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$214+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — CHI
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheap 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 junio 12, 2025.

Round-trip from

$329
(American Airlines)

One-way from

$214
(Delta)

Popular in

March

Cheapest in

September

Average price

$497
From Gainesville Regional to Chicago (CHI)
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One-way flight from Gainesville Regional to Chicago (CHI)
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Highest demand for flights based on searches. 8% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find 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 junio 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/11. 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.
vie. 7/41:53 pmGNV - ORD
1 stop4h 42mAmerican Airlines
sáb. 7/127:05 amORD - GNV
1 stop5h 19mAmerican Airlines
Deal found 6/11$329
This Delta deal was found by Cheapflights users on 6/10. 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.
jue. 9/254:59 pmGNV - MDW
1 stop5h 45mDelta
sáb. 9/276:00 amMDW - GNV
1 stop6h 27mDelta
Deal found 6/10$399
This Delta deal was found by Cheapflights users on 6/10. 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.
jue. 9/257:05 pmGNV - ORD
1 stop5h 48mDelta
mar. 9/3011:19 amORD - GNV
1 stop3h 45mDelta
Deal found 6/10$399

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 junio 12, 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

vie. 7/4

1:53 pm-5:35 pm

1 stop4h 42m

Chicago O'Hare Intl

sáb. 7/12

7:05 am-1:24 pm

1 stop5h 19m

$329

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

jue. 9/25

4:59 pm-9:44 pm

1 stop5h 45m

Chicago Midway

sáb. 9/27

6:00 am-1:27 pm

1 stop6h 27m

$399

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

jue. 9/25

7:05 pm-11:53 pm

1 stop5h 48m

Chicago O'Hare Intl

mié. 10/1

6:00 am-12:22 pm

1 stop5h 22m

$399

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

mié. 11/26

4:59 pm-9:44 pm

1 stop5h 45m

$214

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

mié. 11/26

7:05 pm-11:53 pm

1 stop5h 48m

$214

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

mar. 7/1

2:01 pm-5:35 pm

1 stop4h 34m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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, August is the cheapest month in which you can book a flight from Gainesville to Chicago (average of $245). Flying from Gainesville to Chicago in March is currently the most expensive (average of $321). 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 junio 12, 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 morning tend to be the most expensive. A flight in the evening could potentially save you up to 10% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Gainesville to Chicago. Price data was last updated on September 8, 2024.

Travelers seeking maximum savings on their Gainesville to Chicago flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 junio 12, 2025.
To help decide which airline to fly from Gainesville to Chicago, see what other customers have to say about Delta and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

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
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

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
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

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.

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

    American Airlines, at $329, was found to be the cheapest airline from Gainesville to Chicago. An alternate airline flying to your destination would be Delta. American Airlines is 31% 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, August is the cheapest month in which you can book a flight from Gainesville to Chicago (average of $245). Flying from Gainesville to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$298Average$508FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$342Average$468FlexibilityNo cancel feeOn-time71%

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