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Cheap flights from Gainesville to Chicago 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 Gainesville to Chicago departing on 7/15. 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 Gainesville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
9:48 am - 4:46 pm
GNV
-
ORD
7h 58m
1 stop
American Airlines Logo
5:07 am - 1:20 pm
ORD
-
GNV
7h 13m
1 stop
$410American Airlines
Sat, Jul 11 - Mon, Jul 13
Delta Logo
5:33 pm - 10:15 pm
GNV
-
MDW
5h 42m
1 stop
Delta Logo
6:00 am - 12:23 pm
MDW
-
GNV
5h 23m
1 stop
$417Delta
Sat, Jul 25 - Tue, Jul 28
Delta Logo
1:08 pm - 6:46 pm
GNV
-
ORD
6h 38m
1 stop
Delta Logo
6:35 am - 12:23 pm
ORD
-
GNV
4h 48m
1 stop
$417Delta
Sat, Jul 25 - Tue, Jul 28
American Airlines Logo
7:32 pm - 12:01 am
GNV
-
ORD
5h 29m
1 stop
American Airlines Logo
2:30 pm - 11:59 pm
ORD
-
GNV
8h 29m
1 stop
$421American Airlines
Mon, Jul 20 - Thu, Jul 30
Delta Logo
6:00 am - 9:52 am
GNV
-
MDW
4h 52m
1 stop
Delta Logo
5:25 pm - 10:27 pm
MDW
-
GNV
4h 02m
1 stop
$428Delta
Fri, Oct 16 - Tue, Oct 20
Delta Logo
6:00 am - 10:07 am
GNV
-
ORD
5h 07m
1 stop
Delta Logo
3:35 pm - 10:27 pm
ORD
-
GNV
5h 52m
1 stop
$428Delta
Fri, Oct 16 - Tue, Oct 20
Delta Logo
7:01 pm - 10:15 pm
GNV
-
MDW
4h 14m
1 stop
Delta Logo
6:00 am - 12:23 pm
MDW
-
GNV
5h 23m
1 stop
$432Delta
Sun, Jul 26 - Sat, Aug 1
Delta Logo
1:24 pm - 6:45 pm
GNV
-
ORD
6h 21m
1 stop
Delta Logo
5:30 am - 12:39 pm
ORD
-
GNV
6h 09m
1 stop
$432Delta
Sat, Oct 3 - Sun, Oct 4
Delta Logo
7:01 pm - 10:15 pm
GNV
-
MDW
4h 14m
1 stop
Delta Logo
5:10 pm - 10:37 pm
MDW
-
GNV
4h 27m
1 stop
$439Delta
Mon, Jul 20 - Thu, Jul 30
Delta Logo
7:01 pm - 10:15 pm
GNV
-
MDW
4h 14m
1 stop
Delta Logo
12:46 pm - 6:16 pm
MDW
-
GNV
4h 30m
1 stop
$442Delta
Fri, Jul 31 - Tue, Aug 4

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American Airlines flights from Gainesville to Chicago

Our best American Airlines deals on Gainesville to Chicago flight tickets
American Airlines
Jul 11
GNV9:48 amGainesville Regional
7h 58m
1 stop
ORD4:46 pmChicago O'Hare Intl
Jul 13
ORD5:07 amChicago O'Hare Intl
7h 13m
1 stop
GNV1:20 pmGainesville Regional
$410
American Airlines
Jul 20
GNV7:32 pmGainesville Regional
5h 29m
1 stop
ORD12:01 amChicago O'Hare Intl
Jul 30
ORD2:30 pmChicago O'Hare Intl
8h 29m
1 stop
GNV11:59 pmGainesville Regional
$421
American Airlines
Jul 11
GNV9:48 amGainesville Regional
7h 58m
1 stop
ORD4:46 pmChicago O'Hare Intl
Jul 13
ORD5:07 amChicago O'Hare Intl
7h 13m
1 stop
GNV1:20 pmGainesville Regional
$442

Delta flights from Gainesville to Chicago

Our best Delta deals on Gainesville to Chicago flight tickets
Delta
Jul 25
GNV1:08 pmGainesville Regional
6h 38m
1 stop
ORD6:46 pmChicago O'Hare Intl
Jul 28
ORD6:35 amChicago O'Hare Intl
4h 48m
1 stop
GNV12:23 pmGainesville Regional
$417
Delta
Oct 16
GNV6:00 amGainesville Regional
5h 07m
1 stop
ORD10:07 amChicago O'Hare Intl
Oct 20
ORD3:35 pmChicago O'Hare Intl
5h 52m
1 stop
GNV10:27 pmGainesville Regional
$428
Delta
Oct 3
GNV1:24 pmGainesville Regional
6h 21m
1 stop
ORD6:45 pmChicago O'Hare Intl
Oct 4
ORD5:30 amChicago O'Hare Intl
6h 09m
1 stop
GNV12:39 pmGainesville Regional
$432

momondo Fare Finder

 
Customize your flight search to find flights from Gainesville to Chicago 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 16, 2026.
Use the filters below to find and compare flights from Gainesville to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 7/11

9:48 am-4:46 pm

1 stop7h 58m

Chicago O'Hare Intl

Mon 7/13

5:07 am-1:20 pm

1 stop7h 13m

$410

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sat 7/25

5:33 pm-10:15 pm

1 stop5h 42m

Chicago Midway

Tue 7/28

6:00 am-12:23 pm

1 stop5h 23m

$417

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 7/25

1:08 pm-6:46 pm

1 stop6h 38m

Chicago O'Hare Intl

Tue 7/28

6:35 am-12:23 pm

1 stop4h 48m

$417

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Mon 7/20

7:32 pm-12:01 am

1 stop5h 29m

Chicago O'Hare Intl

Thu 7/30

2:30 pm-11:59 pm

1 stop8h 29m

$421

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 10/16

6:00 am-9:52 am

1 stop4h 52m

Chicago Midway

Tue 10/20

5:25 pm-10:27 pm

1 stop4h 02m

$428

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 10/16

6:00 am-10:07 am

1 stop5h 07m

Chicago O'Hare Intl

Tue 10/20

3:35 pm-10:27 pm

1 stop5h 52m

$428

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sun 7/26

7:01 pm-10:15 pm

1 stop4h 14m

Chicago Midway

Sat 8/1

6:00 am-12:23 pm

1 stop5h 23m

$432

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 10/3

1:24 pm-6:45 pm

1 stop6h 21m

Chicago O'Hare Intl

Sun 10/4

5:30 am-12:39 pm

1 stop6h 09m

$432
Quickest round-trip

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Mon 7/20

7:01 pm-10:15 pm

1 stop4h 14m

Chicago Midway

Thu 7/30

5:10 pm-10:37 pm

1 stop4h 27m

$439

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 7/31

7:01 pm-10:15 pm

1 stop4h 14m

Chicago Midway

Tue 8/4

12:46 pm-6:16 pm

1 stop4h 30m

$442

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Gainesville to Chicago

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 typical price of a round-trip flight between Gainesville and Chicago?

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Gainesville, with most prices found around $248. If you’re not able to fly to Chicago in November, then August is your next best option. Flight prices from Gainesville to Chicago during August average around $276.

When to book flights from Gainesville to Chicago

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

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

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

Fastest flight time

4h 13m

Direct flights

None
The fastest flight from Gainesville to Chicago takes 4h 13m
There are no direct flights from Gainesville to Chicago. There are no popular flight routes from Gainesville to Chicago.
Search flight deals

Frequently asked questions about flying from Gainesville to Chicago

  • How far is Gainesville Regional to Chicago by plane?

    There are 894.3 mi between Gainesville Regional and Chicago. In terms of flight time, this usually takes a little over 4h 13m.

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

    Prices for flights from Gainesville Regional Airport to Chicago are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Gainesville Regional Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago 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 Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Gainesville to Chicago

Compare and see reviews for airlines that fly from Gainesville to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $301Free CancellationRating
7.1
11,660 reviews
Search American Airlines flights
DeltaPriceFrom $302Free CancellationRating
7.9
8,396 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from Gainesville is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Chicago from Gainesville with this policy.

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

momondo provides multiple filters to help you find the best flight to Chicago from Gainesville. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Chicago from Gainesville. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport