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Cheap flights from Jacksonville to Chicago from $80

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 from Jacksonville to Chicago

The cheapest plane tickets from Jacksonville to Chicago found on KAYAK recently.
7:40 am - 9:10 amJAX-MDW
2h 30mnonstop
6:20 pm - 9:35 pmMDW-JAX
2h 15mnonstop
$197Southwest
Find Deal
Tue, Apr 1 - Tue, Apr 8
6:00 am - 12:17 pmJAX-ORD
7h 17m1 stop
8:50 am - 7:10 pmORD-JAX
9h 20m1 stop
$203JetBlue
Find Deal
Tue, May 6 - Wed, May 14
6:59 pm - 11:49 pmJAX-ORD
5h 50m1 stop
11:15 am - 5:54 pmORD-JAX
5h 39m1 stop
$217Delta
Find Deal
Thu, Feb 13 - Tue, Feb 25
5:30 pm - 10:23 pmJAX-MDW
5h 53m1 stop
9:54 am - 3:04 pmMDW-JAX
4h 10m1 stop
$217Delta
Find Deal
Tue, Mar 18 - Tue, Mar 25
8:59 am - 5:28 pmJAX-MDW
9h 29m1 stop
12:15 pm - 9:36 pmMDW-JAX
8h 21m1 stop
$280Frontier
Find Deal
Fri, May 16 - Mon, May 19
10:26 pm - 6:42 amJAX-ORD
9h 16m1 stop
9:45 am - 9:36 pmORD-JAX
10h 51m1 stop
$290Frontier
Find Deal
Thu, May 1 - Sun, May 4
5:42 am - 7:22 amJAX-ORD
2h 40mnonstop
6:38 pm - 10:09 pmORD-JAX
2h 31mnonstop
$297American Airlines
Find Deal
Tue, Mar 18 - Tue, Mar 25
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
6:35 pm - 10:11 pmORD-JAX
2h 36mnonstop
$307American Airlines
Find Deal
Wed, Feb 12 - Fri, Feb 14
9:25 am - 1:56 pmJAX-ORD
5h 31m1 stop
11:20 am - 2:48 pmORD-JAX
2h 28mnonstop
$332United Airlines
Find Deal
Sat, Feb 15 - Sun, Feb 16
10:00 am - 11:45 amJAX-ORD
2h 45mnonstop
11:15 am - 8:05 pmORD-JAX
7h 50m1 stop
$377United Airlines
Find Deal
Mon, Feb 10 - Mon, Feb 17
9:42 am - 7:51 pmJAX-MDW
11h 09m1 stop
$80Frontier
Find Deal
Tue, Apr 8
8:30 am - 10:11 amJAX-ORD
2h 41mnonstop
$99American Airlines
Find Deal
Wed, Feb 26
4:20 pm - 6:00 pmJAX-MDW
2h 40mnonstop
$99Southwest
Find Deal
Thu, Feb 20
6:00 am - 12:17 pmJAX-ORD
7h 17m1 stop
$102JetBlue
Find Deal
Tue, May 6
6:55 am - 3:43 pmJAX-ORD
9h 48m1 stop
$107JetBlue
Find Deal
Sun, Feb 9
7:55 am - 2:00 pmJAX-ORD
7h 05m1 stop
$108Southwest
Find Deal
Tue, Feb 25
6:39 am - 9:42 amJAX-ORD
4h 03m1 stop
$109Delta
Find Deal
Thu, Feb 13
6:39 am - 10:12 amJAX-MDW
4h 33m1 stop
$109Delta
Find Deal
Thu, Feb 13
11:25 am - 1:13 pmJAX-ORD
2h 48mnonstop
$151United Airlines
Find Deal
Wed, Mar 5
11:25 am - 1:13 pmJAX-ORD
2h 48mnonstop
$156United Airlines
Find Deal
Mon, Feb 24
6:55 am - 3:44 pmJAX-ORD
9h 49m1 stop
7:00 am - 2:00 pmORD-JAX
6h 00m1 stop
$505JetBlue
Find Deal
Fri, Jan 24 - Mon, Jan 27
2:10 pm - 2:34 pmJAX-ORD
25h 24m1 stop
6:10 pm - 9:42 pmORD-JAX
2h 32mnonstop
$524United Airlines
Find Deal
Sat, Jan 25 - Sun, Jan 26
9:31 am - 2:15 pmJAX-ORD
29h 44m3 stops
10:47 pm - 7:50 pmORD-JAX
20h 03m1 stop
Sat, Jan 25 - Fri, Jan 31
9:31 am - 9:52 pmJAX-ORD
13h 21m1 stop
10:47 pm - 7:50 pmORD-JAX
20h 03m1 stop
Sat, Jan 25 - Fri, Jan 31
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
5:40 pm - 9:10 pmORD-JAX
2h 30mnonstop
$902American Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
6:00 am - 12:46 pmORD-JAX
5h 46m1 stop
$912American Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
3:15 pm - 8:20 pmJAX-MDW
6h 05m1 stop
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$912Southwest
Find Deal
Sat, Jan 25 - Tue, Jan 28
6:00 am - 2:05 pmJAX-MDW
9h 05m2 stops
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$917Southwest
Find Deal
Sat, Jan 25 - Tue, Jan 28
6:39 am - 11:59 amJAX-MDW
6h 20m1 stop
10:57 am - 4:43 pmMDW-JAX
4h 46m1 stop
$922Delta
Find Deal
Thu, Jan 23 - Mon, Jan 27
11:27 am - 4:21 pmJAX-MDW
5h 54m1 stop
10:57 am - 4:43 pmMDW-JAX
4h 46m1 stop
$1,027Delta
Find Deal
Thu, Jan 23 - Sun, Jan 26
7:40 am - 9:10 amJAX-MDW
2h 30mnonstop
6:20 pm - 9:35 pmMDW-JAX
2h 15mnonstop
$197Southwest
Find Deal
Tue, Apr 1 - Tue, Apr 8
5:42 am - 7:22 amJAX-ORD
2h 40mnonstop
6:38 pm - 10:09 pmORD-JAX
2h 31mnonstop
$297American Airlines
Find Deal
Tue, Mar 18 - Tue, Mar 25
4:20 pm - 6:00 pmJAX-MDW
2h 40mnonstop
9:00 am - 12:15 pmMDW-JAX
2h 15mnonstop
$297Southwest
Find Deal
Thu, Feb 20 - Mon, Feb 24
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
6:35 pm - 10:11 pmORD-JAX
2h 36mnonstop
$307American Airlines
Find Deal
Wed, Feb 12 - Fri, Feb 14
9:40 am - 11:22 amJAX-ORD
2h 42mnonstop
5:40 pm - 9:04 pmORD-JAX
2h 24mnonstop
$317American Airlines
Find Deal
Wed, Feb 12 - Tue, Feb 25
8:00 am - 9:47 amJAX-ORD
2h 47mnonstop
7:45 am - 11:14 amORD-JAX
2h 29mnonstop
$332United Airlines
Find Deal
Sat, Feb 15 - Mon, Feb 24
5:20 pm - 6:50 pmJAX-MDW
2h 30mnonstop
12:45 pm - 4:00 pmMDW-JAX
2h 15mnonstop
$352Southwest
Find Deal
Fri, Feb 28 - Tue, Mar 4
4:33 pm - 6:20 pmJAX-ORD
2h 47mnonstop
7:45 am - 11:14 amORD-JAX
2h 29mnonstop
$377United Airlines
Find Deal
Fri, Feb 14 - Thu, Feb 20
10:00 am - 11:45 amJAX-ORD
2h 45mnonstop
6:06 pm - 9:34 pmORD-JAX
2h 28mnonstop
$387United Airlines
Find Deal
Tue, Feb 11 - Mon, Feb 17
8:00 am - 9:47 amJAX-ORD
2h 47mnonstop
7:45 am - 11:14 amORD-JAX
2h 29mnonstop
$392United Airlines
Find Deal
Sat, Feb 15 - Mon, Feb 17

JetBlue flights from Jacksonville to Chicago

Our best JetBlue deals on Jacksonville to Chicago flight tickets
JetBlue
May 6
JAX6:00 amJacksonville
7h 17m
1 stop
ORD12:17 pmChicago O'Hare Intl
May 14
ORD8:50 amChicago O'Hare Intl
9h 20m
1 stop
JAX7:10 pmJacksonville
JetBlue
Feb 9
JAX6:55 amJacksonville
9h 48m
1 stop
ORD3:43 pmChicago O'Hare Intl
Feb 18
ORD12:45 pmChicago O'Hare Intl
6h 19m
1 stop
JAX8:04 pmJacksonville
JetBlue
Feb 7
JAX6:55 amJacksonville
9h 48m
1 stop
ORD3:43 pmChicago O'Hare Intl
Feb 20
ORD12:45 pmChicago O'Hare Intl
6h 19m
1 stop
JAX8:04 pmJacksonville

Delta flights from Jacksonville to Chicago

Our best Delta deals on Jacksonville to Chicago flight tickets
Delta
Feb 13
JAX6:59 pmJacksonville
5h 50m
1 stop
ORD11:49 pmChicago O'Hare Intl
Feb 25
ORD11:15 amChicago O'Hare Intl
5h 39m
1 stop
JAX5:54 pmJacksonville
Delta
Feb 13
JAX7:36 amJacksonville
11h 11m
1 stop
ORD5:47 pmChicago O'Hare Intl
Feb 26
ORD10:00 amChicago O'Hare Intl
9h 41m
1 stop
JAX8:41 pmJacksonville
Delta
Feb 8
JAX8:30 amJacksonville
12h 25m
1 stop
ORD7:55 pmChicago O'Hare Intl
Feb 19
ORD8:35 amChicago O'Hare Intl
11h 06m
1 stop
JAX8:41 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 May is, on average, the cheapest month to fly to Chicago from Jacksonville, with most prices found around $297. If you’re not able to fly to Chicago in May, then September is your next best option. Flight prices from Jacksonville to Chicago during September average around $298.

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 in the evening. Flights from Jacksonville to Chicago during this time can be as low as $456. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $584.

What is the cheapest Jacksonville to Chicago flight route?

Fly from Jacksonville to Chicago Midway for the best Jacksonville - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Jacksonville when booking 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $350 when searching 13 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Jacksonville for as low as $277 on momondo.

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.

How have Jacksonville to Chicago flight prices changed over time?

As of January 2025, prices for Jacksonville to Chicago flights are approximately 40% 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

$80

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 $80. 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
6.0
3,443 reviews
Search Frontier flights
American AirlinesPriceFrom $183Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,521 reviews
Search Delta flights
United AirlinesPriceFrom $198Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights
SouthwestPriceFrom $267Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
  • Southwest Flights From Jacksonville to Chicago

    Southwest flies from Jacksonville to Chicago around 7 times per week, with 4,662 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Jacksonville to Chicago in the last 72 hours was $267 (round-trip), much lower than the average airfare cost of $436 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, 8,985 ratings). United Airlines flies from Jacksonville to Chicago around 11 times per week, with deals starting from $198 round-trip and rising to an average price of around $378.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

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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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