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Cheap flights from Jacksonville to Chicago from $83

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 4/8. 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 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.
4:38 pm - 6:23 pmJAX-ORD
2h 45mnonstop
6:10 pm - 9:42 pmORD-JAX
2h 32mnonstop
$197United Airlines
Find Deal
mié., ene. 8 - mié., ene. 15
6:55 am - 3:44 pmJAX-ORD
9h 49m1 stop
7:00 am - 2:00 pmORD-JAX
6h 00m1 stop
$202JetBlue
Find Deal
vie., ene. 10 - dom., ene. 12
2:10 pm - 6:55 pmJAX-ORD
5h 45m1 stop
6:10 pm - 9:42 pmORD-JAX
2h 32mnonstop
$207United Airlines
Find Deal
mié., ene. 8 - mié., ene. 15
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
$217American Airlines
Find Deal
jue., ene. 16 - mar., ene. 21
7:15 am - 12:12 pmJAX-ORD
5h 57m1 stop
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
$227American Airlines
Find Deal
vie., ene. 10 - mié., ene. 22
12:24 pm - 6:14 pmJAX-MDW
6h 50m1 stop
10:57 am - 6:56 pmMDW-JAX
6h 59m1 stop
$236Delta
Find Deal
vie., ene. 10 - mar., ene. 14
5:20 pm - 6:50 pmJAX-MDW
2h 30mnonstop
1:15 pm - 4:30 pmMDW-JAX
2h 15mnonstop
$238Southwest
Find Deal
vie., feb. 28 - dom., mar. 2
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
9:00 am - 12:15 pmMDW-JAX
2h 15mnonstop
$256Southwest
Find Deal
jue., ene. 9 - dom., ene. 12
12:24 pm - 6:14 pmJAX-MDW
6h 50m1 stop
6:00 am - 12:54 pmMDW-JAX
5h 54m1 stop
$307Delta
Find Deal
jue., ene. 9 - dom., ene. 12
4:33 pm - 9:04 pmJAX-MDW
5h 31m1 stop
7:34 am - 2:43 pmMDW-JAX
6h 09m1 stop
$333Frontier
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lun., dic. 30 - jue., ene. 2
8:39 am - 7:51 pmJAX-MDW
12h 12m1 stop
$83Frontier
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mar., abr. 8
8:39 am - 7:51 pmJAX-MDW
12h 12m1 stop
$84Frontier
Find Deal
mar., abr. 1
8:12 am - 9:55 amJAX-ORD
2h 43mnonstop
$99American Airlines
Find Deal
mar., ene. 21
9:39 am - 1:45 pmJAX-ORD
5h 06m1 stop
$108Delta
Find Deal
mié., ene. 15
5:35 am - 10:12 amJAX-MDW
5h 37m1 stop
$108Delta
Find Deal
mié., ene. 15
4:25 pm - 6:10 pmJAX-ORD
2h 45mnonstop
$119United Airlines
Find Deal
vie., ene. 17
4:20 pm - 6:00 pmJAX-MDW
2h 40mnonstop
$119Southwest
Find Deal
vie., ene. 17
2:10 pm - 9:32 pmJAX-ORD
8h 22m1 stop
$128United Airlines
Find Deal
jue., feb. 20
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
$149Southwest
Find Deal
mié., ene. 22
7:38 am - 9:20 amJAX-ORD
2h 42mnonstop
$229American Airlines
Find Deal
lun., abr. 21
10:05 pm - 7:51 pmJAX-ORD
22h 46m2 stops
1:24 pm - 8:55 amORD-JAX
18h 31m2 stops
dom., dic. 22 - sáb., ene. 4
10:05 pm - 4:06 pmJAX-ORD
19h 01m2 stops
1:24 pm - 9:25 pmORD-JAX
31h 01m3 stops
dom., dic. 22 - sáb., ene. 4
11:23 am - 4:40 pmJAX-ORD
6h 17m1 stop
5:57 pm - 11:57 pmORD-JAX
5h 00m1 stop
$686Delta
Find Deal
vie., dic. 20 - mié., dic. 25
4:33 pm - 9:04 pmJAX-MDW
5h 31m1 stop
7:34 am - 2:43 pmMDW-JAX
6h 09m1 stop
$747Frontier
Find Deal
lun., dic. 23 - jue., dic. 26
6:30 am - 4:45 pmJAX-ORD
11h 15m1 stop
2:45 pm - 8:30 pmORD-JAX
4h 45m1 stop
$748Southwest
Find Deal
dom., dic. 22 - sáb., ene. 4
5:50 pm - 11:15 pmJAX-MDW
6h 25m1 stop
5:25 am - 12:35 pmMDW-JAX
6h 10m1 stop
$748Southwest
Find Deal
vie., dic. 20 - lun., dic. 30
12:30 pm - 2:12 pmJAX-ORD
2h 42mnonstop
7:00 pm - 10:40 pmORD-JAX
2h 40mnonstop
$764American Airlines
Find Deal
vie., dic. 20 - lun., dic. 30
5:00 am - 8:55 amJAX-ORD
4h 55m1 stop
7:00 pm - 10:40 pmORD-JAX
2h 40mnonstop
$774American Airlines
Find Deal
vie., dic. 20 - lun., dic. 30
3:25 pm - 5:10 pmJAX-ORD
2h 45mnonstop
6:20 pm - 9:58 pmORD-JAX
2h 38mnonstop
$787United Airlines
Find Deal
lun., dic. 23 - jue., dic. 26
11:59 am - 1:37 pmJAX-ORD
2h 38mnonstop
6:20 pm - 9:58 pmORD-JAX
2h 38mnonstop
$793United Airlines
Find Deal
vie., dic. 20 - mié., dic. 25
4:38 pm - 6:23 pmJAX-ORD
2h 45mnonstop
6:10 pm - 9:42 pmORD-JAX
2h 32mnonstop
$197United Airlines
Find Deal
mié., ene. 8 - mié., ene. 15
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
$217American Airlines
Find Deal
jue., ene. 16 - mar., ene. 21
10:00 am - 11:45 amJAX-ORD
2h 45mnonstop
7:40 am - 11:23 amORD-JAX
2h 43mnonstop
$237United Airlines
Find Deal
vie., ene. 10 - dom., ene. 12
5:20 pm - 6:50 pmJAX-MDW
2h 30mnonstop
1:15 pm - 4:30 pmMDW-JAX
2h 15mnonstop
$238Southwest
Find Deal
vie., feb. 28 - dom., mar. 2
7:29 am - 9:10 amJAX-ORD
2h 41mnonstop
6:35 pm - 10:13 pmORD-JAX
2h 38mnonstop
$255American Airlines
Find Deal
vie., feb. 28 - dom., mar. 2
4:35 pm - 6:15 pmJAX-MDW
2h 40mnonstop
9:00 am - 12:15 pmMDW-JAX
2h 15mnonstop
$256Southwest
Find Deal
jue., ene. 9 - dom., ene. 12
4:38 pm - 6:23 pmJAX-ORD
2h 45mnonstop
6:10 pm - 9:42 pmORD-JAX
2h 32mnonstop
$267United Airlines
Find Deal
mar., ene. 14 - mié., ene. 15
4:20 pm - 6:00 pmJAX-MDW
2h 40mnonstop
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$273Southwest
Find Deal
vie., feb. 7 - dom., feb. 9
12:20 pm - 2:13 pmJAX-ORD
2h 53mnonstop
6:10 pm - 9:42 pmORD-JAX
2h 32mnonstop
$287United Airlines
Find Deal
jue., ene. 16 - mar., ene. 21
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
$305American Airlines
Find Deal
sáb., ene. 18 - dom., ene. 19

American Airlines flights from Jacksonville to Chicago

Our best American Airlines deals on Jacksonville to Chicago flight tickets
American Airlines
Jan 16
JAX9:40 amJacksonville
2h 42m
ORD11:22 amChicago O'Hare Intl
Jan 21
ORD5:40 pmChicago O'Hare Intl
2h 30m
JAX9:10 pmJacksonville
American Airlines
Jan 10
JAX7:15 amJacksonville
5h 57m
1 stop
ORD12:12 pmChicago O'Hare Intl
Jan 22
ORD5:40 pmChicago O'Hare Intl
2h 30m
JAX9:10 pmJacksonville
American Airlines
Feb 28
JAX7:29 amJacksonville
2h 41m
ORD9:10 amChicago O'Hare Intl
Mar 2
ORD6:35 pmChicago O'Hare Intl
2h 38m
JAX10:13 pmJacksonville

JetBlue flights from Jacksonville to Chicago

Our best JetBlue deals on Jacksonville to Chicago flight tickets
JetBlue
Jan 10
JAX6:55 amJacksonville
9h 49m
1 stop
ORD3:44 pmChicago O'Hare Intl
Jan 12
ORD7:00 amChicago O'Hare Intl
6h 00m
1 stop
JAX2:00 pmJacksonville
JetBlue
Jan 10
JAX10:24 amJacksonville
6h 20m
1 stop
ORD3:44 pmChicago O'Hare Intl
Jan 22
ORD7:00 amChicago O'Hare Intl
6h 00m
1 stop
JAX2:00 pmJacksonville
JetBlue
Jan 16
JAX6:55 amJacksonville
9h 49m
1 stop
ORD3:44 pmChicago O'Hare Intl
Jan 21
ORD7:00 amChicago O'Hare Intl
6h 00m
1 stop
JAX2:00 pmJacksonville

See travel insights to Chicago from

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 to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Jacksonville, with most prices found around $289. If you’re not able to fly to Chicago in February, then May is your next best option. Flight prices from Jacksonville to Chicago during May average around $292.

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

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $302. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Jacksonville to Chicago for around $397.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Jacksonville to Chicago during this time can be as low as $302. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $427.

What is the cheapest Jacksonville to Chicago flight route?

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

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

The best time to book a flight to Chicago from Jacksonville is 54 days out, which is when prices tend to be around $344. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $238.

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 15% 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 December 2024, prices for Jacksonville to Chicago flights are approximately 12% cheaper 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

$83

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 $83. The best round-trip flight deal from Jacksonville to Chicago found on momondo in the last 72 hours is $197.
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
3,479 reviews
Search Frontier flights
American AirlinesPriceFrom $183Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,604 reviews
Search Delta flights
United AirlinesPriceFrom $198Free CancellationRating
7.4
9,059 reviews
Search United Airlines flights
SouthwestPriceFrom $268Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
  • Southwest Flights From Jacksonville to Chicago

    Southwest flies from Jacksonville to Chicago around 3 times per week, with 4,848 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 $434 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, 9,059 ratings). United Airlines flies from Jacksonville to Chicago around 6 times per week, with deals starting from $198 round-trip and rising to an average price of around $376.


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.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago