GNV - CHI

$294 Find Cheap Flights from Gainesville 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 Gainesville to Chicago departing on 5/4. 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
$369
Overall average: $391
American Airlines
Cmt 5/2Çar 8/19
GNV - ORD • 1 stop
Cheapest one-way
$294
Delta
Pzt 5/4
GNV - ORD • 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 Gainesville and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $468 (round-trip)
Shortest trip • 4h 57m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 21% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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 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

Cmt, May 2 - Çar, Ağu 19
American Airlines Logo
7:59 pm - 11:54 pm
GNV
-
ORD
4h 55m
1 stop
American Airlines Logo
8:35 am - 4:22 pm
ORD
-
GNV
6h 47m
1 stop
$369American Airlines
Çar, Tem 15 - Cmt, Tem 25
Delta Logo
4:59 pm - 9:45 pm
GNV
-
MDW
5h 46m
1 stop
Delta Logo
6:00 am - 12:23 pm
MDW
-
GNV
5h 23m
1 stop
$389Delta
Çar, Tem 15 - Cmt, Tem 18
Delta Logo
4:59 pm - 8:18 pm
GNV
-
ORD
4h 19m
1 stop
Delta Logo
6:00 am - 12:23 pm
ORD
-
GNV
5h 23m
1 stop
$389Delta
Cum, May 1 - Çar, Ağu 19
American Airlines Logo
5:14 pm - 10:45 pm
GNV
-
ORD
6h 31m
1 stop
American Airlines Logo
6:00 am - 3:50 pm
ORD
-
GNV
8h 50m
1 stop
$408American Airlines
Per, Nis 9 - Çar, Nis 15
American Airlines Logo
5:14 pm - 10:45 pm
GNV
-
ORD
6h 31m
1 stop
American Airlines Logo
3:04 pm - 11:59 pm
ORD
-
GNV
7h 55m
1 stop
$418American Airlines
Çar, Tem 15 - Cum, Tem 24
American Airlines Logo
7:32 pm - 11:59 pm
GNV
-
ORD
5h 27m
1 stop
American Airlines Logo
8:19 am - 4:44 pm
ORD
-
GNV
7h 25m
1 stop
$419American Airlines
Çar, Tem 15 - Pzt, Tem 27
Delta Logo
4:59 pm - 9:45 pm
GNV
-
MDW
5h 46m
1 stop
Delta Logo
10:35 am - 4:06 pm
MDW
-
GNV
4h 31m
1 stop
$428Delta
Per, Tem 16 - Cmt, Tem 18
Delta Logo
7:05 pm - 11:55 pm
GNV
-
ORD
5h 50m
1 stop
Delta Logo
7:10 am - 12:23 pm
ORD
-
GNV
4h 13m
1 stop
$428Delta
Çar, Haz 3 - Pzt, Haz 8
Delta Logo
7:05 pm - 11:59 pm
GNV
-
ORD
5h 54m
1 stop
Delta Logo
6:00 am - 12:23 pm
ORD
-
GNV
5h 23m
1 stop
$434Delta
Paz, Nis 12 - Paz, Nis 19
American Airlines Logo
7:59 pm - 11:54 pm
GNV
-
ORD
4h 55m
1 stop
American Airlines Logo
5:00 am - 10:57 am
ORD
-
GNV
4h 57m
1 stop
$443American 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 May.

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 $382 (return) on average. On the other hand, the most expensive months are November and July, where the average cost of round-trip tickets is $676 and $614 respectively.

Good to know

Low seasonJanuary
Cheapest flight$294
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 16% 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 3 days, the lowest price for a flight from Gainesville to Chicago was $294 for a one-way ticket and $369 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 $420 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 $434 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 8288 reviews
7.9Comfort
8.5Crew
7.8Entertainment
8.1Boarding
7.2Food
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

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

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

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

The flight was great as well as the airline staff

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.

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

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.

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

Information on your arrival and departure airports