What airlines fly to Chicago?

American Airlines, Frontier and United Airlines are the top three most popular airlines that fly to Chicago from Gainesville according to our data. American Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Gainesville Regional to Chicago?

Delta and American Airlines are the most popular carriers operating from Gainesville Regional to Chicago

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?

The number of operators available for flights from Gainesville Regional Airport to Chicago is 2 as of January 2026.

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.

$308 Cheap Flights from Gainesville to Chicago in 2026

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Find the cheapest flights from Gainesville to Chicago

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

4:15 pm - 10:24 pm

GNV

ORD

7h 09m

1 stop

1:39 pm - 9:28 pm

ORD

GNV

6h 49m

1 stop

$328American Airlines

mié., mar. 18 - mar., mar. 31

7:59 pm - 11:57 pm

GNV

ORD

4h 58m

1 stop

2:56 pm - 10:49 pm

ORD

GNV

6h 53m

1 stop

$329American Airlines

mié., may. 6 - sáb., may. 9

7:01 pm - 10:29 pm

GNV

MDW

4h 28m

1 stop

6:00 am - 12:23 pm

MDW

GNV

5h 23m

1 stop

$329Delta

mié., may. 6 - sáb., may. 9

1:03 pm - 6:01 pm

GNV

ORD

5h 58m

1 stop

10:10 am - 4:26 pm

ORD

GNV

5h 16m

1 stop

$367American Airlines

sáb., feb. 7 - mar., feb. 10

7:59 pm - 11:57 pm

GNV

ORD

4h 58m

1 stop

7:15 am - 2:41 pm

ORD

GNV

6h 26m

1 stop

$368American Airlines

jue., abr. 9 - mié., abr. 15

6:24 am - 1:19 pm

GNV

ORD

7h 55m

2 stops

1:39 pm - 7:20 pm

ORD

GNV

4h 41m

1 stop

$373American Airlines

sáb., feb. 21 - lun., feb. 23

6:00 am - 10:21 am

GNV

MDW

5h 21m

1 stop

12:45 pm - 6:13 pm

MDW

GNV

4h 28m

1 stop

$388Delta

sáb., feb. 21 - lun., feb. 23

7:00 pm - 11:59 pm

GNV

ORD

5h 59m

1 stop

7:15 am - 1:07 pm

ORD

GNV

4h 52m

1 stop

$388Delta

dom., abr. 12 - sáb., abr. 18

6:00 am - 9:56 am

GNV

MDW

4h 56m

1 stop

10:49 am - 4:26 pm

MDW

GNV

4h 37m

1 stop

$394Delta

dom., abr. 12 - sáb., abr. 18

5:18 pm - 12:26 am

GNV

ORD

8h 08m

1 stop

7:50 am - 1:21 pm

ORD

GNV

4h 31m

1 stop

$394American Airlines

sáb., jul. 4 - sáb., jul. 18

Delta flights from Gainesville to Chicago

Our best Delta deals on Gainesville to Chicago flight tickets

Delta

May 6

GNV7:01 pmGainesville Regional

4h 28m

1 stop

MDW10:29 pmChicago Midway

May 9

MDW6:00 amChicago Midway

5h 23m

1 stop

GNV12:23 pmGainesville Regional

$329

Delta

Apr 12

GNV7:00 pmGainesville Regional

5h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

Apr 18

ORD7:15 amChicago O'Hare Intl

4h 52m

1 stop

GNV1:07 pmGainesville Regional

$388

Delta

Apr 12

GNV6:00 amGainesville Regional

4h 56m

1 stop

MDW9:56 amChicago Midway

Apr 18

MDW10:49 amChicago Midway

4h 37m

1 stop

GNV4:26 pmGainesville Regional

$394

American Airlines flights from Gainesville to Chicago

Our best American Airlines deals on Gainesville to Chicago flight tickets

American Airlines

Mar 18

GNV4:15 pmGainesville Regional

7h 09m

1 stop

ORD10:24 pmChicago O'Hare Intl

Mar 31

ORD1:39 pmChicago O'Hare Intl

6h 49m

1 stop

GNV9:28 pmGainesville Regional

$328

American Airlines

May 6

GNV7:59 pmGainesville Regional

4h 58m

1 stop

ORD11:57 pmChicago O'Hare Intl

May 9

ORD2:56 pmChicago O'Hare Intl

6h 53m

1 stop

GNV10:49 pmGainesville Regional

$329

American Airlines

Feb 7

GNV1:03 pmGainesville Regional

5h 58m

1 stop

ORD6:01 pmChicago O'Hare Intl

Feb 10

ORD10:10 amChicago O'Hare Intl

5h 16m

1 stop

GNV4:26 pmGainesville Regional

$367

Fly from

Fly to

Route

Depart

Return

Price

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

mié. 3/18

4:15 pm-10:24 pm

1 stop7h 09m

Chicago O'Hare Intl

mar. 3/31

1:39 pm-9:28 pm

1 stop6h 49m

$328

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

mié. 5/6

7:59 pm-11:57 pm

1 stop4h 58m

Chicago O'Hare Intl

sáb. 5/9

2:56 pm-10:49 pm

1 stop6h 53m

$329

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

mié. 5/6

7:01 pm-10:29 pm

1 stop4h 28m

Chicago Midway

sáb. 5/9

6:00 am-12:23 pm

1 stop5h 23m

$329

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

sáb. 2/7

1:03 pm-6:01 pm

1 stop5h 58m

Chicago O'Hare Intl

mar. 2/10

10:10 am-4:26 pm

1 stop5h 16m

$367

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

jue. 4/9

7:59 pm-11:57 pm

1 stop4h 58m

Chicago O'Hare Intl

mié. 4/15

7:15 am-2:41 pm

1 stop6h 26m

$368

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

sáb. 2/21

6:24 am-1:19 pm

2 stops7h 55m

Chicago O'Hare Intl

lun. 2/23

1:39 pm-7:20 pm

1 stop4h 41m

$373

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

sáb. 2/21

6:00 am-10:21 am

1 stop5h 21m

Chicago Midway

lun. 2/23

12:45 pm-6:13 pm

1 stop4h 28m

$388

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

dom. 4/12

7:00 pm-11:59 pm

1 stop5h 59m

Chicago O'Hare Intl

sáb. 4/18

7:15 am-1:07 pm

1 stop4h 52m

$388

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

dom. 4/12

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

sáb. 4/18

10:49 am-4:26 pm

1 stop4h 37m

$394

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

sáb. 7/4

5:18 pm-12:26 am

1 stop8h 08m

Chicago O'Hare Intl

sáb. 7/18

7:50 am-1:21 pm

1 stop4h 31m

$394

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Can stopping save me money on Gainesville to Chicago flights?

You could potentially save up to 50% on your flight if you consider stops on a Gainesville to Chicago flight.

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 17m
Direct flights	None

The fastest flight from Gainesville to Chicago takes 4h 17m

There are no direct flights from Gainesville to Chicago. There are no popular flight routes from Gainesville to Chicago.

Search flight deals

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 17m.
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?
The number of operators available for flights from Gainesville Regional Airport to Chicago is 2 as of January 2026.
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?
Based on momondo bookings for flights between Gainesville and Chicago, the leading airline is American Airlines, making up 61% of the total bookings. Other popular airlines include Delta with 39%.

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 Airlines	PriceFrom $301	Free Cancellation	Rating 7.2 11,114 reviews		Search American Airlines flights
Delta	PriceFrom $302	Free Cancellation	Rating 7.9 8,039 reviews		Search Delta flights

Merrillville

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Hammond

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Saint Joseph

Portage

Lansing

Schererville

Valparaiso

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.