GNV - CHI

$333 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 9/22. 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

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Everything you should know

Cheapest round-trip
$397
Typical prices: $328-$953
Delta
Wed 9/16Wed 9/23
GNV - ORD • 1 stop
Cheapest one-way
$333
American Airlines
Tue 9/22
GNV - ORD • 1 stop
Top airlines
Cheapest • from $397 (round-trip)
Best reviews • 7.8 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 $455 (round-trip)
Shortest trip • 5h 06m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 14% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Wed, Sep 16 - Wed, Sep 23
Delta Logo
1:26 pm - 8:56 pm
GNV
-
ORD
8h 30m
1 stop
Delta Logo
6:40 am - 3:06 pm
ORD
-
GNV
7h 26m
1 stop
$397Delta
Wed, Sep 16 - Tue, Sep 22
Delta Logo
1:26 pm - 8:56 pm
GNV
-
ORD
8h 30m
1 stop
Delta Logo
5:30 am - 10:31 pm
ORD
-
GNV
16h 01m
1 stop
$397Delta
Wed, Sep 16 - Wed, Sep 23
Delta Logo
4:00 pm - 10:44 pm
GNV
-
MDW
7h 44m
1 stop
Delta Logo
6:05 am - 3:06 pm
MDW
-
GNV
8h 01m
1 stop
$397Delta
Wed, Sep 16 - Tue, Sep 22
Delta Logo
1:26 pm - 10:44 pm
GNV
-
MDW
10h 18m
1 stop
Delta Logo
6:05 am - 3:06 pm
MDW
-
GNV
8h 01m
1 stop
$397Delta
Sat, Sep 19 - Tue, Sep 22
Delta Logo
5:00 pm - 11:59 pm
GNV
-
ORD
7h 59m
1 stop
Delta Logo
1:51 pm - 10:31 pm
ORD
-
GNV
7h 40m
1 stop
$403Delta
Wed, Sep 16 - Sat, Sep 26
Delta Logo
1:26 pm - 11:59 pm
GNV
-
ORD
11h 33m
1 stop
Delta Logo
6:40 am - 12:39 pm
ORD
-
GNV
4h 59m
1 stop
$403Delta
Sat, Sep 19 - Wed, Sep 23
Delta Logo
5:00 pm - 11:59 pm
GNV
-
ORD
7h 59m
1 stop
Delta Logo
5:30 am - 3:06 pm
ORD
-
GNV
8h 36m
1 stop
$403Delta
Tue, Sep 22 - Sat, Sep 26
Delta Logo
4:00 pm - 11:59 pm
GNV
-
ORD
8h 59m
1 stop
Delta Logo
8:05 am - 4:01 pm
ORD
-
GNV
6h 56m
1 stop
$403Delta
Fri, Sep 11 - Wed, Sep 16
American Airlines Logo
6:00 am - 10:50 am
GNV
-
ORD
5h 50m
1 stop
American Airlines Logo
1:19 pm - 9:50 pm
ORD
-
GNV
7h 31m
1 stop
$409American Airlines
Sat, Oct 24 - Sat, Nov 7
American Airlines Logo
9:44 am - 4:05 pm
GNV
-
ORD
7h 21m
1 stop
American Airlines Logo
8:05 am - 4:01 pm
ORD
-
GNV
6h 56m
1 stop
$409American Airlines
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 September.

Flight prices are typical for this route right now.

Flights to Chicago from Gainesville usually cost between $382 and $417 in September.
The lowest price found in the past 5 days was $397 on Delta (Sep 16-Sep 22).

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 August, where tickets cost $400 (return) on average. On the other hand, the most expensive months are January and June, where the average cost of round-trip tickets is $559 and $558 respectively.

Good to know

Low season

January

Cheapest flight

$333
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Gainesville to Chicago O'Hare 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 $333 for a one-way ticket and $397 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?

    oneworld is the only airline alliance operating flights between Gainesville and Chicago.

  • 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 $420 and an overall rating of 7.8, 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.
7.8
DeltaOverall score based on 8486 reviews
7.8Entertainment
8.5Crew
7.2Food
8.1Boarding
7.8Comfort
Airline reviews

It was as good as it could be. Flying is not a pleasant experience these days.

8.0 ExcellentMark, Jun 2026
LAX - ORD
Read more Delta reviews

It was as good as it could be. Flying is not a pleasant experience these days.

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

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

Cramped seating for me. Luckily it wasn’t a long flight

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

The captain was amazing and kept us informed throughout that there would be some rough air. The flight also got delayed but we were able to actually leave on time, which was great.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

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 new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

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

Little warm on the plane and delayed for an hour

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Food was ok, but not as good as I have had before on AA.

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

Information on your arrival and departure airports