CHI - GNV

$328 Find Cheap Flights from Chicago to Gainesville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Gainesville departing on 5/28. 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 Gainesville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Gainesville, 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 Gainesville, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$399
Delta
Sat 6/13Sat 6/20
MDW - GNV • 1 stop
Cheapest one-way
$328
Delta
Thu 5/28
MDW - GNV • 1 stop
Top airlines
Cheapest • from $399 (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 Chicago and Gainesville. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $407 (round-trip)
Shortest trip • 4h 38m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 61% 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 Gainesville!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Gainesville (CHI-GNV)

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

Sat, Jun 13 - Sat, Jun 20
Delta Logo
6:00 am - 12:25 pm
MDW
-
GNV
5h 25m
1 stop
Delta Logo
5:36 pm - 10:17 pm
GNV
-
MDW
5h 41m
1 stop
$399Delta
Sat, Jun 6 - Wed, Jun 17
Delta Logo
3:00 pm - 10:44 pm
ORD
-
GNV
6h 44m
1 stop
Delta Logo
6:33 am - 10:13 am
GNV
-
ORD
4h 40m
1 stop
$399Delta
Fri, Jun 5 - Sat, Jun 20
Delta Logo
8:10 am - 2:55 pm
ORD
-
GNV
5h 45m
1 stop
Delta Logo
5:36 pm - 12:04 am
GNV
-
ORD
7h 28m
1 stop
$423Delta
Thu, Jul 2 - Mon, Jul 6
Delta Logo
6:00 am - 12:25 pm
MDW
-
GNV
5h 25m
1 stop
Delta Logo
7:04 pm - 10:17 pm
GNV
-
MDW
4h 13m
1 stop
$447Delta
Fri, Jun 19 - Mon, Jun 22
Delta Logo
6:35 am - 12:25 pm
ORD
-
GNV
4h 50m
1 stop
Delta Logo
1:11 pm - 5:04 pm
GNV
-
ORD
4h 53m
1 stop
$447Delta
Thu, Jun 11 - Sat, Jun 13
Delta Logo
12:45 pm - 6:18 pm
MDW
-
GNV
4h 33m
1 stop
Delta Logo
5:36 pm - 10:17 pm
GNV
-
MDW
5h 41m
1 stop
$449Delta
Mon, Jun 8 - Tue, Jun 16
Delta Logo
5:30 am - 12:25 pm
ORD
-
GNV
5h 55m
1 stop
Delta Logo
3:47 pm - 8:32 pm
GNV
-
ORD
5h 45m
1 stop
$449Delta
Wed, May 27 - Fri, May 29
Delta Logo
8:10 am - 2:55 pm
ORD
-
GNV
5h 45m
1 stop
Delta Logo
7:05 pm - 9:43 am
GNV
-
ORD
15h 38m
1 stop
$454Delta
Wed, May 13 - Tue, May 19
Delta Logo
12:53 pm - 6:18 pm
MDW
-
GNV
4h 25m
1 stop
Delta Logo
1:11 pm - 4:12 pm
GNV
-
MDW
4h 01m
1 stop
$455Delta
Wed, May 13 - Mon, May 18
Delta Logo
8:10 am - 2:55 pm
ORD
-
GNV
5h 45m
1 stop
Delta Logo
6:38 am - 10:16 am
GNV
-
ORD
4h 38m
1 stop
$455Delta
Booking Insights

KAYAK's insights & trends for Chicago to Gainesville flights

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

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Gainesville, 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 Chicago to Gainesville is June, where tickets cost $148 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $916 and $517 respectively.

Good to know

Low seasonNovember
Cheapest flight$328
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Chicago Midway Airport to Gainesville

When to book flights from Chicago to Gainesville

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

  • What is the cheapest flight from Chicago to Gainesville?

    In the last 3 days, the lowest price for a flight from Chicago to Gainesville was $328 for a one-way ticket and $399 for a round-trip.

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

    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 Chicago to Gainesville?

    Chicago is served by 2 major airports and there is only 1 main airport in Gainesville. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Gainesville Regional.

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

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

  • Which airline alliances offer flights from Chicago to Gainesville?

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Gainesville are Delta and American Airlines. With an average price for the route of $430 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 $518 and an overall rating of 7.1.

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

    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 to Gainesville.

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

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

    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 Gainesville with an airline and back to Chicago with another airline.

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

    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 Gainesville from Chicago 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 Chicago to Gainesville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Gainesville. 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 Chicago to Gainesville? 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 8463 reviews
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
7.9Comfort
Airline reviews

Very easy to use and convenient, you can perform any action within the same portal

10.0 ExcellentMurat, Apr 2026
ORD - LGA
Read more Delta reviews

Very easy to use and convenient, you can perform any action within the same portal

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

Okay considering we had weather delays which the Pilot notified us of immediately!

N Everything was perfect from boarding to assistance to baggage in Tampa

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

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

Information on your arrival and departure airports