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Cheap flights from Chicago Midway Airport to Jacksonville from $281

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 4/27. 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 Chicago Midway Airport to Jacksonville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 11:18 am
MDW
-
OAJ
4h 18m
1 stop
Delta Logo
6:49 pm - 10:28 pm
OAJ
-
MDW
4h 39m
1 stop
$281Delta
Mo, Apr 27 - Do, Apr 30
Delta Logo
6:00 am - 11:18 am
MDW
-
OAJ
4h 18m
1 stop
Delta Logo
12:05 pm - 4:26 pm
OAJ
-
MDW
5h 21m
1 stop
$351Delta
Mo, Mai 4 - Mi, Mai 6
Delta Logo
6:00 am - 1:40 pm
MDW
-
OAJ
6h 40m
1 stop
Delta Logo
5:40 am - 9:51 am
OAJ
-
MDW
5h 11m
1 stop
$489Delta
Fr, Jun 19 - So, Jun 21
Delta Logo
6:00 am - 11:12 am
MDW
-
OAJ
4h 12m
1 stop
Delta Logo
6:51 pm - 10:31 pm
OAJ
-
MDW
4h 40m
1 stop
$507Delta
Do, Mrz 19 - Mo, Mrz 23
Delta Logo
6:00 am - 1:40 pm
MDW
-
OAJ
6h 40m
1 stop
Delta Logo
6:51 pm - 10:31 pm
OAJ
-
MDW
4h 40m
1 stop
$562Delta
Do, Mrz 19 - So, Mrz 22
Delta Logo
12:51 pm - 6:46 pm
MDW
-
OAJ
4h 55m
1 stop
Delta Logo
4:07 pm - 9:09 pm
OAJ
-
MDW
6h 02m
1 stop
$664Delta
Do, Mai 21 - So, Mai 24
Delta Logo
6:00 am - 1:40 pm
MDW
-
OAJ
6h 40m
1 stop
Delta Logo
4:40 pm - 10:31 pm
OAJ
-
MDW
6h 51m
1 stop
$692Delta
Mo, Mrz 30 - Sa, Apr 4
Delta Logo
6:00 am - 11:12 am
MDW
-
OAJ
4h 12m
1 stop
Delta Logo
6:51 pm - 10:31 pm
OAJ
-
MDW
4h 40m
1 stop
$828Delta
Do, Mrz 26 - Fr, Apr 3
Delta Logo
10:45 am - 6:08 pm
MDW
-
OAJ
6h 23m
1 stop
Delta Logo
6:51 pm - 10:31 pm
OAJ
-
MDW
4h 40m
1 stop
$864Delta
Fr, Mrz 20 - So, Mrz 22
Delta Logo
5:21 pm - 10:51 pm
MDW
-
OAJ
4h 30m
1 stop
Delta Logo
5:40 am - 12:43 pm
OAJ
-
MDW
8h 03m
2 stops
$909Delta
Mo, Mai 4 - Mi, Mai 6

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
Apr 27
MDW6:00 amChicago Midway
4h 18m
1 stop
OAJ11:18 amJacksonville Albert J Ellis
Apr 30
OAJ6:49 pmJacksonville Albert J Ellis
4h 39m
1 stop
MDW10:28 pmChicago Midway
$281
Delta
Apr 17
MDW6:00 amChicago Midway
6h 40m
1 stop
OAJ1:40 pmJacksonville Albert J Ellis
Apr 20
OAJ6:49 pmJacksonville Albert J Ellis
4h 39m
1 stop
MDW10:28 pmChicago Midway
$351
Delta
Jun 19
MDW6:00 amChicago Midway
6h 40m
1 stop
OAJ1:40 pmJacksonville Albert J Ellis
Jun 21
OAJ5:40 amJacksonville Albert J Ellis
5h 11m
1 stop
MDW9:51 amChicago Midway
$489

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 März 9, 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

Mo 4/27

6:00 am-11:18 am

1 stop4h 18m

Jacksonville Albert J Ellis

Do 4/30

6:49 pm-10:28 pm

1 stop4h 39m

$281

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Mo 5/4

6:00 am-11:18 am

1 stop4h 18m

Jacksonville Albert J Ellis

Mi 5/6

12:05 pm-4:26 pm

1 stop5h 21m

$351

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Fr 6/19

6:00 am-1:40 pm

1 stop6h 40m

Jacksonville Albert J Ellis

So 6/21

5:40 am-9:51 am

1 stop5h 11m

$489
Quickest round-trip

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Do 3/19

6:00 am-11:12 am

1 stop4h 12m

Jacksonville Albert J Ellis

Mo 3/23

6:51 pm-10:31 pm

1 stop4h 40m

$507

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Do 3/19

6:00 am-1:40 pm

1 stop6h 40m

Jacksonville Albert J Ellis

So 3/22

6:51 pm-10:31 pm

1 stop4h 40m

$562

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Do 5/21

12:51 pm-6:46 pm

1 stop4h 55m

Jacksonville Albert J Ellis

So 5/24

4:07 pm-9:09 pm

1 stop6h 02m

$664

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Mo 3/30

6:00 am-1:40 pm

1 stop6h 40m

Jacksonville Albert J Ellis

Sa 4/4

4:40 pm-10:31 pm

1 stop6h 51m

$692

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Do 3/26

6:00 am-11:12 am

1 stop4h 12m

Jacksonville Albert J Ellis

Fr 4/3

6:51 pm-10:31 pm

1 stop4h 40m

$828

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Fr 3/20

10:45 am-6:08 pm

1 stop6h 23m

Jacksonville Albert J Ellis

So 3/22

6:51 pm-10:31 pm

1 stop4h 40m

$864

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Mo 5/4

5:21 pm-10:51 pm

1 stop4h 30m

Jacksonville Albert J Ellis

Mi 5/6

5:40 am-12:43 pm

2 stops8h 03m

$909

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
1
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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 18m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jacksonville, North Carolina takes 4h 18m
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

  • 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 18m, 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.

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