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Cheap flights from Chicago to Gainesville from $276

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 8/4. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Gainesville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:46 pm - 6:16 pm
MDW
-
GNV
4h 30m
1 stop
Delta Logo
6:00 am - 9:59 am
GNV
-
MDW
4h 59m
1 stop
$399Delta
Wed, Aug 26 - Wed, Sep 2
Delta Logo
3:25 pm - 10:48 pm
ORD
-
GNV
6h 23m
1 stop
Delta Logo
6:00 am - 9:23 am
GNV
-
ORD
4h 23m
1 stop
$399Delta
Wed, Aug 26 - Wed, Sep 2
Delta Logo
7:55 pm - 9:24 am
ORD
-
GNV
12h 29m
1 stop
Delta Logo
4:59 pm - 9:10 pm
GNV
-
ORD
5h 11m
1 stop
$414Delta
Wed, Dec 23 - Wed, Dec 30
American Airlines Logo
9:02 am - 4:32 pm
ORD
-
GNV
6h 30m
1 stop
American Airlines Logo
5:00 pm - 12:02 am
GNV
-
ORD
8h 02m
1 stop
$423American Airlines
Fri, Jan 1 - Sat, Jan 30
Delta Logo
6:11 am - 12:23 pm
MDW
-
GNV
5h 12m
1 stop
Delta Logo
6:00 am - 9:59 am
GNV
-
MDW
4h 59m
1 stop
$423Delta
Sat, Aug 15 - Sun, Aug 16
Delta Logo
7:55 pm - 12:22 pm
ORD
-
GNV
15h 27m
1 stop
Delta Logo
4:59 pm - 8:34 am
GNV
-
ORD
16h 35m
1 stop
$429Delta
Wed, Dec 23 - Mon, Dec 28
Delta Logo
9:30 am - 9:24 am
MDW
-
GNV
22h 54m
2 stops
Delta Logo
7:05 pm - 10:10 pm
GNV
-
MDW
4h 05m
1 stop
$434Delta
Sat, Dec 26 - Tue, Dec 29
Delta Logo
7:55 pm - 9:24 am
ORD
-
GNV
12h 29m
1 stop
Delta Logo
10:20 am - 4:37 pm
GNV
-
ORD
7h 17m
1 stop
$438Delta
Wed, Dec 23 - Thu, Dec 31
Delta Logo
7:55 pm - 12:22 pm
ORD
-
GNV
15h 27m
1 stop
Delta Logo
7:05 pm - 8:34 am
GNV
-
ORD
14h 29m
1 stop
$444Delta
Wed, Dec 23 - Sun, Jan 3
American Airlines Logo
6:49 am - 2:20 pm
ORD
-
GNV
6h 31m
1 stop
American Airlines Logo
6:15 am - 10:54 am
GNV
-
ORD
5h 39m
1 stop
$448American Airlines
Thu, Aug 27 - Thu, Sep 3

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American Airlines flights from Chicago to Gainesville

Our best American Airlines deals on Chicago to Gainesville flight tickets
American Airlines
Jan 1
ORD4:33 pmChicago O'Hare Intl
6h 26m
1 stop
GNV11:59 pmGainesville Regional
Jan 30
GNV5:00 pmGainesville Regional
8h 02m
1 stop
ORD12:02 amChicago O'Hare Intl
$423
American Airlines
Aug 27
ORD6:49 amChicago O'Hare Intl
6h 31m
1 stop
GNV2:20 pmGainesville Regional
Sep 3
GNV6:15 amGainesville Regional
5h 39m
1 stop
ORD10:54 amChicago O'Hare Intl
$448
American Airlines
Aug 8
ORD4:10 pmChicago O'Hare Intl
6h 49m
1 stop
GNV11:59 pmGainesville Regional
Aug 14
GNV6:39 pmGainesville Regional
6h 13m
1 stop
ORD11:52 pmChicago O'Hare Intl
$455

Delta flights from Chicago to Gainesville

Our best Delta deals on Chicago to Gainesville flight tickets
Delta
Aug 26
MDW12:46 pmChicago Midway
4h 30m
1 stop
GNV6:16 pmGainesville Regional
Sep 2
GNV6:00 amGainesville Regional
4h 59m
1 stop
MDW9:59 amChicago Midway
$399
Delta
Dec 23
ORD7:55 pmChicago O'Hare Intl
12h 29m
1 stop
GNV9:24 amGainesville Regional
Dec 29
GNV10:20 amGainesville Regional
7h 17m
1 stop
ORD4:37 pmChicago O'Hare Intl
$414
Delta
Aug 15
MDW6:11 amChicago Midway
5h 12m
1 stop
GNV12:23 pmGainesville Regional
Aug 16
GNV6:00 amGainesville Regional
4h 59m
1 stop
MDW9:59 amChicago Midway
$423

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 July 14, 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
Quickest round-trip

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Wed 8/26

12:46 pm-6:16 pm

1 stop4h 30m

Gainesville Regional

Wed 9/2

6:00 am-9:59 am

1 stop4h 59m

$399

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 8/26

3:25 pm-10:48 pm

1 stop6h 23m

Gainesville Regional

Wed 9/2

6:00 am-9:23 am

1 stop4h 23m

$399

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 12/23

7:55 pm-9:24 am

1 stop12h 29m

Gainesville Regional

Wed 12/30

4:59 pm-9:10 pm

1 stop5h 11m

$414

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Fri 1/1

9:02 am-4:32 pm

1 stop6h 30m

Gainesville Regional

Sat 1/30

5:00 pm-12:02 am

1 stop8h 02m

$423

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 8/15

6:11 am-12:23 pm

1 stop5h 12m

Gainesville Regional

Sun 8/16

6:00 am-9:59 am

1 stop4h 59m

$423

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 12/23

7:55 pm-12:22 pm

1 stop15h 27m

Gainesville Regional

Mon 12/28

4:59 pm-8:34 am

1 stop16h 35m

$429

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 12/26

9:30 am-9:24 am

2 stops22h 54m

Gainesville Regional

Tue 12/29

7:05 pm-10:10 pm

1 stop4h 05m

$434

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 12/23

7:55 pm-9:24 am

1 stop12h 29m

Gainesville Regional

Thu 12/31

10:20 am-4:37 pm

1 stop7h 17m

$438

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 12/23

7:55 pm-12:22 pm

1 stop15h 27m

Gainesville Regional

Sun 1/3

7:05 pm-8:34 am

1 stop14h 29m

$444

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Thu 8/27

6:49 am-2:20 pm

1 stop6h 31m

Gainesville Regional

Thu 9/3

6:15 am-10:54 am

1 stop5h 39m

$448

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 15m

Direct flights

None
The fastest flight from Chicago to Gainesville takes 4h 15m
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 15m 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
7.8
8,465 reviews
Search Delta flights
American AirlinesPriceFrom $328Free CancellationRating
7.1
11,808 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

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.

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