GNV - CHI

$284 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 12/25. 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 24% 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
Wed 4/22Sat 4/25
GNV - MDW • 1 stop
Cheapest one-way
$251
Typical prices: $331-$555
American Airlines
Thu 12/25
GNV - ORD • 2 stops
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
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

Wed, Apr 22 - Sat, Apr 25
Delta Logo
6:00 am - 9:51 am
GNV
-
MDW
4h 51m1 stop
Delta Logo
6:00 am - 12:23 pm
MDW
-
GNV
5h 23m1 stop
$329Delta
Wed, Feb 11 - Sat, Feb 14
Delta Logo
6:00 am - 10:05 am
GNV
-
ORD
5h 05m1 stop
Delta Logo
3:21 pm - 10:42 pm
ORD
-
GNV
6h 21m1 stop
$329Delta
Wed, Feb 11 - Sat, Feb 14
American Airlines Logo
6:35 am - 2:01 pm
GNV
-
ORD
8h 26m2 stops
American Airlines Logo
1:53 pm - 7:22 pm
ORD
-
GNV
4h 29m1 stop
$334American Airlines
Thu, Apr 9 - Wed, Apr 15
American Airlines Logo
5:58 pm - 11:50 pm
GNV
-
ORD
6h 52m1 stop
American Airlines Logo
2:50 pm - 10:16 pm
ORD
-
GNV
6h 26m1 stop
$368American Airlines
Thu, Jan 22 - Sat, Jan 24
Delta Logo
4:59 pm - 10:22 pm
GNV
-
MDW
6h 23m1 stop
Delta Logo
10:46 am - 4:38 pm
MDW
-
GNV
4h 52m1 stop
$368Delta
Thu, Jan 22 - Sat, Jan 24
American Airlines Logo
6:35 am - 2:01 pm
GNV
-
ORD
8h 26m2 stops
American Airlines Logo
6:54 am - 3:57 pm
ORD
-
GNV
8h 03m1 stop
$373American Airlines
Fri, Mar 13 - Wed, Mar 18
Delta Logo
4:59 pm - 9:00 pm
GNV
-
ORD
5h 01m1 stop
Delta Logo
7:05 am - 12:48 pm
ORD
-
GNV
4h 43m1 stop
$404Delta
Fri, Jan 30 - Mon, Feb 2
Delta Logo
4:59 pm - 10:22 pm
GNV
-
MDW
6h 23m1 stop
Delta Logo
6:00 am - 12:26 pm
MDW
-
GNV
5h 26m1 stop
$407Delta
Fri, Mar 6 - Sun, Mar 8
Delta Logo
4:59 pm - 8:57 pm
GNV
-
ORD
4h 58m1 stop
Delta Logo
5:40 am - 12:48 pm
ORD
-
GNV
6h 08m1 stop
$407Delta
Fri, Jan 30 - Mon, Feb 2
American Airlines Logo
6:35 am - 2:01 pm
GNV
-
ORD
8h 26m2 stops
American Airlines Logo
8:12 am - 4:26 pm
ORD
-
GNV
7h 14m1 stop
$412American 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.

What’s the cheapest day of the week to fly from Gainesville to Chicago?

The average price of all round-trip flights from Gainesville to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Gainesville to Chicago. For your return ticket, we recommend flying on a Wednesday and avoiding Thursdays for the best deals.

Good to know

Low seasonAugust
Cheapest flight$251
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 13% 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 $251 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 $476 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 $449 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 8010 reviews
8.1Boarding
8.5Crew
7.9Comfort
7.9Entertainment
7.3Food
Airline reviews

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

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

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.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

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

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

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.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

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

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

Information on your arrival and departure airports