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$205 Cheap Flights from Chicago (MDW) to Gainesville (GNV)

View $205 flight on Thu, Sep 10, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Gainesville Regional Airport (GNV)

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Cheap Flights from Chicago to Gainesville (MDW-GNV)

Prices were available within the past 7 days and start at $205 for one-way flights and $409 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, Sep 10 - Sat, Sep 12
MDW
Chicago
GNV
Gainesville
$409 Roundtrip, found 2 hours ago
$409
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Sep 10 from Chicago to Gainesville, returning Sat, Sep 12, priced at $409 found 2 hours ago
Delta
Sun, Sep 6 - Sat, Sep 12
MDW
Chicago
GNV
Gainesville
$414 Roundtrip, found 4 days ago
$414
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 6 from Chicago to Gainesville, returning Sat, Sep 12, priced at $414 found 4 days ago
Delta
Sun, Sep 6 - Sat, Sep 12
MDW
Chicago
GNV
Gainesville
$419 Roundtrip, found 4 days ago
$419
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Sep 6 from Chicago to Gainesville, returning Sat, Sep 12, priced at $419 found 4 days ago
Delta
Thu, Sep 3 - Sun, Sep 6
MDW
Chicago
GNV
Gainesville
$443 Roundtrip, found 17 hours ago
$443
Roundtrip
found 17 hours ago
Select Delta flight, departing Thu, Sep 3 from Chicago to Gainesville, returning Sun, Sep 6, priced at $443 found 17 hours ago
Delta
Sun, Sep 6 - Sat, Sep 12
MDW
Chicago
GNV
Gainesville
$449 Roundtrip, found 1 day ago
$449
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Sep 6 from Chicago to Gainesville, returning Sat, Sep 12, priced at $449 found 1 day ago
Delta
Wed, Aug 19 - Wed, Aug 26
MDW
Chicago
GNV
Gainesville
$451 Roundtrip, found 4 days ago
$451
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 19 from Chicago to Gainesville, returning Wed, Aug 26, priced at $451 found 4 days ago
Delta
Sat, Nov 14 - Sun, Nov 15
MDW
Chicago
GNV
Gainesville
$453 Roundtrip, found 2 hours ago
$453
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Nov 14 from Chicago to Gainesville, returning Sun, Nov 15, priced at $453 found 2 hours ago
Delta
Thu, Sep 3 - Sun, Sep 6
MDW
Chicago
GNV
Gainesville
$457 Roundtrip, found 17 hours ago
$457
Roundtrip
found 17 hours ago
Select Delta flight, departing Thu, Sep 3 from Chicago to Gainesville, returning Sun, Sep 6, priced at $457 found 17 hours ago
Delta
Thu, Sep 3 - Mon, Sep 7
MDW
Chicago
GNV
Gainesville
$459 Roundtrip, found 17 hours ago
$459
Roundtrip
found 17 hours ago
Select Delta flight, departing Thu, Sep 3 from Chicago to Gainesville, returning Mon, Sep 7, priced at $459 found 17 hours ago
Delta
Wed, Aug 19 - Wed, Aug 26
MDW
Chicago
GNV
Gainesville
$461 Roundtrip, found 4 days ago
$461
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 19 from Chicago to Gainesville, returning Wed, Aug 26, priced at $461 found 4 days ago

Alternative airports near Gainesville

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Gainesville Regional GNV. Cheapest and Closest option available. Average driving time to city center is 10 minutes. Flights from $475
GNV
Gainesville Regional
CheapestClosest
Average driving time to city center10 min
Flights from $475

What you need to know for your flight from Midway Intl. to Gainesville Regional

Chicago (MDW) to Gainesville (GNV) at a glance

Travel from Chicago (MDW) to Gainesville (GNV) with a full-service airline on this domestic short-haul route. Discover the best itinerary that aligns with your travel plans while you take in Gainesville's renowned attractions and neighborhoods. Here, you’ll find essential information about flights from Midway International Airport to Gainesville Regional Airport, including flight prices and scheduling options.

  • Fastest flight duration: around 3h 15m in-flight, plus roughly 1h 45m layover with one stop
  • Route distance: roughly 900 miles (1,450 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $200–$620, depending on seasonality and how far ahead you book

Flights from Midway International Airport (MDW) to Gainesville Regional Airport (GNV)

Based on recent traveler bookings, here are the top airlines preferred by passengers flying from Chicago to Gainesville, typically opting for one-stop services. Many layovers occur at Hartsfield-Jackson Atlanta International Airport (ATL), featuring approximately a 1 hour and 45 minute stop. This allows you to tailor your journey by balancing price, travel time, and cabin class for the ideal itinerary.

  • Delta: As a comprehensive service airline, Delta provides one-stop flights, with one-way ticket prices generally falling between $200 and $620. This carrier dominates the route, offering an in-flight duration of approximately 3 hours and 15 minutes, leading to a total travel time of around 5 hours, including layover.

Alternative routes from Chicago (MDW) to Gainesville (GNV)

  • Chicago to Gainesville (ORD-GNV): Located approximately 16 miles from Midway International Airport (MDW), O'Hare International Airport (ORD) offers one-way economy fares ranging from $165 to $490, varying by season and how early you book. Typically, this route features one-stop flights, with common layover points at Charlotte-Douglas International Airport (CLT) and Hartsfield-Jackson Atlanta International Airport (ATL). The primary airlines servicing this route are American Airlines and Delta.
  • Chicago to Jacksonville (MDW-JAX): Jacksonville International Airport (JAX) lies about 66 miles from Gainesville Regional Airport (GNV). On this route, one-way economy fares generally fall between $80 and $475, influenced by the time of year and when you make your reservation. Travelers can choose from both non-stop and one-stop flights. Leading airlines on this route include low-cost carriers like Southwest Airlines and Frontier Airlines, with first-class service also available.
  • Chicago to Jacksonville (ORD-JAX): O'Hare International Airport (ORD) is about 16 miles from Midway International Airport (MDW), while Jacksonville International Airport (JAX) is roughly 66 miles from Gainesville Regional Airport (GNV). One-way economy fares for this journey typically range from $85 to $455, influenced by seasonality and booking time. This route offers both non-stop and one-stop options. Major airlines operating here include United and American Airlines, with first-class service provided as well.

How to find the best prices for flights from Chicago (MDW) to Gainesville (GNV)

Getting some of the best deals on flights from Chicago to Gainesville is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually found when booking within two weeks, which is also when most travelers make their reservations. Departures in the morning, specifically between 5 AM and 12 PM, tend to offer lower prices and are the most popular flight times. Additionally, flying on Thursday provides both affordable options and is a favored travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Gainesville hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Gainesville Regional Airport from Midway International Airport

Gainesville welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. Here's how to reach Gainesville efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Gainesville, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Gainesville Regional Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Gainesville Regional Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Gainesville Regional Airport, Gainesville Downtown Station, a bus station, is located about 5.2 miles away by car, providing convenient access for travelers heading into the city.

Frequently asked questions

How much does a flight from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) cost?
You can find cheap one-way flights from $205 and cheap return flights from $409 Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) with Expedia. One-way flights generally range between $248 and $759, and roundtrip flights usually range from $443 to $938. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
The cheapest month to fly from MDW to GNV is September when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
Enter MDW to GNV and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
To find a cheap flight from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
The earliest flight from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) typically departs at 6:00 AM, operated by Delta. This seasonal service is available from February to June, allowing you to kick off your day early in Florida. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
The most popular departure times for flights from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) are in the late afternoon, from 3pm to 6pm. This accounts for around 75% of total traffic. Delta Airlines is the primary carrier offering flights during this window. Many travelers prefer this timing as it allows for a relaxed morning before heading to the airport.
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
Flights from MDW to GNV with one stop typically take around 4 hours 30 minutes, covering approximately 890 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
First class seats are offered on the MDW to GNV route with Delta Air Lines.
How do I earn miles on a Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) flight with Expedia?
It's easy to earn miles on a Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Gainesville from Midway Intl. (MDW)?
If you're planning to travel to Gainesville from Midway Intl. (MDW), you can fly into Gainesville Regional (GNV) Some flights may connect through major hubs like Detroit Metropolitan Wayne County (DTW), Minneapolis - St. Paul Intl. (MSP) before reaching Gainesville. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) at the last minute?
Typically, booking a last minute flight from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) flight and hotel package?
Securing a Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) Gainesville Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional)?
If you booked your Chicago, IL (MDW-Midway Intl.) to Gainesville, FL (GNV-Gainesville Regional) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Midway Intl.
Destination airport
Gainesville Regional
Airlines serving
Delta
Roundtrip price
$408
Distance
890 mi

Book with confidence

Chicago to Gainesville Flights

The cheapest times to fly from Chicago to Gainesville

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Gainesville are during the month of September. You can find some of the cheapest flights from Chicago to Gainesville with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Gainesville

Sunday is one of the best days to book for cheap flights from Chicago to Gainesville: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Gainesville

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Gainesville in 2026. You can also book with separate airlines for your outbound and return journeys, from $205 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Gainesville flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Gainesville airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Gainesville Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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