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Cheap flights from Chicago to Gainesville from $328

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Gainesville departing on 8/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Gainesville

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:29 pm - 12:33 am
ORD
-
GNV
6h 04m
1 stop
American Airlines Logo
7:00 am - 12:19 pm
GNV
-
ORD
6h 19m
1 stop
$399American Airlines
Sat, Jun 27 - Sat, Jul 4
Delta Logo
10:55 am - 4:40 pm
MDW
-
GNV
4h 45m
1 stop
Delta Logo
5:33 pm - 10:15 pm
GNV
-
MDW
5h 42m
1 stop
$399Delta
Sat, Jul 4 - Sat, Jul 11
Delta Logo
7:00 am - 12:23 pm
ORD
-
GNV
4h 23m
1 stop
Delta Logo
1:08 pm - 6:49 pm
GNV
-
ORD
6h 41m
1 stop
$410Delta
Sat, Aug 1 - Fri, Aug 7
Delta Logo
6:00 am - 12:23 pm
MDW
-
GNV
5h 23m
1 stop
Delta Logo
10:17 am - 4:15 pm
GNV
-
MDW
6h 58m
1 stop
$421Delta
Thu, Jul 9 - Mon, Jul 13
Delta Logo
8:03 am - 2:56 pm
ORD
-
GNV
5h 53m
1 stop
Delta Logo
1:10 pm - 5:12 pm
GNV
-
ORD
5h 02m
1 stop
$421Delta
Thu, Jul 9 - Mon, Jul 13
Delta Logo
6:05 am - 12:23 pm
MDW
-
GNV
5h 18m
1 stop
Delta Logo
7:01 pm - 10:36 pm
GNV
-
MDW
4h 35m
1 stop
$423Delta
Wed, Aug 5 - Sun, Aug 9
Delta Logo
5:28 am - 12:23 pm
ORD
-
GNV
5h 55m
1 stop
Delta Logo
7:01 pm - 12:02 am
GNV
-
ORD
6h 01m
1 stop
$423Delta
Wed, Aug 5 - Sun, Aug 9
Delta Logo
6:35 am - 12:25 pm
ORD
-
GNV
4h 50m
1 stop
Delta Logo
7:00 am - 12:39 pm
GNV
-
ORD
6h 39m
1 stop
$433Delta
Mon, Jun 22 - Sat, Jul 4
Delta Logo
6:00 am - 12:22 pm
MDW
-
GNV
5h 22m
1 stop
Delta Logo
3:45 pm - 9:45 pm
GNV
-
MDW
7h 00m
1 stop
$434Delta
Thu, Oct 8 - Sun, Oct 11
American Airlines Logo
5:34 pm - 12:33 am
ORD
-
GNV
5h 59m
1 stop
American Airlines Logo
9:48 am - 4:43 pm
GNV
-
ORD
7h 55m
1 stop
$467American Airlines
Fri, Jun 19 - Mon, Jun 22

Delta flights from Chicago to Gainesville

Our best Delta deals on Chicago to Gainesville flight tickets
Delta
Jul 4
MDW10:55 amChicago Midway
4h 45m
1 stop
GNV4:40 pmGainesville Regional
Jul 11
GNV5:33 pmGainesville Regional
5h 42m
1 stop
MDW10:15 pmChicago Midway
$399
Delta
Aug 1
ORD7:00 amChicago O'Hare Intl
4h 23m
1 stop
GNV12:23 pmGainesville Regional
Aug 7
GNV1:08 pmGainesville Regional
6h 41m
1 stop
ORD6:49 pmChicago O'Hare Intl
$410
Delta
Jul 9
MDW6:00 amChicago Midway
5h 23m
1 stop
GNV12:23 pmGainesville Regional
Jul 13
GNV10:17 amGainesville Regional
6h 58m
1 stop
MDW4:15 pmChicago Midway
$421

American Airlines flights from Chicago to Gainesville

Our best American Airlines deals on Chicago to Gainesville flight tickets
American Airlines
Jun 27
ORD5:29 pmChicago O'Hare Intl
6h 04m
1 stop
GNV12:33 amGainesville Regional
Jul 4
GNV7:00 amGainesville Regional
6h 19m
1 stop
ORD12:19 pmChicago O'Hare Intl
$399
American Airlines
Jun 19
ORD5:34 pmChicago O'Hare Intl
5h 59m
1 stop
GNV12:33 amGainesville Regional
Jun 22
GNV9:48 amGainesville Regional
7h 55m
1 stop
ORD4:43 pmChicago O'Hare Intl
$467
American Airlines
Jun 13
ORD12:33 pmChicago O'Hare Intl
5h 27m
1 stop
GNV7:00 pmGainesville Regional
Jun 15
GNV1:49 pmGainesville Regional
4h 53m
1 stop
ORD5:42 pmChicago O'Hare Intl
$495

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Gainesville 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, momondo users made 832,500 searches. Data last updated June 2, 2026.
Use the filters below to find and compare flights from Chicago to Gainesville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Sat 6/27

5:29 pm-12:33 am

1 stop6h 04m

Gainesville Regional

Sat 7/4

7:00 am-12:19 pm

1 stop6h 19m

$399

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 7/4

10:55 am-4:40 pm

1 stop4h 45m

Gainesville Regional

Sat 7/11

5:33 pm-10:15 pm

1 stop5h 42m

$399

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Sat 8/1

7:00 am-12:23 pm

1 stop4h 23m

Gainesville Regional

Fri 8/7

1:08 pm-6:49 pm

1 stop6h 41m

$410

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Thu 7/9

6:00 am-12:23 pm

1 stop5h 23m

Gainesville Regional

Mon 7/13

10:17 am-4:15 pm

1 stop6h 58m

$421

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Thu 7/9

8:03 am-2:56 pm

1 stop5h 53m

Gainesville Regional

Mon 7/13

1:10 pm-5:12 pm

1 stop5h 02m

$421
Quickest round-trip

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Wed 8/5

6:05 am-12:23 pm

1 stop5h 18m

Gainesville Regional

Sun 8/9

7:01 pm-10:36 pm

1 stop4h 35m

$423

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 8/5

5:28 am-12:23 pm

1 stop5h 55m

Gainesville Regional

Sun 8/9

7:01 pm-12:02 am

1 stop6h 01m

$423

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Mon 6/22

6:35 am-12:25 pm

1 stop4h 50m

Gainesville Regional

Sat 7/4

7:00 am-12:39 pm

1 stop6h 39m

$433

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Thu 10/8

6:00 am-12:22 pm

1 stop5h 22m

Gainesville Regional

Sun 10/11

3:45 pm-9:45 pm

1 stop7h 00m

$434

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Fri 6/19

5:34 pm-12:33 am

1 stop5h 59m

Gainesville Regional

Mon 6/22

9:48 am-4:43 pm

1 stop7h 55m

$467

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Gainesville from

How to get the cheapest flight ticket from Chicago to Gainesville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Gainesville?

The month of December is, on average, the cheapest month to fly to Gainesville from Chicago, with most prices found around $328. If you’re not able to fly to Gainesville in December, then September is your next best option. Flight prices from Chicago to Gainesville during September average around $328.

How have Chicago to Gainesville flight prices changed over time?

When to book flights from Chicago to Gainesville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Gainesville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Gainesville (CHI to GNV) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Gainesville

Fastest flight time

4h 23m

Direct flights

None
The fastest flight from Chicago to Gainesville takes 4h 23m
There are no direct flights from Chicago to Gainesville. There are no popular flight routes from Chicago to Gainesville.
Search flight deals

Frequently asked questions about flying from Chicago to Gainesville

  • How far is Chicago to Gainesville Regional by plane?

    Chicago and Gainesville Regional are 894.3 mi apart from one another. 4h 23m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Gainesville Regional Airport?

    Prices for flights from Chicago to Gainesville Regional Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Gainesville Regional Airport?

  • How old do you have to be to fly from Chicago to Gainesville Regional Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Gainesville Regional Airport.

  • What documentation or ID do you need to fly to Gainesville Regional Airport?

    The required travel and health documents for your Gainesville Regional Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Gainesville Regional Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Gainesville?

Best airlines flying from Chicago to Gainesville

Compare and see reviews for airlines that fly from Chicago to Gainesville with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $328Free CancellationRating
7.9
8,397 reviews
Search Delta flights
American AirlinesPriceFrom $328Free CancellationRating
7.1
11,639 reviews
Search American Airlines flights

Traveling to a place near Gainesville?

Book flights to Gainesville if you plan to visit one of these locations
Lake City
Alachua
Trenton

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Gainesville?

It is quick and easy to find Chicago to Gainesville flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Gainesville that suits you.

Can I find flights from Chicago to Gainesville with flexible booking policies on momondo?

momondo does allow users to show only those flights to Gainesville from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Gainesville?

momondo helps you find the best flight between Chicago and Gainesville by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Gainesville right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Gainesville, momondo offers a useful price alert feature which will track prices for flights to Gainesville from Chicago and alert you when they change.

An easier way to manage your Gainesville trip

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