GNV - CHI

$333 Find Cheap Flights from Gainesville to Chicago - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$409
Typical prices: $385-$544
Delta
Sun 10/14Sun 10/21
GNV - MDW • 1 stop
Cheapest one-way
$333
Typical prices: $309-$396
American Airlines
Mon 12/3
GNV - ORD • 1 stop
Nonstop flights
There are currently no direct flights between Gainesville and Chicago. You'll need to take a connecting flight to reach the destination.
Insights
Insights
Top routes
Cheapest • 20% average savings
Most popular
Insights
Insights
When to travel
Cheapest • 11% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $463 (round-trip)
Shortest trip • 4h 54m (one-way)
Insights
Insights
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)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Gainesville to Chicago

Sat, Oct 24 - Sat, Nov 7
American Airlines Logo
9:44 am - 4:05 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
7h 21m1 stop Charlotte Douglas
American Airlines Logo
8:05 am - 4:01 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
6h 56m1 stop Charlotte Douglas
$409American Airlines
Wed, Oct 14 - Wed, Oct 21
Delta Logo
7:03 pm - 11:57 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
5h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 am - 12:45 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
5h 15m1 stop Atlanta Hartsfield-Jackson
$409Delta
Tue, Dec 15 - Wed, Jan 6
Delta Logo
10:18 am - 2:49 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
5h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 12:22 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
4h 12m1 stop Atlanta Hartsfield-Jackson
$409Delta
Wed, Dec 16 - Sat, Jan 9
Delta Logo
7:08 pm - 11:52 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
5h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 12:22 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
4h 12m1 stop Atlanta Hartsfield-Jackson
$409Delta
Wed, Nov 11 - Tue, Nov 17
Delta Logo
6:00 am - 9:22 amGNV  Gainesville Regional-ORD Chicago O'Hare Intl
4h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:59 pm - 10:48 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
5h 49m1 stop Atlanta Hartsfield-Jackson
$409Delta
Wed, Dec 16 - Tue, Jan 12
Delta Logo
1:35 pm - 5:02 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
4h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 12:22 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
4h 12m1 stop Atlanta Hartsfield-Jackson
$409Delta
Sat, Oct 17 - Tue, Oct 20
Delta Logo
1:33 pm - 7:11 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
6h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:40 pm - 10:43 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
6h 03m1 stop Atlanta Hartsfield-Jackson
$409Delta
Sat, Oct 24 - Sat, Nov 7
Delta Logo
1:33 pm - 7:11 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
6h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:23 pm - 9:35 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
7h 12m1 stop Atlanta Hartsfield-Jackson
$409Delta
Wed, Dec 16 - Wed, Jan 6
Delta Logo
1:35 pm - 5:02 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
4h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:30 am - 4:04 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
5h 34m1 stop Atlanta Hartsfield-Jackson
$409Delta
Fri, Oct 16 - Tue, Oct 20
American Airlines Logo
7:34 pm - 12:08 amGNV  Gainesville Regional-ORD Chicago O'Hare Intl
5h 34m1 stop Charlotte Douglas
American Airlines Logo
4:31 pm - 11:59 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
6h 28m1 stop Miami
$433American Airlines
Booking Insights

Price, demand and travel trends for Gainesville to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Gainesville to Chicago with more confidence.

How much is a round-trip flight from Gainesville to Chicago?

Round-trip flights from Gainesville to Chicago start at $409. Prices are typical for this route right now, with typical round-trip fares ranging from $385 to $544. The lowest price found in the past 5 days was $409 on Delta.

What is the cheapest Gainesville to Chicago flight route?

Gainesville (GNV) to Chicago O'Hare Intl Airport (ORD) is the cheapest Gainesville to Chicago route, averaging $443 round-trip. Other Gainesville to Chicago routes average $662, based on KAYAK data over the past 12 months.

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

Tuesday is the cheapest day of the week to fly from Gainesville to Chicago, it is 18% cheaper than the average day. Thursday is the most expensive day with flight prices 25% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Gainesville to Chicago?

  • November is the cheapest month to fly from Gainesville to Chicago at $397 round-trip.
  • January ($559) and June ($558) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 40% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Key details for Gainesville to Chicago flights

Low season

February

Cheapest flight

$333
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Gainesville to Chicago O'Hare Intl 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

Your Gainesville to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Gainesville to Chicago?

    Flights from Gainesville to Chicago usually depart from Gainesville Regional (GNV) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • What cabin classes can I book on flights from Gainesville to Chicago?

    Two cabin classes are available on flights from Gainesville to Chicago:

    • Economy Class
    • First Class

  • Which airports do connecting flights from Gainesville to Chicago pass through?

    One-stop flights from Gainesville to Chicago most commonly connect through:

    • Charlotte Douglas (CLT) - 53% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 41% of one-stop connections
    • Miami (MIA) - 6% of one-stop connections

    Charlotte Douglas (CLT) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Gainesville to Chicago?

    Yes. Being flexible with your travel dates can save you up to 35% on the Gainesville to Chicago route. Tuesday is the cheapest departure day at $367 round-trip on average, while Thursday is the most expensive at $559, a difference of $192. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • How long is a flight from Gainesville to Chicago?

    A nonstop flight from Gainesville to Chicago takes 0h 00m, covering 893 miles.

  • Do I need a passport to fly from Gainesville to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Gainesville to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $409 to $2,141. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Gainesville to Chicago looking right now?

    One-way fares from Gainesville to Chicago are currently higher than usual. Average one-way flight prices are about $467, which is 23% above the typical average for this route.

  • How much time can I save by choosing a different layover airport from Gainesville to Chicago?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 4h 54m, compared with 5h 08m via Charlotte Douglas (CLT) and 6h 19m via Miami (MIA).

  • What is the time difference between Gainesville and Chicago?

    Chicago is 1 hour behind Gainesville (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Gainesville to Chicago flight?

    Round-trip flights from Gainesville to Chicago range from $385 to $544, with an average of $446 over the past 12 months. Anything below $385 counts as a good deal.

Your guide to booking Gainesville to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Thursday. On this route, Tuesday flights average $367 - about $192 less than Thursday (34% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Gainesville to Chicago trip for November. Fares historically average $397 round-trip in that month - typically $162 less than the most expensive month, which is January (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

More options for your flight from Gainesville to Chicago

Complete your trip to Chicago with a hotel stay or car rental