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 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 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Bundle and saveSave money when you bundle your flight + hotel.

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Everything you should know

Cheapest round-trip
$369
Delta
Sat 5/16Sat 5/23
MDW - GNV • 1 stop
Cheapest one-way
$328
Delta
Tue 4/21
MDW - GNV • 1 stop
Top airlines
Cheapest • from $369 (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 $420 (round-trip)
Shortest trip • 4h 35m (one-way)
Insights
Insights
Insights
Insights
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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, May 16 - Sat, May 23
Delta Logo
6:23 am - 12:22 pm
MDW
-
GNV
4h 59m
1 stop
Delta Logo
10:11 am - 4:12 pm
GNV
-
MDW
7h 01m
1 stop
$369Delta
Sat, Apr 11 - Sat, Apr 18
American Airlines Logo
8:39 am - 5:17 pm
ORD
-
GNV
7h 38m
1 stop
American Airlines Logo
6:30 am - 10:14 am
GNV
-
ORD
4h 44m
1 stop
$369American Airlines
Wed, Apr 22 - Sat, Apr 25
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
Delta Logo
5:30 pm - 10:28 pm
GNV
-
MDW
5h 58m
1 stop
$389Delta
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
11:15 am - 6:23 pm
ORD
-
GNV
6h 08m
1 stop
American Airlines Logo
6:49 pm - 11:54 pm
GNV
-
ORD
6h 05m
1 stop
$408American Airlines
Thu, May 28 - Sat, May 30
Delta Logo
6:23 am - 12:22 pm
MDW
-
GNV
4h 59m
1 stop
Delta Logo
10:13 am - 4:12 pm
GNV
-
MDW
6h 59m
1 stop
$428Delta
Thu, Jul 30 - Sat, Aug 1
Delta Logo
9:30 am - 4:06 pm
ORD
-
GNV
5h 36m
1 stop
Delta Logo
6:00 am - 12:09 pm
GNV
-
ORD
7h 09m
1 stop
$428Delta
Fri, Apr 3 - Wed, Apr 8
Delta Logo
10:45 am - 4:08 pm
MDW
-
GNV
4h 23m
1 stop
Delta Logo
7:00 pm - 10:31 pm
GNV
-
MDW
4h 31m
1 stop
$447Delta
Sat, Apr 4 - Tue, Apr 7
Delta Logo
11:25 am - 4:49 pm
ORD
-
GNV
4h 24m
1 stop
Delta Logo
4:59 pm - 9:10 pm
GNV
-
ORD
5h 11m
1 stop
$447Delta
Sat, Apr 11 - Sat, Apr 18
Delta Logo
5:30 am - 12:47 pm
ORD
-
GNV
6h 17m
1 stop
Delta Logo
2:02 pm - 8:16 pm
GNV
-
ORD
7h 14m
1 stop
$454Delta
Tue, Mar 31 - Tue, Apr 7
American Airlines Logo
1:39 pm - 9:28 pm
ORD
-
GNV
6h 49m
1 stop
American Airlines Logo
5:14 pm - 11:48 pm
GNV
-
ORD
7h 34m
1 stop
$461American Airlines
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.

Which airlines provide the cheapest flights from Chicago to Gainesville?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Gainesville were found on Delta ($369) and American Airlines ($369).

Good to know

Low seasonNovember
Cheapest flight$328
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 13% 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 $369 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 $426 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 8293 reviews
8.5Crew
7.9Comfort
8.1Boarding
7.8Entertainment
7.2Food
Airline reviews

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

4.0 OkayAnonymous, Mar 2026
ORD - ATL
Read more Delta reviews

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

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

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

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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

Information on your arrival and departure airports