight.

How have Chicago to Jacksonville flight prices changed over time?

As of December 2024, prices for Chicago to Jacksonville flights are approximately 4% 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 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
6.1
3,479 reviews
Search Frontier flights
American AirlinesPriceFrom $181Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $198Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
9,055 reviews
Search United Airlines flights
DeltaPriceFrom $236Free CancellationRating
8.0
8,604 reviews
Search Delta flights
  • Southwest Flights From Chicago to Jacksonville

    Southwest flies from Chicago to Jacksonville around 3 times per week, with 4,848 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 $402 round-trip. United Airlines operates 3 flights out of Chicago into Jacksonville in an average week, so prices vary by time and availability. 9,059 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


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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