GNV - CHI

$328 Find Cheap Flights from Gainesville to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Gainesville to Chicago departing on 7/15. 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 Gainesville 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 Gainesville to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$410
American Airlines
Sat 7/11Mon 7/13
GNV - ORD • 1 stop
Cheapest one-way
$328
Delta
Wed 7/15
GNV - MDW • 1 stop
Top airlines
Cheapest • from $410 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Gainesville and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $441 (round-trip)
Shortest trip • 5h 01m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 37% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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 Gainesville to Chicago (GNV-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Gainesville 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 Gainesville to Chicago

Sat, Jul 11 - Mon, Jul 13
American Airlines Logo
9:48 am - 4:46 pm
GNV
-
ORD
7h 58m
1 stop
American Airlines Logo
5:07 am - 1:20 pm
ORD
-
GNV
7h 13m
1 stop
$410American Airlines
Sat, Jul 25 - Wed, Jul 29
Delta Logo
5:33 pm - 10:15 pm
GNV
-
MDW
5h 42m
1 stop
Delta Logo
5:10 pm - 10:37 pm
MDW
-
GNV
4h 27m
1 stop
$417Delta
Sat, Jul 25 - Tue, Jul 28
Delta Logo
1:08 pm - 6:46 pm
GNV
-
ORD
6h 38m
1 stop
Delta Logo
6:35 am - 12:23 pm
ORD
-
GNV
4h 48m
1 stop
$417Delta
Mon, Jul 20 - Thu, Jul 30
American Airlines Logo
7:32 pm - 12:01 am
GNV
-
ORD
5h 29m
1 stop
American Airlines Logo
2:30 pm - 11:59 pm
ORD
-
GNV
8h 29m
1 stop
$421American Airlines
Fri, Oct 16 - Tue, Oct 20
Delta Logo
6:00 am - 9:52 am
GNV
-
MDW
4h 52m
1 stop
Delta Logo
5:25 pm - 10:27 pm
MDW
-
GNV
4h 02m
1 stop
$428Delta
Fri, Oct 16 - Tue, Oct 20
Delta Logo
6:00 am - 10:07 am
GNV
-
ORD
5h 07m
1 stop
Delta Logo
3:35 pm - 10:27 pm
ORD
-
GNV
5h 52m
1 stop
$428Delta
Sun, Jul 26 - Sat, Aug 1
Delta Logo
7:01 pm - 10:15 pm
GNV
-
MDW
4h 14m
1 stop
Delta Logo
6:00 am - 12:23 pm
MDW
-
GNV
5h 23m
1 stop
$432Delta
Sat, Oct 3 - Sun, Oct 4
Delta Logo
1:24 pm - 6:45 pm
GNV
-
ORD
6h 21m
1 stop
Delta Logo
5:30 am - 12:39 pm
ORD
-
GNV
6h 09m
1 stop
$432Delta
Mon, Jul 20 - Thu, Jul 30
Delta Logo
7:01 pm - 10:15 pm
GNV
-
MDW
4h 14m
1 stop
Delta Logo
5:10 pm - 10:37 pm
MDW
-
GNV
4h 27m
1 stop
$439Delta
Fri, Jul 31 - Wed, Aug 5
Delta Logo
10:17 am - 4:15 pm
GNV
-
MDW
6h 58m
1 stop
Delta Logo
6:05 am - 12:23 pm
MDW
-
GNV
5h 18m
1 stop
$442Delta
Booking Insights

KAYAK's insights & trends for Gainesville to Chicago flights

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

How much is a round-trip flight from Gainesville to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Gainesville to Chicago departing in July.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Gainesville 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 Gainesville to Chicago is November, where tickets cost $248 (return) on average. On the other hand, the most expensive months are July and January, where the average cost of round-trip tickets is $830 and $559 respectively.

Good to know

Low seasonJanuary
Cheapest flight$328
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Gainesville to Chicago Midway Airport

When to book flights from Gainesville to Chicago

Are your dates flexible? Find out the best times to travel from Gainesville 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 Gainesville to Chicago

  • What is the cheapest flight from Gainesville to Chicago?

    In the last 5 days, the lowest price for a flight from Gainesville to Chicago was $328 for a one-way ticket and $410 for a round-trip.

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

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

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

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

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

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

  • Which airline alliances offer flights from Gainesville to Chicago?

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

  • Which is the best airline for flights from Gainesville to Chicago, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Gainesville to Chicago are Delta and American Airlines. With an average price for the route of $402 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $414 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Gainesville 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 Gainesville to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Gainesville 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 Gainesville 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 Gainesville with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Gainesville 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 Gainesville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Gainesville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Gainesville 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 Gainesville 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.
7.9
DeltaOverall score based on 8405 reviews
7.2Food
7.8Entertainment
8.1Boarding
7.8Comfort
8.5Crew
Airline reviews

Five hour delays every hour, I wish it were all at once

2.0 MediocreAnonymous, Jun 2026
MCO - LGA
Read more Delta reviews

Five hour delays every hour, I wish it were all at once

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Aside from a completely packed plane, I really have no complaints.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

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

Information on your arrival and departure airports