GNV - CHI

$308 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 6/8. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$329
Delta
Sat 4/18Wed 4/22
GNV - MDW • 1 stop
Cheapest one-way
$308
Typical prices: $278-$367
American Airlines
Mon 6/8
GNV - ORD • 1 stop
Top airlines
Delta
Cheapest • from $329 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 22% price drop
December
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, Apr 18 - Wed, Apr 22
Delta Logo
6:00 am - 9:56 am
GNV
-
MDW
4h 56m
1 stop
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
$329Delta
Wed, Apr 22 - Sat, Apr 25
Delta Logo
4:59 pm - 8:16 pm
GNV
-
ORD
4h 17m
1 stop
Delta Logo
5:10 am - 1:16 pm
ORD
-
GNV
7h 06m
1 stop
$329Delta
Wed, Apr 22 - Sat, Apr 25
American Airlines Logo
6:05 am - 1:18 pm
GNV
-
ORD
8h 13m
1 stop
American Airlines Logo
5:26 pm - 11:51 pm
ORD
-
GNV
5h 25m
1 stop
$330American Airlines
Thu, Apr 9 - Wed, Apr 15
American Airlines Logo
5:47 pm - 11:57 pm
GNV
-
ORD
7h 10m
1 stop
American Airlines Logo
4:05 pm - 11:51 pm
ORD
-
GNV
6h 46m
1 stop
$368American Airlines
Fri, Apr 17 - Wed, Apr 22
Delta Logo
4:59 pm - 10:28 pm
GNV
-
MDW
6h 29m
1 stop
Delta Logo
12:53 pm - 6:17 pm
MDW
-
GNV
4h 24m
1 stop
$368Delta
Sun, Apr 12 - Sat, Apr 18
Delta Logo
7:00 pm - 10:31 pm
GNV
-
MDW
4h 31m
1 stop
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
$394Delta
Sun, Apr 12 - Sat, Apr 18
Delta Logo
7:00 pm - 11:54 pm
GNV
-
ORD
5h 54m
1 stop
Delta Logo
5:10 am - 1:16 pm
ORD
-
GNV
7h 06m
1 stop
$394Delta
Fri, May 8 - Sun, May 10
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
$407Delta
Fri, May 8 - Sun, May 10
American Airlines Logo
7:59 pm - 11:57 pm
GNV
-
ORD
4h 58m
1 stop
American Airlines Logo
7:15 am - 2:41 pm
ORD
-
GNV
6h 26m
1 stop
$407American Airlines
Fri, May 15 - Sun, May 17
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
$433Delta
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.

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$308
Best time to beat the crowds but there is an average 14% 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 3 days, the lowest price for a flight from Gainesville to Chicago was $308 for a one-way ticket and $329 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 $452 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 $439 and an overall rating of 7.2.

  • 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 8127 reviews
8.5Crew
7.8Entertainment
7.2Food
7.9Comfort
8.1Boarding
Airline reviews

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

10.0 ExcellentSteven, Jan 2026
FLL - CVG
Read more Delta reviews

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

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

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

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

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

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

Information on your arrival and departure airports