GNV - CHI

$249 Find Cheap Flights from Gainesville to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$449
Typical prices: $406-$585
American Airlines
Wed 12/5Wed 12/12
GNV - ORD • 1 stop
Cheapest one-way
$249
Typical prices: $344-$423
American Airlines
Wed 1/17
GNV - ORD • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Gainesville and Chicago. You'll need to take a connecting flight to reach the destination.
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Top routes
GNV - ORD
Cheapest • 19% average savings
GNV - MDW
Most popular
Insights
Insights
When to travel
February
Cheapest • 13% price drop
November
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Charlotte Douglas (CLT)
Cheapest • Avg $491 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 4h 59m (one-way)
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Insights
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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, Dec 5 - Sat, Dec 12
American Airlines Logo
6:00 am - 11:00 amGNV  Gainesville Regional-ORD Chicago O'Hare Intl
6h 00m1 stop Miami
American Airlines Logo
4:44 pm - 11:59 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
6h 15m1 stop Miami
$449American Airlines
Sat, Dec 5 - Sat, Dec 12
Delta Logo
6:00 am - 10:28 amGNV  Gainesville Regional-MDW Chicago Midway
5h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:47 pmMDW  Chicago Midway-GNV Gainesville Regional
5h 47m1 stop Atlanta Hartsfield-Jackson
$449Delta
Wed, Dec 23 - Fri, Jan 1
American Airlines Logo
7:32 pm - 12:14 amGNV  Gainesville Regional-ORD Chicago O'Hare Intl
5h 42m1 stop Charlotte Douglas
American Airlines Logo
4:40 pm - 12:18 amORD  Chicago O'Hare Intl-GNV Gainesville Regional
6h 38m1 stop Miami
$473American Airlines
Thu, Feb 18 - Sat, Feb 20
American Airlines Logo
11:16 am - 4:20 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
6h 04m1 stop Charlotte Douglas
American Airlines Logo
5:14 am - 1:16 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
7h 02m1 stop Charlotte Douglas
$473American Airlines
Fri, Dec 4 - Mon, Dec 7
Delta Logo
7:07 pm - 10:54 pmGNV  Gainesville Regional-MDW Chicago Midway
4h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:12 pm - 10:54 pmMDW  Chicago Midway-GNV Gainesville Regional
4h 42m1 stop Atlanta Hartsfield-Jackson
$497Delta
Fri, Dec 4 - Sun, Dec 6
Delta Logo
10:18 am - 4:16 pmGNV  Gainesville Regional-MDW Chicago Midway
6h 58m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:50 pmMDW  Chicago Midway-GNV Gainesville Regional
5h 50m1 stop Atlanta Hartsfield-Jackson
$497Delta
Fri, Dec 4 - Mon, Dec 7
American Airlines Logo
6:27 am - 12:22 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
6h 55m1 stop Charlotte Douglas
American Airlines Logo
8:10 am - 2:17 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
5h 07m1 stop Charlotte Douglas
$497American Airlines
Fri, Dec 4 - Sun, Dec 6
American Airlines Logo
9:19 am - 4:00 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
7h 41m1 stop Charlotte Douglas
American Airlines Logo
6:50 am - 1:14 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
5h 24m1 stop Charlotte Douglas
$497American Airlines
Wed, Nov 25 - Fri, Nov 27
American Airlines Logo
1:38 pm - 5:29 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
4h 51m1 stop Charlotte Douglas
American Airlines Logo
8:05 am - 2:42 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
5h 37m1 stop Charlotte Douglas
$505American Airlines
Sat, Nov 21 - Mon, Nov 30
American Airlines Logo
5:55 pm - 11:59 pmGNV  Gainesville Regional-ORD Chicago O'Hare Intl
7h 04m1 stop Charlotte Douglas
American Airlines Logo
4:40 pm - 11:59 pmORD  Chicago O'Hare Intl-GNV Gainesville Regional
6h 19m1 stop Miami
$505American 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 with more confidence.

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

Round-trip flights from Gainesville to Chicago typically range from $406 to $585. The lowest price found in the past 5 days was $449, on American Airlines.

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 $454 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?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Gainesville to Chicago. It’s 13% cheaper than the average day, while Monday is the most expensive, with prices 77% higher.

What’s the cheapest month to fly from Gainesville to Chicago?

•February is the cheapest month to fly from Gainesville to Chicago at $407 round-trip.
•June ($824) and August ($814) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 102% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Gainesville to Chicago flights

Low season

July

Cheapest flight

$249
Beat the crowds with an average 67% drop in travelers.
The most popular month to fly with an average 65% increase in travelers.
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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

  • How long is a flight from Gainesville to Chicago?

    A nonstop flight from Gainesville to Chicago takes 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.

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

    Round-trip flights from Gainesville to Chicago range from $406 to $585, with an average of $465 over the past 12 months. Anything below $406 counts as a good deal.

  • 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 $449 to $3,186. That means the highest observed fare was about 7x 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 lower than usual. Average one-way flight prices are about $333, which is 15% below the typical average for this route.

  • 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 averaging $64:

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

    Near Chicago Midway Airport (MDW) — daily rates averaging $84:

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

    Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

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

  • 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).

  • 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) - 50% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 46% of one-stop connections
    • Miami (MIA) - 4% of one-stop connections

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

    Yes. Flexible dates can save you up to 51% on flights from Gainesville to Chicago. Tuesday is the cheapest departure day at $408 round-trip on average, while Monday is the most expensive at $824, a difference of $416.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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 59m, compared with 5h 06m via Charlotte Douglas (CLT) and 6h 21m 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 popular places can I visit in Chicago?

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

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 are flexible, aim for a Tuesday departure and avoid flying on Monday. On this route, Tuesday flights average $408, about $416 less than Monday fares (50% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Gainesville to Chicago trip for February. Fares historically average $407 round-trip in that month - typically $417 less than the most expensive month, which is June (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 Chicago Midway Airport

More options for your flight from Gainesville to Chicago

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

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago