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MDW - OAJ

$258 Find cheap flights from Chicago Midway Airport to Jacksonville

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Jacksonville departing on 7/5. 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
0 bags
qua 6/12
qua 6/19

Search hundreds of travel sites at once for deals on flights to Jacksonville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jacksonville, 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 Chicago to Jacksonville, as well as popular online travel agencies
In the last 7 days travelers have searched 41,771,603 times on KAYAK, and here is why:

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Cheap flight deals from Midway to Jacksonville (MDW-OAJ)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Jacksonville 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 and deals for you by selecting your travel dates.
Choose your dates
6:00 am - 12:29 pmMDW-OAJ
5h 29m1 stop
1:14 pm - 6:05 pmOAJ-MDW
5h 51m1 stop
$258Delta
Find Deal
sex, jul 5 - qua, jul 10
6:00 am - 12:29 pmMDW-OAJ
5h 29m1 stop
5:44 am - 9:36 amOAJ-MDW
4h 52m1 stop
$318Delta
Find Deal
sáb, jul 6 - qui, jul 11
3:45 pm - 10:54 pmMDW-OAJ
6h 09m1 stop
5:44 am - 2:54 pmOAJ-MDW
10h 10m1 stop
$337Delta
Find Deal
qui, jul 4 - ter, jul 9
3:45 pm - 10:54 pmMDW-OAJ
6h 09m1 stop
1:14 pm - 9:14 amOAJ-MDW
21h 00m1 stop
$362Delta
Find Deal
qui, jul 4 - seg, jul 8
3:45 pm - 10:54 pmMDW-OAJ
6h 09m1 stop
5:44 am - 5:05 pmOAJ-MDW
12h 21m2 stops
$367Delta
Find Deal
qui, jul 4 - sáb, jul 13
10:41 am - 10:54 pmMDW-OAJ
11h 13m1 stop
1:14 pm - 6:05 pmOAJ-MDW
5h 51m1 stop
$369Delta
Find Deal
qua, jul 3 - qua, jul 10
6:00 am - 10:54 pmMDW-OAJ
15h 54m1 stop
1:14 pm - 6:05 pmOAJ-MDW
5h 51m1 stop
$389Delta
Find Deal
sáb, jul 6 - qua, jul 10
3:45 pm - 10:54 pmMDW-OAJ
6h 09m1 stop
5:44 am - 2:54 pmOAJ-MDW
10h 10m1 stop
$391Delta
Find Deal
qui, jul 4 - sáb, jul 13
10:41 am - 10:54 pmMDW-OAJ
11h 13m1 stop
5:44 am - 9:14 amOAJ-MDW
4h 30m1 stop
$394Delta
Find Deal
qua, jul 3 - qui, jul 11
10:41 am - 10:54 pmMDW-OAJ
11h 13m1 stop
5:44 am - 6:05 pmOAJ-MDW
13h 21m1 stop
$406Delta
Find Deal
qua, jul 3 - ter, jul 9

Good to know

Cheapest flight

$258
Flight from Chicago Midway Airport to Jacksonville

When to book flights from Midway to Jacksonville

Are your dates flexible? Find out the best times to travel from Midway to Jacksonville 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 Chicago Midway Airport to Jacksonville flights

  • What is the cheapest flight from Chicago Midway Airport to Jacksonville, North Carolina?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Jacksonville, North Carolina was $299 for a one-way ticket and $258 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

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

  • Which airline alliances offer flights from Chicago Midway Airport to Jacksonville?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Jacksonville.

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

    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 Chicago Midway Airport to Jacksonville.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Jacksonville from Chicago Midway Airport 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 Chicago Midway Airport to Jacksonville?

    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 Jacksonville with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and OAJ can sometimes prove cheaper using this method.

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

    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 Jacksonville from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Midway to Jacksonville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Jacksonville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Jacksonville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10736 reviews
8.6Crew
8.0Entertainment
7.4Food
8.2Boarding
7.9Comfort
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Book cheap flights from Chicago to Jacksonville

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Jacksonville found on KAYAK in the last 72 hours.
5/25sáb
1 stopDelta
6h 47mMDW-OAJ
$299
5/25sáb
2 stopsDelta
10h 33mMDW-OAJ
$304

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Chicago Midway Airport - Jacksonville Flights

Departure:

Chicago Midway Airport (undefined)United States

Destination:

Jacksonville (OAJ)United States

Return flight deals:

Jacksonville - Chicago Midway Airport

Cabin classes: