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$224+ Cheap flights from Chicago (CHI) to Gainesville (GNV)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GNV
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Chicago to Gainesville

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Gainesville (GNV). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 15, 2025.

Round-trip from

$329
(American Airlines)

One-way from

$224
(Delta)

Popular in

April

Cheapest in

June

Average price

$522
From Chicago (CHI) to Gainesville Regional
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One-way flight from Chicago (CHI) to Gainesville Regional
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Highest demand for flights based on searches. 12% potential increase in price ($75 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chicago to Gainesville

Cheapest flights from Chicago to Gainesville
Explore the most affordable flight options available from Chicago to Gainesville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:20 amORD - GNV
1 stop7h 07mAmerican Airlines
Sat 1/1012:10 pmGNV - ORD
1 stop6h 46mAmerican Airlines
Deal found 9/14$329
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:20 amORD - GNV
1 stop6h 27mDelta
Wed 10/227:07 pmGNV - ORD
1 stop5h 51mDelta
Deal found 9/14$364
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2711:00 amMDW - GNV
1 stop5h 43mDelta
Wed 10/16:00 amGNV - MDW
1 stop4h 40mDelta
Deal found 9/15$395
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:20 amORD - GNV
1 stop5h 04mDelta
Wed 10/16:00 amGNV - ORD
1 stop5h 10mDelta
Deal found 9/15$395
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/269:46 amORD - GNV
1 stop4h 15mDelta
Mon 12/17:04 pmGNV - ORD
1 stop5h 58mDelta
Deal found 9/14$398
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:20 amORD - GNV
1 stop6h 27mDelta
Mon 10/207:07 pmGNV - ORD
1 stop5h 51mDelta
Deal found 9/14$403
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/278:01 amORD - GNV
2 stops7h 07mAmerican Airlines
Wed 10/14:43 pmGNV - ORD
1 stop4h 44mAmerican Airlines
Deal found 9/15$429
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2711:00 amMDW - GNV
1 stop5h 43mDelta
Mon 9/294:01 pmGNV - MDW
1 stop6h 35mDelta
Deal found 9/15$431
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2711:15 amORD - GNV
1 stop5h 28mDelta
Mon 9/297:06 pmGNV - ORD
1 stop5h 48mDelta
Deal found 9/15$431
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/224:40 pmORD - GNV
1 stop6h 19mAmerican Airlines
Mon 12/14:47 pmGNV - ORD
1 stop8h 09mAmerican Airlines
Deal found 9/14$433
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/205:22 amORD - GNV
1 stop6h 54mAmerican Airlines
Fri 10/246:00 amGNV - ORD
1 stop6h 03mAmerican Airlines
Deal found 9/14$457
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:05 pmORD - GNV
1 stop5h 50mAmerican Airlines
Mon 10/276:00 amGNV - ORD
1 stop6h 03mAmerican Airlines
Deal found 9/15$463

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Gainesville that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Chicago to Gainesville that are best for you.

Fly from

Chicago

Fly to

Gainesville

Route

Depart

Return

Price

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Sat 9/27

7:20 am-1:24 pm

1 stop5h 04m

Gainesville Regional

Wed 10/1

6:00 am-10:10 am

1 stop5h 10m

$395

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 11/26

9:46 am-3:01 pm

1 stop4h 15m

Gainesville Regional

Mon 12/1

7:04 pm-12:02 am

1 stop5h 58m

$398

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 2/25

5:50 am-12:25 pm

1 stop5h 35m

Gainesville Regional

Sun 3/1

7:05 pm-11:54 pm

1 stop5h 49m

$398

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Sat 3/14

9:30 am-4:06 pm

1 stop5h 36m

Gainesville Regional

Wed 3/18

4:59 pm-9:14 pm

1 stop5h 15m

$398

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Tue 10/14

5:20 am-12:47 pm

1 stop6h 27m

Gainesville Regional

Mon 10/20

7:07 pm-11:58 pm

1 stop5h 51m

$403

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 9/27

11:00 am-5:43 pm

1 stop5h 43m

Gainesville Regional

Mon 9/29

4:01 pm-9:36 pm

1 stop6h 35m

$431

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Sat 9/27

11:15 am-5:43 pm

1 stop5h 28m

Gainesville Regional

Mon 9/29

7:06 pm-11:54 pm

1 stop5h 48m

$431

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Mon 9/29

3:35 pm-10:41 pm

1 stop6h 06m

Gainesville Regional

Sat 10/4

6:00 am-10:10 am

1 stop5h 10m

$431

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Sat 11/22

4:40 pm-11:59 pm

1 stop6h 19m

Gainesville Regional

Mon 12/1

4:47 pm-11:56 pm

1 stop8h 09m

$433

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Mon 10/27

5:05 pm-11:55 pm

1 stop5h 50m

Gainesville Regional

Fri 10/31

6:00 am-11:03 am

1 stop6h 03m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 37 results
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Best time to book a flight from Chicago to Gainesville

Have a flexible travel schedule? Discover the best time to fly to Gainesville from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to Gainesville?

Currently, January is the cheapest month in which you can book a flight from Chicago to Gainesville (average of $359). Flying from Chicago to Gainesville in November is currently the most expensive (average of $513). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to GNV?

Find hourly flight availability from Chicago to Gainesville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Chicago to Gainesville, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 31% versus a flight in the evening.

How much does it cost to fly round-trip from Chicago to Gainesville?

Reviews of airlines servicing Gainesville

Get insights into the airlines that provide service to Gainesville. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Gainesville. Reviews last updated September 15, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Chicago to Gainesville to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Gainesville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Gainesville from Chicago?

    Gainesville Regional (GNV), located 4.2 mi from the city center, is the airport you fly into when you book flights from Chicago to Gainesville. 2 airlines have flights to Gainesville Regional from Chicago on a regular basis. Booking flights from Chicago to Gainesville Regional should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • How long is the flight from Chicago to Gainesville?

    A quick flight from Chicago to Gainesville can take about 5h 04m. Delta provides one of the quickest options available for as low as $395. Airlines will cover a distance of 905 mi.

  • What are the cheapest airlines flying from Chicago to Gainesville round-trip?

    American Airlines, at $328, was found to be the cheapest airline from Chicago to Gainesville. An alternate airline flying to your destination would be Delta. American Airlines is priced at 36% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Chicago to Gainesville that include hotel bookings?

    Yes. In addition to deals on Chicago to Gainesville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Gainesville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Gainesville.

  • Can I find deals for business class flights from Chicago to Gainesville?

    Yes. Cheapflights offers flight deals from Chicago to Gainesville by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Gainesville?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Gainesville (average of $359). Flying from Chicago to Gainesville in November is currently the most expensive (average of $513). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Gainesville?

Book flights to Gainesville if you plan to visit one of these locations
Lake City
Alachua

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Alternative routes for Chicago to Gainesville

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Gainesville

Discover the top 2 airlines that operate flights from Chicago to Gainesville. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$328Average$497FlexibilityNo cancel feeOn-time71%
DeltaCheapest$328Average$508FlexibilityNo cancel feeOn-timeN/A

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