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$309+ Cheap flights from Gainesville (GNV) to Chicago (CHI)

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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Gainesville to Chicago

Cheapest flights from Gainesville to Chicago
Explore the most affordable flight options available from Gainesville to Chicago. 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 12/17. 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.
Wed 12/316:30 amGNV - ORD
1 stop5h 15mAmerican Airlines
Sat 1/37:11 amORD - GNV
1 stop6h 51mAmerican Airlines
Deal found 12/17$382
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 12/315:21 pmGNV - MDW
1 stop6h 01mDelta
Sun 1/45:05 pmMDW - GNV
1 stop5h 54mDelta
Deal found 12/16$408
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 12/316:00 amGNV - ORD
1 stop5h 53mAmerican Airlines
Sun 1/47:11 amORD - GNV
1 stop6h 51mAmerican Airlines
Deal found 12/16$408
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.
Wed 12/246:00 amGNV - ORD
1 stop5h 53mAmerican Airlines
Mon 12/298:03 amORD - GNV
1 stop7h 29mAmerican Airlines
Deal found 12/17$479
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:21 pmGNV - MDW
1 stop6h 01mDelta
Mon 12/296:00 amMDW - GNV
1 stop4h 20mDelta
Deal found 12/17$579
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:21 pmGNV - MDW
1 stop6h 01mDelta
Sat 1/34:25 pmMDW - GNV
1 stop6h 34mDelta
Deal found 12/17$609
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.
Sun 12/216:00 amGNV - ORD
1 stop7h 00mAmerican Airlines
Sat 12/275:00 amORD - GNV
1 stop5h 06mAmerican Airlines
Deal found 12/17$655
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:00 amGNV - MDW
1 stop4h 05mDelta
Mon 12/295:05 pmMDW - GNV
1 stop5h 54mDelta
Deal found 12/17$894
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 12/3112:00 pmGNV - ORD
2 stops10h 34mDelta
Sun 1/41:35 pmORD - GNV
2 stops9h 24mDelta
Deal found 12/16$1,528
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.
Sun 12/2112:00 pmGNV - ORD
2 stops10h 34mDelta
Sat 12/277:00 amORD - GNV
2 stops10h 15mDelta
Deal found 12/16$1,572

Find flight deals from Gainesville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Gainesville (GNV) to Chicago (CHI). 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

$309
(Delta)

Popular in

November

Cheapest in

August

Average price

$437
Provider with most accurate pricing for Gainesville Regional-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Gainesville Regional-Chicago (CHI) flights.
Search Deals
From Gainesville Regional to Chicago (CHI)
Search Deals
One-way flight from Gainesville Regional to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 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 Gainesville to Chicago 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 Gainesville to Chicago that are best for you.

Fly from

Gainesville

Fly to

Chicago

Route

Depart

Return

Price

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Wed 2/11

6:00 am-10:05 am

1 stop5h 05m

Chicago O'Hare Intl

Sat 2/14

3:21 pm-10:42 pm

1 stop6h 21m

$329

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Wed 2/11

6:35 am-2:01 pm

2 stops8h 26m

Chicago O'Hare Intl

Sat 2/14

8:03 am-2:42 pm

1 stop5h 39m

$334

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Wed 2/11

6:00 am-10:05 am

1 stop5h 05m

Chicago O'Hare Intl

Sun 2/15

6:45 am-12:26 pm

1 stop4h 41m

$368

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Thu 4/9

1:35 pm-4:46 pm

1 stop4h 11m

Chicago O'Hare Intl

Wed 4/15

1:15 pm-6:23 pm

1 stop4h 08m

$368

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Wed 2/11

6:35 am-2:01 pm

2 stops8h 26m

Chicago O'Hare Intl

Sun 2/15

1:53 pm-7:22 pm

1 stop4h 29m

$373

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Wed 12/31

6:30 am-10:45 am

1 stop5h 15m

Chicago O'Hare Intl

Sat 1/3

7:11 am-3:02 pm

1 stop6h 51m

$382

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 3/13

4:59 pm-9:00 pm

1 stop5h 01m

Chicago O'Hare Intl

Wed 3/18

7:05 am-12:48 pm

1 stop4h 43m

$404

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Thu 1/15

6:27 pm-10:07 pm

1 stop4h 40m

Chicago Midway

Thu 1/22

6:00 am-12:26 pm

1 stop5h 26m

$407

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Thu 1/15

6:00 am-10:59 am

1 stop5h 59m

Chicago O'Hare Intl

Thu 1/22

2:50 pm-10:29 pm

1 stop6h 39m

$407

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 3/6

4:59 pm-8:57 pm

1 stop4h 58m

Chicago O'Hare Intl

Sun 3/8

5:40 am-12:48 pm

1 stop6h 08m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 27 results
1
2
3

Compare providers for flights from Gainesville to Chicago

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 Gainesville to Chicago 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 Gainesville-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Gainesville-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Gainesville-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Gainesville-Chicago 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 Gainesville-Chicago 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 Gainesville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Gainesville 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 Gainesville to Chicago

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

Currently, February is the cheapest month in which you can book a flight from Gainesville to Chicago (average of $55). Flying from Gainesville to Chicago in June is currently the most expensive (average of $113). 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 GNV to CHI?

Find hourly flight availability from Gainesville to Chicago. 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.

One of the essential ways to save on airfare from Gainesville to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 23% on airfare.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated December 18, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Gainesville to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Gainesville to Chicago. 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 from for flights from Gainesville to Chicago?

    For a flight from Gainesville to Chicago, you will be flying from Gainesville Regional. Gainesville Regional (GNV) is just 4.2 mi from the center of the city. Gainesville Regional is the only Gainesville airport and it handles 0 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Gainesville Regional on a regular basis.

  • How long is the flight from Gainesville to Chicago?

    There are many flights that can get you from Gainesville to Chicago in 5h 05m. Fly via Delta or American Airlines to get the fastest option. The distance from Gainesville to Chicago is about 905 mi. This flight may include one or multiple stops.

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

    Delta, at $213, was found to be the cheapest airline from Gainesville to Chicago. An alternate airline flying to your destination would be American Airlines. Delta is 57% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Gainesville to Chicago 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 Gainesville to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Gainesville to Chicago (average of $55). Flying from Gainesville to Chicago in June is currently the most expensive (average of $113). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top 2 airlines flying from Gainesville to Chicago

Discover the top 2 airlines that operate flights from Gainesville to Chicago. 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$301Average$479FlexibilityNo cancel feeOn-time71%
DeltaCheapest$302Average$441FlexibilityNo cancel feeOn-timeN/A

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