OAJ - CHI

$173 Find Cheap Flights from Jacksonville to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jacksonville to Chicago departing on 6/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Chicago, as well as popular online travel agencies
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41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$345
American Airlines
Sat 5/23Mon 5/25
OAJ - ORD • 1 stop
Cheapest one-way
$173
Delta
Mon 6/8
OAJ - ORD • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Jacksonville and Chicago. You'll need at least 1 connection.
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Top layover airports
Atlanta (ATL)
Cheapest • Avg $393 (round-trip)
Charlotte (CLT)
Shortest trip • 4h 43m (one-way)
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Jacksonville to Chicago (OAJ-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jacksonville to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jacksonville to Chicago

Sat, May 23 - Mon, May 25
American Airlines Logo
6:11 pm - 11:59 pm
OAJ
-
ORD
6h 48m
1 stop
American Airlines Logo
5:10 am - 12:49 pm
ORD
-
OAJ
6h 39m
1 stop
$345American Airlines
Thu, Jun 11 - Tue, Jun 16
American Airlines Logo
5:00 am - 9:02 am
OAJ
-
ORD
5h 02m
1 stop
American Airlines Logo
5:34 pm - 11:56 pm
ORD
-
OAJ
5h 22m
1 stop
$367American Airlines
Tue, Sep 29 - Sun, Oct 4
Delta Logo
5:40 am - 9:50 am
OAJ
-
MDW
5h 10m
1 stop
Delta Logo
6:00 am - 11:15 am
MDW
-
OAJ
4h 15m
1 stop
$367Delta
Tue, Jul 7 - Tue, Jul 14
Delta Logo
6:44 pm - 10:15 pm
OAJ
-
MDW
4h 31m
1 stop
Delta Logo
6:00 am - 11:19 am
MDW
-
OAJ
4h 19m
1 stop
$379Delta
Tue, May 12 - Tue, May 26
Delta Logo
4:07 pm - 8:26 pm
OAJ
-
ORD
5h 19m
1 stop
Delta Logo
8:10 am - 3:27 pm
ORD
-
OAJ
6h 17m
1 stop
$396Delta
Thu, Jun 11 - Tue, Jun 16
Delta Logo
12:06 pm - 5:04 pm
OAJ
-
ORD
5h 58m
1 stop
Delta Logo
9:48 am - 6:00 pm
ORD
-
OAJ
7h 12m
1 stop
$398Delta
Fri, Jun 19 - Fri, Jun 26
Delta Logo
6:40 pm - 11:59 pm
OAJ
-
ORD
6h 19m
1 stop
Delta Logo
5:30 am - 11:21 am
ORD
-
OAJ
4h 51m
1 stop
$417Delta
Sun, Jul 5 - Mon, Jul 20
Delta Logo
6:40 pm - 10:17 pm
OAJ
-
MDW
4h 37m
1 stop
Delta Logo
12:41 pm - 6:04 pm
MDW
-
OAJ
4h 23m
1 stop
$417Delta
Fri, May 22 - Mon, May 25
Delta Logo
4:07 pm - 9:53 pm
OAJ
-
ORD
6h 46m
1 stop
Delta Logo
5:30 am - 11:06 am
ORD
-
OAJ
4h 36m
1 stop
$423Delta
Fri, Jun 19 - Mon, Jun 22
Delta Logo
6:40 pm - 11:59 pm
OAJ
-
ORD
6h 19m
1 stop
Delta Logo
9:48 am - 6:00 pm
ORD
-
OAJ
7h 12m
1 stop
$468Delta
Booking Insights

KAYAK's insights & trends for Jacksonville to Chicago flights

Get data-powered insights and trends into flights from Jacksonville to Chicago to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Jacksonville to Chicago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Jacksonville to Chicago were found on American Airlines ($345) and Delta ($367).

Find deals

Good to know

Cheapest flight$173
Flight from Jacksonville to Chicago O'Hare Airport

When to book flights from Jacksonville to Chicago

Are your dates flexible? Find out the best times to travel from Jacksonville to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Jacksonville to Chicago

  • What is the cheapest flight from Jacksonville to Chicago?

    In the last 3 days, the lowest price for a flight from Jacksonville to Chicago was $173 for a one-way ticket and $345 for a round-trip.

  • Do I need a passport to fly between Jacksonville and Chicago?

    A passport is not required to fly from Jacksonville to Chicago.

  • Which airports will I be using when flying from Jacksonville to Chicago?

    On your way to Chicago, you’ll fly out from Jacksonville Albert J Ellis. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Jacksonville to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Jacksonville to Chicago?

    oneworld is the only airline alliance operating flights between Jacksonville and Chicago.

  • How does KAYAK find such low prices on flights from Jacksonville to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Jacksonville to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jacksonville to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Jacksonville is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Jacksonville to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Jacksonville with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jacksonville to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Jacksonville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Jacksonville to Chicago

Information on your arrival and departure airports

Jacksonville (OAJ)