JAX - CHI

$111 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 4/21. 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Chicago.
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Everything you should know

Cheapest round-trip
$253
Overall average: $368
Southwest
Tue 4/7Wed 4/8
JAX - ORD • 1 stop
Cheapest non-stop
$253
Typical prices: $323-$397
American Airlines
Tue 4/7Wed 4/8
JAX - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom for comfort.
JAX provides free unlimited Wi-Fi throughout the terminal.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $253 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 50m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 4% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $262 (round-trip)
Shortest trip • 4h 35m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 52% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
Good to know
+1
+1
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+1
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Flight Deals
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Flight Deals

Cheap Flights from Jacksonville to Chicago (JAX-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

Tue, Apr 7 - Wed, Apr 8
Southwest Logo
6:30 am - 12:50 pm
JAX
-
ORD
7h 20m
1 stop
Southwest Logo
2:40 pm - 9:30 pm
ORD
-
JAX
5h 50m
1 stop
$253Southwest
Mon, Apr 27 - Thu, Apr 30
Frontier Logo
6:49 pm - 10:39 pm
JAX
-
ORD
4h 50m
1 stop
Frontier Logo
5:50 am - 5:30 pm
ORD
-
JAX
10h 40m
1 stop
$256Frontier
Thu, Apr 9 - Sat, Apr 11
Frontier Logo
5:28 pm - 10:21 pm
JAX
-
MDW
5h 53m
1 stop
Frontier Logo
6:40 am - 3:37 pm
MDW
-
JAX
7h 57m
1 stop
$256Frontier
Fri, Apr 17 - Mon, Apr 20
Multiple Airlines Logo
12:51 pm - 9:12 pm
JAX
-
ORD
33h 21m
2 stops
Multiple Airlines Logo
11:28 am - 6:04 pm
ORD
-
JAX
5h 36m
1 stop
$257Multiple Airlines
Sat, May 2 - Wed, May 6
Frontier Logo
3:08 pm - 10:14 pm
JAX
-
MDW
8h 06m
1 stop
Frontier Logo
2:20 pm - 5:13 pm
MDW
-
JAX
25h 53m
1 stop
$257Frontier
Tue, Apr 14 - Thu, Apr 16
American Airlines Logo
7:14 pm - 9:15 pm
JAX
-
ORD
3h 01mnonstop
American Airlines Logo
7:53 pm - 11:31 pm
ORD
-
JAX
2h 38mnonstop
$260American Airlines
Fri, Apr 10 - Tue, Apr 14
United Airlines Logo
11:32 am - 1:23 pm
JAX
-
ORD
2h 51mnonstop
United Airlines Logo
10:32 am - 2:09 pm
ORD
-
JAX
2h 37mnonstop
$261United Airlines
Wed, Apr 29 - Wed, Apr 29
American Airlines Logo
5:45 am - 7:49 am
JAX
-
ORD
3h 04mnonstop
American Airlines Logo
2:25 pm - 9:15 pm
ORD
-
JAX
5h 50m
1 stop
$263American Airlines
Thu, Apr 9 - Thu, Apr 16
United Airlines Logo
8:00 am - 9:50 am
JAX
-
ORD
2h 50mnonstop
United Airlines Logo
4:00 pm - 7:34 pm
ORD
-
JAX
2h 34mnonstop
$267United Airlines
Mon, Apr 13 - Mon, Apr 20
Multiple Airlines Logo
10:26 pm - 5:00 pm
JAX
-
ORD
19h 34m
2 stops
Multiple Airlines Logo
11:28 am - 6:04 pm
ORD
-
JAX
5h 36m
1 stop
$268Multiple Airlines
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.

What is the cheapest Jacksonville to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Jacksonville to Chicago costs $270 on the route between Jacksonville (JAX) and Chicago O'Hare Intl Airport (ORD). However, over the past month, flights between Jacksonville (JAX) and Chicago Midway Airport (MDW) were, on average, 4% cheaper than other Jacksonville-Chicago routes. The most popular route is between Jacksonville (JAX) and Chicago O'Hare Intl Airport (ORD).

What’s the cheapest day of the week to fly from Jacksonville to Chicago?

The average price of all round-trip flights from Jacksonville to Chicago clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago on a Thursday and more expensive on a Sunday. On your return trip to Jacksonville, you should consider flying back on a Saturday, and avoid Sundays for better deals.

What is the cheapest month to fly from Jacksonville to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Jacksonville to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Jacksonville to Chicago is September, where tickets cost $287 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $384 and $371 respectively.

Can I save money by flying with a layover from Jacksonville to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $334, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Jacksonville to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Jacksonville to Chicago, you should book around 4 weeks before departure, which saves you about 52% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Expert advice

Expert advice for your flight from Jacksonville to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Marisa Garcia

Marisa Garcia

Expert on JAX

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Good to know

Low seasonJanuary
Cheapest flight$117
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 8% lower on average.
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

  • Where are the art installations at JAX?

    JAX has art installations before and after security as well as in the baggage claim area. It also has several artworks in the Haskell Art Gallery. Located in the center courtyard after security, this gallery showcases art pieces made by local artists.

  • What is the best method of public transportation to JAX from Jacksonville?

    Currently, no bus or train offers transportation services from Jacksonville’s city center to JAX. Only cabs do. If you’d like to travel from Jacksonville’s city center to JAX via public transportation, you’ll have to settle for a cab.

  • Does ORD have an on-site hotel?

    ORD does have an on-site hotel, the Hilton Chicago O’Hare International Airport hotel. Located directly across from terminals 1, 2, and 3, this hotel is a short walking distance from the terminals. As a guest at the Hilton, you’ll have a great time, as it boasts great amenities and superb staff.

  • Where can I shower at ORD?

    In case you want to shower before leaving ORD, visit the Health Club. Located between terminal 2 and the parking garage, this club has super clean showers you can use. You will also have access to a sauna, steam room, jacuzzi, and pool - everything you need to relax before your flight.

  • 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 $111 for a one-way ticket and $253 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?

    When flying out of Jacksonville you will be using Jacksonville. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Jacksonville to Chicago?

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Jacksonville to Chicago flight route.

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

    The Boeing 737-800 is the aircraft model that flies most regularly on the Jacksonville to Chicago flight route.

  • Which airline alliances offer flights from Jacksonville to Chicago?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Jacksonville and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Jacksonville to Chicago?

    There are nonstop flights from Jacksonville to Chicago on a daily basis.

  • Which is the best airline for flights from Jacksonville to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Jacksonville to Chicago are Southwest and Delta. With an average price for the route of $358 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $376 and an overall rating of 7.9.

  • 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.

KAYAK’s top tips for finding a cheap flight from Jacksonville to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $216 or less one-way and $364 or less round-trip.
  • On the day you’re scheduled to fly from Jacksonville International Airport (JAX) to Chicago, you should reach the airport 2 hours ahead of your flight to have enough time to go through the airport’s security checkpoints. Besides being able to go through the airport’s security checkpoints in time for your flight, you’ll also have adequate time to explore the airport.
  • JAX features numerous on-site parking garages. It is also surrounded by several off-site garages. If you intend to leave your car at JAX, you should consider doing so at one of the off-site garages near the airport because these garages are cheaper than the on-site ones. Regardless of the type of garage you choose, you can rest assured of finding your car intact when you return, as both on-site and off-site garages feature effective security.
  • While waiting for your flight to Chicago from JAX, you can enjoy relaxing spa services at Comfort Zone Spa, a highly-reviewed spa with locations pre- and post-security. At either of the locations run by this company, you’ll have a truly relaxing experience with their well-trained professionals and state-of-the-art spa equipment.
  • In Chicago, you will land at either Chicago Midway International Airport (MDW) or O’Hare International Airport (ORD). When booking your flight, consider booking one that lands at MDW. This airport is closer to Chicago and has less passenger traffic than ORD.
  • If you’d like to breastfeed your infant before departing MDW, you can use the airport’s lactation room found in concourse C next to the yoga room. Apart from breastfeeding your baby, you can also change diapers as it features a changing table and a strategically placed bin. The room is also suitable for pumping for later use as it boasts a power outlet you can use to charge your breast pump.

Prefer to fly direct from Jacksonville to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Jacksonville to Chicago.
Find which airlines fly direct from Jacksonville Airport to Chicago, which days they fly and book direct flights.

Direct departures

Jacksonville to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Chicago to Jacksonville

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 5 airlines serving from Jacksonville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Jacksonville to Chicago. 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 Jacksonville to Chicago? 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
SouthwestOverall score based on 4318 reviews
8.0Comfort
7.5Entertainment
8.6Crew
7.0Food
8.1Boarding
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

An entire day of delays. Cost lots of money. Meals and a hotel.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

The seats were comfortable, and the boarding process was pretty smooth.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

There was a fowl odour coming from the lavatory the entire flight

very difficult boarding process - aggressive passengers not the friendliest crew

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

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

Information on your arrival and departure airports

Compare transportation modes for Jacksonville to Chicago

Transportation modeAverage priceAverage duration
Flights$8932h 50m
Trains$55335h 16m