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Cheap flights from Chicago to Gainesville from $282

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 4/17. 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.
Delta Logo
12:47 pm - 6:15 pm
MDW
-
GNV
4h 28m
1 stop
Delta Logo
7:03 pm - 10:28 pm
GNV
-
MDW
4h 25m
1 stop
$329Delta
Wed, Apr 1 - Wed, Apr 29
Delta Logo
11:10 am - 4:08 pm
ORD
-
GNV
3h 58m
1 stop
Delta Logo
6:00 am - 10:09 am
GNV
-
ORD
5h 09m
1 stop
$329Delta
Wed, Mar 25 - Wed, Apr 15
Delta Logo
11:10 am - 4:08 pm
ORD
-
GNV
3h 58m
1 stop
Delta Logo
7:03 pm - 8:40 am
GNV
-
ORD
14h 37m
1 stop
$364Delta
Wed, Mar 25 - Mon, Apr 13
Delta Logo
10:45 am - 4:08 pm
MDW
-
GNV
4h 23m
1 stop
Delta Logo
4:59 pm - 10:31 pm
GNV
-
MDW
6h 32m
1 stop
$368Delta
Tue, Mar 17 - Tue, Mar 24
Delta Logo
5:30 am - 12:47 pm
ORD
-
GNV
6h 17m
1 stop
Delta Logo
7:00 pm - 11:54 pm
GNV
-
ORD
5h 54m
1 stop
$368Delta
Tue, Mar 17 - Tue, Mar 24
Delta Logo
7:59 pm - 12:47 pm
ORD
-
GNV
15h 48m
1 stop
Delta Logo
7:03 pm - 10:21 pm
GNV
-
ORD
4h 18m
1 stop
$374Delta
Tue, Mar 24 - Tue, Apr 14
Delta Logo
8:15 am - 1:16 pm
ORD
-
GNV
4h 01m
1 stop
Delta Logo
7:03 pm - 8:37 am
GNV
-
ORD
14h 34m
1 stop
$392Delta
Tue, Apr 14 - Fri, Apr 17
Delta Logo
6:00 am - 12:47 pm
MDW
-
GNV
5h 47m
1 stop
Delta Logo
6:00 am - 9:56 am
GNV
-
MDW
4h 56m
1 stop
$394Delta
Wed, Mar 25 - Tue, Apr 14
Delta Logo
9:50 am - 4:08 pm
ORD
-
GNV
5h 18m
1 stop
Delta Logo
2:02 pm - 6:35 pm
GNV
-
ORD
5h 33m
1 stop
$394Delta
Thu, Mar 26 - Tue, Apr 14
Delta Logo
10:45 am - 4:08 pm
MDW
-
GNV
4h 23m
1 stop
Delta Logo
7:00 pm - 10:31 pm
GNV
-
MDW
4h 31m
1 stop
$407Delta
Tue, Mar 17 - Mon, Mar 23

Delta flights from Chicago to Gainesville

Our best Delta deals on Chicago to Gainesville flight tickets
Delta
Mar 25
ORD11:10 amChicago O'Hare Intl
3h 58m
1 stop
GNV4:08 pmGainesville Regional
Apr 15
GNV6:00 amGainesville Regional
5h 09m
1 stop
ORD10:09 amChicago O'Hare Intl
$329
Delta
Mar 25
ORD11:10 amChicago O'Hare Intl
3h 58m
1 stop
GNV4:08 pmGainesville Regional
Apr 13
GNV7:03 pmGainesville Regional
14h 37m
1 stop
ORD8:40 amChicago O'Hare Intl
$364
Delta
Mar 17
MDW10:45 amChicago Midway
4h 23m
1 stop
GNV4:08 pmGainesville Regional
Mar 24
GNV4:59 pmGainesville Regional
6h 32m
1 stop
MDW10:31 pmChicago Midway
$368

American Airlines flights from Chicago to Gainesville

Our best American Airlines deals on Chicago to Gainesville flight tickets
American Airlines
Mar 27
ORD5:00 pmChicago O'Hare Intl
4h 27m
1 stop
GNV10:27 pmGainesville Regional
Apr 14
GNV6:49 pmGainesville Regional
6h 05m
1 stop
ORD11:54 pmChicago O'Hare Intl
$438
American Airlines
Mar 14
ORD8:03 amChicago O'Hare Intl
5h 38m
1 stop
GNV2:41 pmGainesville Regional
Mar 21
GNV6:24 amGainesville Regional
7h 55m
2 stops
ORD1:19 pmChicago O'Hare Intl
$455
American Airlines
Mar 27
ORD5:00 pmChicago O'Hare Intl
4h 27m
1 stop
GNV10:27 pmGainesville Regional
Apr 13
GNV7:59 pmGainesville Regional
4h 55m
1 stop
ORD11:54 pmChicago O'Hare Intl
$477

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 February 24, 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

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Wed 4/1

12:47 pm-6:15 pm

1 stop4h 28m

Gainesville Regional

Wed 4/29

7:03 pm-10:28 pm

1 stop4h 25m

$329

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 3/25

11:10 am-4:08 pm

1 stop3h 58m

Gainesville Regional

Wed 4/15

6:00 am-10:09 am

1 stop5h 09m

$329

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Wed 3/25

11:10 am-4:08 pm

1 stop3h 58m

Gainesville Regional

Mon 4/13

7:03 pm-8:40 am

1 stop14h 37m

$364

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Tue 3/17

10:45 am-4:08 pm

1 stop4h 23m

Gainesville Regional

Tue 3/24

4:59 pm-10:31 pm

1 stop6h 32m

$368

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Tue 3/17

5:30 am-12:47 pm

1 stop6h 17m

Gainesville Regional

Tue 3/24

7:00 pm-11:54 pm

1 stop5h 54m

$368

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Tue 3/24

7:59 pm-12:47 pm

1 stop15h 48m

Gainesville Regional

Tue 4/14

7:03 pm-10:21 pm

1 stop4h 18m

$374

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Tue 4/14

8:15 am-1:16 pm

1 stop4h 01m

Gainesville Regional

Fri 4/17

7:03 pm-8:37 am

1 stop14h 34m

$392

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Wed 3/25

6:00 am-12:47 pm

1 stop5h 47m

Gainesville Regional

Tue 4/14

6:00 am-9:56 am

1 stop4h 56m

$394

ChicagoGainesville

ORD - GNV

ORDGNV

Chicago O'Hare Intl

Thu 3/26

9:50 am-4:08 pm

1 stop5h 18m

Gainesville Regional

Tue 4/14

2:02 pm-6:35 pm

1 stop5h 33m

$394

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Tue 3/17

10:45 am-4:08 pm

1 stop4h 23m

Gainesville Regional

Mon 3/23

7:00 pm-10:31 pm

1 stop4h 31m

$407

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

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 09m

Direct flights

None
The fastest flight from Chicago to Gainesville takes 4h 09m
There are no direct flights from Chicago to Gainesville. There are no popular flight routes from Chicago to Gainesville.
Search flight deals

  • How far is Chicago to Gainesville Regional by plane?

    Chicago and Gainesville Regional are 894.3 mi apart from one another. 4h 09m 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
8,239 reviews
Search Delta flights
American AirlinesPriceFrom $328Free CancellationRating
7.2
11,343 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.

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