Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Jacksonville from $389

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Jacksonville departing on 9/12. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Jacksonville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:05 am - 11:15 am
MDW
-
OAJ
4h 10m
1 stop
Delta Logo
4:15 pm - 10:44 pm
OAJ
-
MDW
7h 29m
1 stop
$389Delta
Sat, Sep 12 - Sat, Sep 19
Delta Logo
4:30 pm - 10:22 pm
MDW
-
OAJ
4h 52m
1 stop
Delta Logo
6:00 am - 12:39 pm
OAJ
-
MDW
7h 39m
2 stops
$394Delta
Sat, Sep 12 - Sat, Sep 19
Delta Logo
9:59 am - 10:22 pm
MDW
-
OAJ
11h 23m
2 stops
Delta Logo
6:00 am - 1:20 pm
OAJ
-
MDW
8h 20m
2 stops
$399Delta
Sat, Sep 12 - Sat, Sep 19
Delta Logo
6:05 am - 11:30 am
MDW
-
OAJ
4h 25m
1 stop
Delta Logo
6:00 am - 10:10 am
OAJ
-
MDW
5h 10m
1 stop
$423Delta
Wed, Sep 2 - Sun, Sep 6
Delta Logo
6:05 am - 11:30 am
MDW
-
OAJ
4h 25m
1 stop
Delta Logo
6:00 am - 3:57 pm
OAJ
-
MDW
10h 57m
2 stops
$428Delta
Wed, Sep 2 - Sun, Sep 6
Delta Logo
6:11 am - 11:30 am
MDW
-
OAJ
4h 19m
1 stop
Delta Logo
6:00 am - 9:59 am
OAJ
-
MDW
4h 59m
1 stop
$433Delta
Sat, Aug 29 - Mon, Sep 7
Delta Logo
6:05 am - 11:30 am
MDW
-
OAJ
4h 25m
1 stop
Delta Logo
6:00 am - 9:59 am
OAJ
-
MDW
4h 59m
1 stop
$437Delta
Fri, Sep 4 - Mon, Sep 7
Delta Logo
1:25 pm - 10:29 pm
MDW
-
OAJ
8h 04m
2 stops
Delta Logo
6:00 am - 9:59 am
OAJ
-
MDW
4h 59m
1 stop
$438Delta
Sat, Aug 29 - Mon, Sep 7
Delta Logo
6:05 am - 11:15 am
MDW
-
OAJ
4h 10m
1 stop
Delta Logo
6:34 pm - 10:44 pm
OAJ
-
MDW
5h 10m
1 stop
$457Delta
Sun, Sep 13 - Sun, Sep 20
Delta Logo
6:05 am - 11:15 am
MDW
-
OAJ
4h 10m
1 stop
Delta Logo
6:00 am - 12:39 pm
OAJ
-
MDW
7h 39m
2 stops
$462Delta
Sun, Sep 13 - Sun, Sep 20

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.
Search flight deals

Delta flights from Chicago Midway Airport to Jacksonville, North Carolina

Our best Delta deals on Chicago Midway Airport to Jacksonville, North Carolina flight tickets
Delta
Sep 12
MDW6:05 amChicago Midway
4h 10m
1 stop
OAJ11:15 amJacksonville Albert J Ellis
Sep 19
OAJ4:15 pmJacksonville Albert J Ellis
7h 29m
1 stop
MDW10:44 pmChicago Midway
$389
Delta
Sep 12
MDW4:30 pmChicago Midway
4h 52m
1 stop
OAJ10:22 pmJacksonville Albert J Ellis
Sep 19
OAJ6:00 amJacksonville Albert J Ellis
7h 39m
2 stops
MDW12:39 pmChicago Midway
$394
Delta
Sep 12
MDW9:59 amChicago Midway
11h 23m
2 stops
OAJ10:22 pmJacksonville Albert J Ellis
Sep 19
OAJ6:00 amJacksonville Albert J Ellis
8h 20m
2 stops
MDW1:20 pmChicago Midway
$399

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Jacksonville, North Carolina that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 2, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Jacksonville, North Carolina that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sat 9/12

6:05 am-11:15 am

1 stop4h 10m

Jacksonville Albert J Ellis

Sat 9/19

4:15 pm-10:44 pm

1 stop7h 29m

$389

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sat 9/12

4:30 pm-10:22 pm

1 stop4h 52m

Jacksonville Albert J Ellis

Sat 9/19

6:00 am-12:39 pm

2 stops7h 39m

$394

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sat 9/12

9:59 am-10:22 pm

2 stops11h 23m

Jacksonville Albert J Ellis

Sat 9/19

6:00 am-1:20 pm

2 stops8h 20m

$399

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Wed 9/2

6:05 am-11:30 am

1 stop4h 25m

Jacksonville Albert J Ellis

Sun 9/6

6:00 am-10:10 am

1 stop5h 10m

$423

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Wed 9/2

6:05 am-11:30 am

1 stop4h 25m

Jacksonville Albert J Ellis

Sun 9/6

6:00 am-3:57 pm

2 stops10h 57m

$428
Quickest round-trip

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sat 8/29

6:11 am-11:30 am

1 stop4h 19m

Jacksonville Albert J Ellis

Mon 9/7

6:00 am-9:59 am

1 stop4h 59m

$433

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Fri 9/4

6:05 am-11:30 am

1 stop4h 25m

Jacksonville Albert J Ellis

Mon 9/7

6:00 am-9:59 am

1 stop4h 59m

$437

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sat 8/29

1:25 pm-10:29 pm

2 stops8h 04m

Jacksonville Albert J Ellis

Mon 9/7

6:00 am-9:59 am

1 stop4h 59m

$438

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sun 9/13

6:05 am-11:15 am

1 stop4h 10m

Jacksonville Albert J Ellis

Sun 9/20

6:34 pm-10:44 pm

1 stop5h 10m

$457

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sun 9/13

6:05 am-11:15 am

1 stop4h 10m

Jacksonville Albert J Ellis

Sun 9/20

6:00 am-12:39 pm

2 stops7h 39m

$462

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

See travel insights to Jacksonville from

How to get the cheapest flight ticket from Chicago Midway Airport to Jacksonville, North Carolina

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 airline that flies from Chicago Midway to Jacksonville Albert J Ellis?

Delta is the most popular carrier operating from Chicago Midway to Jacksonville Albert J Ellis

When to book flights from Chicago Midway Airport to Jacksonville, North Carolina

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

Cheap Chicago Midway Airport to Jacksonville, North Carolina (MDW to OAJ) flight deals and tips

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

Fastest flight time

4h 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jacksonville, North Carolina takes 4h 10m
There are no direct flights from Chicago Midway Airport to Jacksonville, North Carolina. There are no popular flight routes from Chicago Midway Airport to Jacksonville, North Carolina.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Jacksonville, North Carolina

  • How far is Chicago Midway to Jacksonville Albert J Ellis by plane?

    There are 739.6 mi between Chicago Midway and Jacksonville Albert J Ellis. Flights usually cover this in 4h 10m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Jacksonville Albert J Ellis Airport?

    Prices for flights from Chicago Midway Airport to Jacksonville Albert J Ellis Airport refresh daily.

  • How old do you have to be to fly from Chicago Midway Airport to Jacksonville Albert J Ellis 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 Midway Airport to Jacksonville Albert J Ellis Airport.

  • What documentation or ID do you need to fly to Jacksonville Albert J Ellis Airport?

    The travel and health documents required for your trip to Jacksonville Albert J Ellis Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Jacksonville Albert J Ellis Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Jacksonville?

Book flights to Jacksonville if you plan to visit one of these locations
North Topsail Beach

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?

Once all potential Chicago to Jacksonville flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Jacksonville, momondo offers a useful price alert feature which will track prices for flights to Jacksonville from Chicago and alert you when they change.

An easier way to manage your Jacksonville, North Carolina 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 9/1
Tue 9/8
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States