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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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — CHI
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$357
(Delta)

One-way from

$214
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$380
Provider with most accurate pricing for Gainesville Regional-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Gainesville Regional-Chicago (CHI) flights.
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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. 4% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 3, 2025.

This Delta deal was found by Cheapflights users on 4/2. 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 4/196:00 amGNV - MDW
1 stop4h 07mDelta
Sun 4/209:52 amMDW - GNV
1 stop6h 18mDelta
Deal found 4/2$357
This Delta deal was found by Cheapflights users on 4/2. 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 4/1910:13 amGNV - ORD
1 stop4h 29mDelta
Sun 4/207:05 amORD - GNV
1 stop5h 44mDelta
Deal found 4/2$357
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Thu 5/297:55 pmGNV - ORD
1 stop5h 16mAmerican Airlines
Wed 6/44:50 pmORD - GNV
1 stop5h 04mAmerican Airlines
Deal found 4/1$392

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 April 3, 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 - MDW

GNVMDW

Gainesville Regional

Sat 4/19

6:00 am-9:07 am

1 stop4h 07m

Chicago Midway

Sun 4/20

9:52 am-5:10 pm

1 stop6h 18m

$357

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 4/19

10:13 am-1:42 pm

1 stop4h 29m

Chicago O'Hare Intl

Sun 4/20

7:05 am-1:49 pm

1 stop5h 44m

$357

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Thu 5/29

7:55 pm-12:11 am

1 stop5h 16m

Chicago O'Hare Intl

Wed 6/4

4:50 pm-10:54 pm

1 stop5h 04m

$392

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Tue 5/6

5:45 pm-12:11 am

1 stop7h 26m

$214

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Thu 5/1

2:27 pm-8:50 pm

1 stop7h 23m

$239

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Wed 4/23

10:13 am-4:12 pm

1 stop6h 59m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Gainesville-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, 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 April 3, 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 April 3, 2025.
Delta
8.0
Very good
7,897 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,897 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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?

    Delta, at $357, was found to be the cheapest airline from Gainesville to Chicago. An alternate airline flying to your destination would be American Airlines. Delta is 21% 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$298Average$508FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$342Average$473FlexibilityNo cancel feeOn-time71%

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