Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Jacksonville to Chicago from $64

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jacksonville to Chicago departing on 12/6. 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.

"This year, momondo is the #1 place for airfares on the internet."
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 Jacksonville to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Jacksonville to Chicago 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 Jacksonville to Chicago.

Cheap last minute flights

Planning a quick getaway from Jacksonville to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Jacksonville to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:59 pm - 12:20 amJAX-MDW
7h 21m1 stop
8:15 am - 4:59 pmMDW-JAX
7h 44m1 stop
$138Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 16
5:59 pm - 12:20 amJAX-MDW
7h 21m1 stop
8:15 am - 4:59 pmMDW-JAX
7h 44m1 stop
$188Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 9
6:25 am - 8:09 amJAX-ORD
2h 44mnonstop
8:25 pm - 11:54 pmORD-JAX
2h 29mnonstop
$197American Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
9:25 am - 2:34 pmJAX-ORD
6h 09m1 stop
11:10 am - 2:42 pmORD-JAX
2h 32mnonstop
$207United Airlines
Find Deal
Wed, Jan 8 - Tue, Feb 4
5:00 am - 8:19 amJAX-ORD
4h 19m1 stop
9:30 am - 2:48 pmORD-JAX
4h 18m1 stop
$216Delta
Find Deal
Tue, Dec 10 - Tue, Dec 17
12:23 pm - 6:14 pmJAX-MDW
6h 51m1 stop
6:00 am - 12:54 pmMDW-JAX
5h 54m1 stop
$216Delta
Find Deal
Wed, Jan 8 - Tue, Feb 4
4:50 pm - 6:28 pmJAX-ORD
2h 38mnonstop
11:10 am - 2:35 pmORD-JAX
2h 25mnonstop
$217United Airlines
Find Deal
Wed, Dec 11 - Sun, Dec 15
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$218Southwest
Find Deal
Thu, Jan 30 - Tue, Feb 4
6:25 am - 8:09 amJAX-ORD
2h 44mnonstop
5:30 pm - 10:50 pmORD-JAX
4h 20m1 stop
$227American Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
4:35 pm - 6:05 pmJAX-MDW
2h 30mnonstop
1:45 pm - 5:00 pmMDW-JAX
2h 15mnonstop
$238Southwest
Find Deal
Wed, Dec 11 - Sun, Dec 15
5:59 pm - 11:47 pmJAX-ORD
6h 48m1 stop
$64Frontier
Find Deal
Fri, Dec 6
5:59 pm - 12:20 amJAX-MDW
7h 21m1 stop
$64Frontier
Find Deal
Fri, Dec 6
10:00 am - 11:43 amJAX-ORD
2h 43mnonstop
$99United Airlines
Find Deal
Tue, Jan 28
4:35 pm - 6:05 pmJAX-MDW
2h 30mnonstop
$99Southwest
Find Deal
Wed, Dec 18
12:14 pm - 6:41 pmJAX-ORD
7h 27m1 stop
$108Delta
Find Deal
Wed, Jan 15
6:00 am - 9:50 amJAX-MDW
4h 50m1 stop
$108Delta
Find Deal
Tue, Dec 17
4:38 pm - 6:23 pmJAX-ORD
2h 45mnonstop
$119United Airlines
Find Deal
Thu, Jan 9
5:55 pm - 7:25 pmJAX-MDW
2h 30mnonstop
$119Southwest
Find Deal
Thu, Dec 19
8:30 am - 10:11 amJAX-ORD
2h 41mnonstop
$134American Airlines
Find Deal
Wed, Feb 19
6:55 am - 8:42 amJAX-ORD
2h 47mnonstop
$169American Airlines
Find Deal
Sun, Nov 24
10:55 am - 5:38 pmJAX-MDW
7h 43m1 stop
10:28 am - 6:27 pmMDW-JAX
6h 59m1 stop
$281Frontier
Find Deal
Thu, Nov 21 - Thu, Nov 28
7:06 pm - 11:46 pmJAX-ORD
5h 40m1 stop
7:30 am - 6:27 pmORD-JAX
9h 57m1 stop
$308Frontier
Find Deal
Wed, Nov 20 - Thu, Nov 21
11:36 am - 1:15 pmJAX-ORD
2h 39mnonstop
3:56 pm - 8:06 pmORD-JAX
27h 10m1 stop
$409United Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 23
4:45 pm - 6:23 pmJAX-ORD
2h 38mnonstop
9:05 pm - 2:33 pmORD-JAX
16h 28m2 stops
$418United Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 23
3:15 pm - 8:24 pmJAX-ORD
6h 09m1 stop
7:05 am - 12:24 pmORD-JAX
4h 19m1 stop
$421Delta
Find Deal
Sat, Nov 23 - Wed, Jan 1
6:55 am - 8:42 amJAX-ORD
2h 47mnonstop
5:27 pm - 12:33 amORD-JAX
6h 06m1 stop
$662American Airlines
Find Deal
Sat, Nov 23 - Wed, Jan 1
4:00 pm - 5:47 pmJAX-ORD
2h 47mnonstop
6:40 pm - 10:26 pmORD-JAX
2h 46mnonstop
$667American Airlines
Find Deal
Sat, Nov 23 - Wed, Jan 1
7:10 am - 10:50 amJAX-ORD
4h 40m1 stop
8:15 am - 1:36 pmORD-JAX
4h 21m1 stop
$686Delta
Find Deal
Fri, Nov 22 - Fri, Nov 29
6:20 am - 3:00 pmJAX-ORD
9h 40m2 stops
5:45 am - 2:25 pmORD-JAX
7h 40m1 stop
$691Southwest
Find Deal
Fri, Nov 22 - Sun, Nov 24
6:20 am - 3:00 pmJAX-ORD
9h 40m2 stops
6:15 am - 5:30 pmORD-JAX
10h 15m2 stops
$696Southwest
Find Deal
Thu, Nov 21 - Thu, Nov 28
6:25 am - 8:09 amJAX-ORD
2h 44mnonstop
8:25 pm - 11:54 pmORD-JAX
2h 29mnonstop
$197American Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$198Southwest
Find Deal
Wed, Jan 8 - Tue, Feb 4
4:50 pm - 6:28 pmJAX-ORD
2h 38mnonstop
11:10 am - 2:35 pmORD-JAX
2h 25mnonstop
$217United Airlines
Find Deal
Wed, Dec 11 - Sun, Dec 15
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$218Southwest
Find Deal
Thu, Jan 30 - Tue, Feb 4
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
$237American Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
4:35 pm - 6:05 pmJAX-MDW
2h 30mnonstop
1:45 pm - 5:00 pmMDW-JAX
2h 15mnonstop
$238Southwest
Find Deal
Wed, Dec 11 - Sun, Dec 15
6:04 am - 7:51 amJAX-ORD
2h 47mnonstop
7:00 pm - 10:40 pmORD-JAX
2h 40mnonstop
$252American Airlines
Find Deal
Wed, Dec 25 - Mon, Dec 30
4:50 pm - 6:28 pmJAX-ORD
2h 38mnonstop
11:10 am - 2:35 pmORD-JAX
2h 25mnonstop
$308United Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
10:00 am - 11:39 amJAX-ORD
2h 39mnonstop
7:45 pm - 11:16 pmORD-JAX
2h 31mnonstop
$322United Airlines
Find Deal
Tue, Dec 17 - Sun, Dec 22
6:00 am - 7:46 amJAX-ORD
2h 46mnonstop
6:10 pm - 9:42 pmORD-JAX
2h 32mnonstop
$340United Airlines
Find Deal
Fri, Jan 3 - Tue, Jan 7

American Airlines flights from Jacksonville to Chicago

Our best American Airlines deals on Jacksonville to Chicago flight tickets
American Airlines
Dec 10
JAX6:25 amJacksonville
2h 44m
ORD8:09 amChicago O'Hare Intl
Dec 17
ORD8:25 pmChicago O'Hare Intl
2h 29m
JAX11:54 pmJacksonville
American Airlines
Dec 10
JAX6:25 amJacksonville
2h 44m
ORD8:09 amChicago O'Hare Intl
Dec 17
ORD5:30 pmChicago O'Hare Intl
4h 20m
1 stop
JAX10:50 pmJacksonville
American Airlines
Jan 23
JAX9:40 amJacksonville
2h 42m
ORD11:22 amChicago O'Hare Intl
Jan 26
ORD5:40 pmChicago O'Hare Intl
2h 30m
JAX9:10 pmJacksonville

Frontier flights from Jacksonville to Chicago

Our best Frontier deals on Jacksonville to Chicago flight tickets
Frontier
Dec 6
JAX5:59 pmJacksonville
7h 21m
1 stop
MDW12:20 amChicago Midway
Dec 16
MDW8:15 amChicago Midway
7h 44m
1 stop
JAX4:59 pmJacksonville
Frontier
Dec 6
JAX5:59 pmJacksonville
7h 21m
1 stop
MDW12:20 amChicago Midway
Dec 9
MDW8:15 amChicago Midway
7h 44m
1 stop
JAX4:59 pmJacksonville
Frontier
Dec 5
JAX11:36 amJacksonville
7h 36m
1 stop
MDW6:12 pmChicago Midway
Dec 9
MDW8:15 amChicago Midway
7h 44m
1 stop
JAX4:59 pmJacksonville

How to get the cheapest flight ticket from Jacksonville to Chicago

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 cheapest month to fly from Jacksonville to Chicago?

February. The cheapest time of year to fly to Chicago from Jacksonville is February. Most expensive is November

What is the cheapest day to depart Jacksonville for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

When is the cheapest time to fly from Jacksonville to Chicago?

At noon. Jacksonville to Chicago flights are approximately 20% more expensive in the evening than at noon

What is the cheapest airline that flies to Chicago from Jacksonville?

Frontier. Frontier, American Airlines, and United Airlines are the most popular carriers operating from Jacksonville to Chicago

What is the cheapest Jacksonville to Chicago flight route?

Jacksonville - Chicago O'Hare Intl. Fly from Jacksonville to Chicago O'Hare Intl for the best Jacksonville - Chicago flight prices

How far in advance should you book Jacksonville to Chicago flights?

44 days before. The cheapest time to buy a flight from Jacksonville to Chicago is approximately 44 days to departure

How many flights depart from Jacksonville to Chicago on average per day?

As of November 2024, there are 14 flights per week flying from Jacksonville to Chicago. The most common time of day flights depart is 4:00PM, with 51% of flights taking off at noon.

How many flights depart from Jacksonville to Chicago on average per week?

As of November 2024, 100 flights take off from Jacksonville and land in Chicago each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.

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

There are 4 cabin classes available to choose from on Jacksonville to Chicago 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 Jacksonville to Chicago flights?

You could potentially save up to 35% on your flight if you consider stops on a Jacksonville to Chicago flight.

How have Jacksonville to Chicago flight prices changed over time?

As of November 2024, prices for Jacksonville to Chicago flights are approximately 1% more expensive when compared to flights at the same time last year.

When to book flights from Jacksonville to Chicago

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

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

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

Best Price Found

$64

Fastest flight time

2h 25m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Jacksonville in the past 72 hours is $64. The best round-trip flight deal from Jacksonville to Chicago found on momondo in the last 72 hours is $138.
The fastest flight from Jacksonville to Chicago takes 2h 25m
Direct flights go from Jacksonville to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Jacksonville to Chicago by plane?

    The straight-line distance from Jacksonville to Chicago is 863.3 mi. In terms of flight time, this usually takes a little over 2h 25m.

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

    Prices for flights from Jacksonville Airport to Chicago refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jacksonville Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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


Best airlines flying from Jacksonville to Chicago

Compare and see reviews for airlines that fly from Jacksonville to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $143Free CancellationRating
6.1
3,543 reviews
Search Frontier flights
American AirlinesPriceFrom $184Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,766 reviews
Search Delta flights
United AirlinesPriceFrom $197Free CancellationRating
7.4
9,168 reviews
Search United Airlines flights
SouthwestPriceFrom $268Free CancellationRating
8.1
5,022 reviews
Search Southwest flights
  • Southwest Flights From Jacksonville to Chicago

    Southwest flies from Jacksonville to Chicago around 4 times per week, with 5,022 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Jacksonville to Chicago in the last 72 hours was $268 (round-trip), much lower than the average airfare cost of $439 for Southwest flights on this route.

  • United Airlines Flights From Jacksonville to Chicago

    Another popular option for Jacksonville to Chicago flights is United Airlines (7.4/10, 9,168 ratings). United Airlines flies from Jacksonville to Chicago around 12 times per week, with deals starting from $197 round-trip and rising to an average price of around $375.


Why use momondo?

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

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

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

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

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

Once you have performed a search for Jacksonville to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Jacksonville to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


An easier way to manage your Chicago 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?
Sat 11/23
Sat 11/30
Email me momondo's favorite deals

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago