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Cheap flights from Chicago to Jacksonville from $120

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 5/29. 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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Jacksonville.
JetBlue Logo
4:03 pm - 11:38 pmORD-JAX
6h 35m1 stop
JetBlue Logo
6:15 am - 3:04 pmJAX-ORD
9h 49m1 stop
$255JetBlue
Find Deal
Tue, May 13 - Tue, May 20
Sun Country Air Logo
6:17 pm - 11:38 amORD-JAX
16h 21m1 stop
Sun Country Air Logo
12:50 pm - 6:09 pmJAX-ORD
6h 19m1 stop
$260Sun Country Air
Find Deal
Thu, Jun 5 - Mon, Jun 9
Frontier Logo
5:50 am - 6:06 pmORD-JAX
11h 16m1 stop
Frontier Logo
11:55 am - 6:04 pmJAX-ORD
7h 09m1 stop
$261Frontier
Find Deal
Fri, May 30 - Mon, Jun 2
Frontier Logo
7:45 am - 6:06 pmMDW-JAX
9h 21m1 stop
Frontier Logo
11:55 am - 7:52 pmJAX-MDW
8h 57m1 stop
$261Frontier
Find Deal
Fri, May 30 - Mon, Jun 2
American Airlines Logo
8:00 am - 11:20 amORD-JAX
2h 20mnonstop
American Airlines Logo
12:21 pm - 2:07 pmJAX-ORD
2h 46mnonstop
$277American Airlines
Find Deal
Tue, Jul 1 - Sat, Jul 5
United Airlines Logo
6:20 pm - 9:54 pmORD-JAX
2h 34mnonstop
United Airlines Logo
8:00 am - 9:45 amJAX-ORD
2h 45mnonstop
$282United Airlines
Find Deal
Fri, May 30 - Tue, Jun 3
Southwest Logo
6:20 pm - 9:35 pmMDW-JAX
2h 15mnonstop
Southwest Logo
5:45 pm - 7:20 pmJAX-MDW
2h 35mnonstop
$282Southwest
Find Deal
Tue, May 27 - Fri, May 30
United Airlines Logo
6:15 pm - 9:45 pmORD-JAX
2h 30mnonstop
United Airlines Logo
8:00 am - 9:46 amJAX-ORD
2h 46mnonstop
$287United Airlines
Find Deal
Wed, May 7 - Sun, May 11
Southwest Logo
6:20 pm - 9:35 pmMDW-JAX
2h 15mnonstop
Southwest Logo
7:25 am - 8:55 amJAX-MDW
2h 30mnonstop
$287Southwest
Find Deal
Tue, May 13 - Tue, May 20
American Airlines Logo
8:26 am - 11:52 amORD-JAX
2h 26mnonstop
American Airlines Logo
7:00 am - 8:46 amJAX-ORD
2h 46mnonstop
$288American Airlines
Find Deal
Wed, May 7 - Sun, May 11

Sun Country Air flights from Chicago to Jacksonville

Our best Sun Country Air deals on Chicago to Jacksonville flight tickets
Sun Country Air
Jun 5
ORD6:17 pmChicago O'Hare Intl
16h 21m
1 stop
JAX11:38 amJacksonville
Jun 9
JAX12:50 pmJacksonville
6h 19m
1 stop
ORD6:09 pmChicago O'Hare Intl
Sun Country Air
Apr 24
ORD7:15 pmChicago O'Hare Intl
15h 00m
1 stop
JAX11:15 amJacksonville
Jun 2
JAX12:42 pmJacksonville
7h 27m
1 stop
ORD7:09 pmChicago O'Hare Intl
Sun Country Air
May 8
ORD8:05 pmChicago O'Hare Intl
14h 26m
1 stop
JAX11:31 amJacksonville
May 12
JAX12:40 pmJacksonville
7h 29m
1 stop
ORD7:09 pmChicago O'Hare Intl

JetBlue flights from Chicago to Jacksonville

Our best JetBlue deals on Chicago to Jacksonville flight tickets
JetBlue
May 13
ORD4:03 pmChicago O'Hare Intl
6h 35m
1 stop
JAX11:38 pmJacksonville
May 20
JAX6:15 amJacksonville
9h 49m
1 stop
ORD3:04 pmChicago O'Hare Intl
JetBlue
May 5
ORD8:50 amChicago O'Hare Intl
9h 32m
1 stop
JAX7:22 pmJacksonville
May 20
JAX6:15 amJacksonville
9h 49m
1 stop
ORD3:04 pmChicago O'Hare Intl
JetBlue
Apr 30
ORD1:13 pmChicago O'Hare Intl
9h 22m
1 stop
JAX11:35 pmJacksonville
May 3
JAX6:00 amJacksonville
7h 13m
1 stop
ORD12:13 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 $346.

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 $305 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 21% 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

$120

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 $120. The best round-trip flight deal from Chicago to Jacksonville found on momondo in the last 72 hours is $255.
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
6.0
3,281 reviews
Search Frontier flights
DeltaPriceFrom $144Free CancellationRating
8.0
7,917 reviews
Search Delta flights
SouthwestPriceFrom $198Free CancellationRating
8.0
4,280 reviews
Search Southwest flights
American AirlinesPriceFrom $217Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
8,667 reviews
Search United Airlines flights
JetBluePriceFrom $233Free CancellationRating
7.3
2,926 reviews
Search JetBlue flights
  • Southwest Flights From Chicago to Jacksonville

    Southwest flies from Chicago to Jacksonville around 5 times per week, with 4,280 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 16 flights out of Chicago into Jacksonville in an average week, so prices vary by time and availability. 8,667 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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Tue 4/22
Tue 4/29

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