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$307+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GNV
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/314:05 pmORD - GNV
1 stop5h 35mAmerican Airlines
Wed 1/76:35 amGNV - ORD
1 stop7h 47mAmerican Airlines
Deal found 12/16$368
This Delta deal was found by Cheapflights users on 12/15. 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.
Tue 12/166:45 amORD - GNV
1 stop5h 13mDelta
Tue 12/2310:08 amGNV - ORD
1 stop7h 11mDelta
Deal found 12/15$435
This Delta deal was found by Cheapflights users on 12/16. 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 12/313:29 pmMDW - GNV
1 stop4h 15mDelta
Wed 1/76:00 amGNV - MDW
1 stop5h 27mDelta
Deal found 12/16$447
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/305:00 amORD - GNV
1 stop4h 52mAmerican Airlines
Tue 1/66:58 pmGNV - ORD
1 stop5h 29mAmerican Airlines
Deal found 12/17$464
This Delta deal was found by Cheapflights users on 12/15. 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.
Tue 12/166:00 amMDW - GNV
1 stop5h 58mDelta
Tue 12/236:55 pmGNV - MDW
1 stop4h 27mDelta
Deal found 12/15$497
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/264:05 pmORD - GNV
1 stop5h 35mAmerican Airlines
Mon 1/57:00 amGNV - ORD
1 stop7h 44mAmerican Airlines
Deal found 12/16$558
This Delta deal was found by Cheapflights users on 12/16. 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.
Fri 12/266:00 amMDW - GNV
1 stop4h 20mDelta
Mon 1/56:27 pmGNV - MDW
1 stop4h 40mDelta
Deal found 12/16$583
This Delta deal was found by Cheapflights users on 12/16. 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 12/236:45 amORD - GNV
1 stop6h 31mDelta
Fri 12/263:11 pmGNV - ORD
1 stop7h 03mDelta
Deal found 12/16$599
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/168:05 amORD - GNV
2 stops6h 45mAmerican Airlines
Tue 12/236:30 amGNV - ORD
1 stop7h 10mAmerican Airlines
Deal found 12/15$744
This Delta deal was found by Cheapflights users on 12/16. 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.
Thu 12/185:26 pmMDW - GNV
1 stop4h 16mDelta
Fri 12/196:00 amGNV - MDW
1 stop4h 54mDelta
Deal found 12/16$871
This Delta deal was found by Cheapflights users on 12/16. 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.
Thu 12/189:49 amORD - GNV
1 stop4h 07mDelta
Fri 12/191:38 pmGNV - ORD
1 stop4h 10mDelta
Deal found 12/16$871

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$329
(Delta)

One-way from

$307
(American Airlines)

Popular in

April

Cheapest in

December

Average price

$346
Provider with most accurate pricing for Chicago (CHI)-Gainesville Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Gainesville Regional flights.
Search Deals
From Chicago (CHI) to Gainesville Regional
Search Deals
One-way flight from Chicago (CHI) to Gainesville Regional
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

MDW - GNV

MDWGNV

Chicago Midway

Wed 3/18

5:38 pm-10:37 pm

1 stop3h 59m

Gainesville Regional

Tue 3/24

7:01 pm-10:29 pm

1 stop4h 28m

$329

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 3/18

3:15 pm-10:27 pm

1 stop6h 12m

Gainesville Regional

Tue 3/24

4:20 pm-11:37 pm

1 stop8h 17m

$329

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 1/17

11:21 am-5:38 pm

1 stop5h 17m

Gainesville Regional

Tue 1/20

4:59 pm-10:22 pm

1 stop6h 23m

$329

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sun 1/18

6:45 am-1:26 pm

1 stop5h 41m

Gainesville Regional

Sat 1/24

5:30 pm-10:22 pm

1 stop5h 52m

$329

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Wed 1/21

12:48 pm-6:10 pm

1 stop4h 22m

Gainesville Regional

Tue 1/27

6:00 am-9:53 am

1 stop4h 53m

$329

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 1/17

6:45 am-1:38 pm

1 stop5h 53m

Gainesville Regional

Wed 1/21

4:59 pm-10:22 pm

1 stop6h 23m

$329

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 1/24

10:46 am-4:38 pm

1 stop4h 52m

Gainesville Regional

Tue 1/27

1:15 pm-5:29 pm

1 stop5h 14m

$329

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Tue 1/20

10:48 am-4:04 pm

1 stop4h 16m

Gainesville Regional

Tue 1/27

1:15 pm-5:29 pm

1 stop5h 14m

$329

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Tue 1/20

11:15 am-4:04 pm

1 stop3h 49m

Gainesville Regional

Sat 1/24

1:15 pm-4:59 pm

1 stop4h 44m

$329

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Sat 1/17

8:00 am-1:38 pm

1 stop4h 38m

Gainesville Regional

Wed 1/21

1:15 pm-4:55 pm

1 stop4h 40m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 32 results
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Compare providers for flights from Chicago to Gainesville

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Gainesville in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Gainesville flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Gainesville flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Gainesville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Gainesville flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Gainesville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 $59). Flying from Chicago to Gainesville in March is currently the most expensive (average of $116). 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 December 18, 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 25% 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 December 18, 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
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

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
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

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 3h 59m. Delta provides one of the quickest options available for as low as $329. Airlines will cover a distance of 889 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 34% 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 $59). Flying from Chicago to Gainesville in March is currently the most expensive (average of $116). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$328Average$486FlexibilityNo cancel feeOn-time71%
DeltaCheapest$328Average$478FlexibilityNo cancel feeOn-timeN/A

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