S$275 Cheap Flights from Gainesville to Chicago

View S$275 flight on Tue, 5 Aug, 2025Opens in a new window

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

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 40% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Gainesville to Chicago (GNV-MDW)

Prices were available within the past 7 days and start at S$275 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Gainesville (GNV) to Chicago (MDW)

September is typically the cheapest month to fly

From S$383 - S$1,091 per traveller.

Graph displaying average flight prices per month

Gainesville to Chicago route information
Origin airport
Gainesville Regional
Destination airport
Midway Intl.
Distance
1424 km

Frequently asked questions

How much is a flight from GNV to Midway Airport?
If you're travelling from Gainesville Regional Airport to Midway Airport, round-trip journeys start from . This figure is based on airfares advertised within the last 7 days on Expedia for flights departing within the next year, so don't hang around. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Gainesville Regional Airport to MDW?
The majority of flights can be cancelled online, but whether you are charged a fee differs between airlines. If you do have to cancel your escape, follow the instructions in the Customer Service Portal.
How do I find cheap flights from Gainesville Regional Airport to MDW that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Gainesville Regional Airport (GNV) to Midway Intl. Airport (MDW) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from GNV to Midway Intl. Airport (MDW)?
A flight distance of just 1,450 kilometres separates Gainesville and Chicago. Once you're in the air, you won't get a chance to do much more than browse the magazine in your seat-back pocket.
Which airlines fly direct from Gainesville Regional Airport (GNV) to Midway Airport?
Unfortunately, there aren't any airlines that directly fly between GNV and Chicago Airport. You'll need to book a flight with at least one stop.
Are GNV to Midway Airport flight tickets cheaper when they're purchased at the last minute?
Booking last minute from Gainesville Regional Airport to Midway Airport can be hit-or-miss. It is possible to find a bargain, but then again, you could miss out! If you'd prefer to start planning ahead of time, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines release their prices so far in advance. Our top tip? Check back often as prices are updated regularly.

Explore a world of travel with Expedia

*Available to Expedia members.