$308+ Cheap flights from Gainesville (GNV) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — CHI
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Gainesville to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Gainesville to Chicago
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Cheapest flights from Gainesville to ChicagoExplore the most affordable flight options available from Gainesville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Gainesville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:00 pm
GNV
- MDW
1 stop4h 31m
Delta
Wed 3/1112:47 pm
MDW
- GNV
1 stop4h 28m
Delta
Deal found 2/2![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
GNV
- ORD
1 stop8h 20m
American Airlines
Wed 3/115:28 pm
ORD
- GNV
1 stop5h 31m
American Airlines
Deal found 2/2![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:47 pm
GNV
- ORD
1 stop7h 07m
American Airlines
Wed 4/158:39 am
ORD
- GNV
1 stop7h 38m
American Airlines
Deal found 2/1![American Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:00 pm
GNV
- MDW
1 stop4h 31m
Delta
Sat 4/186:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 2/2![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:00 pm
GNV
- ORD
1 stop5h 54m
Delta
Sat 4/185:10 am
ORD
- GNV
1 stop7h 06m
Delta
Deal found 2/2![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:46 pm
GNV
- MDW
1 stop6h 23m
Delta
Sun 5/105:14 pm
MDW
- GNV
1 stop4h 30m
Delta
Deal found 2/2![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:11 pm
GNV
- ORD
1 stop4h 38m
Delta
Sun 5/109:44 am
ORD
- GNV
1 stop4h 16m
Delta
Deal found 2/2![Delta logo]()
$407
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:54 pm
GNV
- ORD
1 stop6h 45m
American Airlines
Sun 9/135:00 am
ORD
- GNV
1 stop7h 01m
American Airlines
Deal found 2/2![American Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:00 am
GNV
- MDW
1 stop4h 54m
Delta
Sun 3/86:00 am
MDW
- GNV
1 stop5h 47m
Delta
Deal found 2/2![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:00 am
GNV
- MDW
1 stop6h 59m
Delta
Sat 2/1411:06 am
MDW
- GNV
1 stop4h 18m
Delta
Deal found 2/1![Delta logo]()
$435
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:00 am
GNV
- ORD
1 stop5h 05m
Delta
Sat 2/143:21 pm
ORD
- GNV
1 stop6h 15m
Delta
Deal found 2/1![Delta logo]()
$435
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/267:00 pm
GNV
- ORD
1 stop5h 54m
Delta
Mon 3/3011:10 am
ORD
- GNV
1 stop3h 58m
Delta
Deal found 2/1![Delta logo]()
$459
Best flights from Gainesville to ChicagoDiscover carefully curated flight deals from Gainesville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Gainesville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:00 pm
GNV
- MDW
1 stop4h 31m
Delta
Wed 3/1112:47 pm
MDW
- GNV
1 stop4h 28m
Delta
Deal found 2/2![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
GNV
- ORD
1 stop8h 20m
American Airlines
Wed 3/115:28 pm
ORD
- GNV
1 stop5h 31m
American Airlines
Deal found 2/2![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:47 pm
GNV
- ORD
1 stop7h 07m
American Airlines
Wed 4/158:39 am
ORD
- GNV
1 stop7h 38m
American Airlines
Deal found 2/1![American Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:00 pm
GNV
- MDW
1 stop4h 31m
Delta
Sat 4/186:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 2/2![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:46 pm
GNV
- MDW
1 stop6h 23m
Delta
Sun 5/105:14 pm
MDW
- GNV
1 stop4h 30m
Delta
Deal found 2/1![Delta logo]()
$407
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:59 pm
GNV
- ORD
1 stop4h 55m
American Airlines
Sun 5/107:15 am
ORD
- GNV
1 stop6h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:00 am
GNV
- MDW
1 stop4h 54m
Delta
Sun 3/86:00 am
MDW
- GNV
1 stop5h 47m
Delta
Deal found 2/2![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:00 pm
GNV
- MDW
1 stop4h 33m
Delta
Sat 2/214:13 pm
MDW
- GNV
1 stop5h 23m
Delta
Deal found 2/2![Delta logo]()
$435
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:00 pm
GNV
- ORD
1 stop5h 56m
Delta
Sat 2/213:21 pm
ORD
- GNV
1 stop6h 15m
Delta
Deal found 2/2![Delta logo]()
$435
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:45 pm
GNV
- ORD
1 stop5h 31m
American Airlines
Sat 2/144:04 pm
ORD
- GNV
2 stops7h 21m
American Airlines
Deal found 2/1![American Airlines logo]()
$537
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/267:00 pm
GNV
- ORD
1 stop5h 54m
Delta
Mon 3/3011:10 am
ORD
- GNV
1 stop3h 58m
Delta
Deal found 2/1![Delta logo]()
$459
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/267:45 pm
GNV
- ORD
1 stop5h 31m
American Airlines
Sun 3/295:00 am
ORD
- GNV
1 stop4h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$630
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:00 pm
GNV
- ORD
1 stop5h 56m
Delta
Sun 2/226:45 am
ORD
- GNV
1 stop4h 41m
Delta
Deal found 2/3![Delta logo]()
$487
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:00 am
GNV
- MDW
1 stop4h 54m
Delta
Sat 2/1411:06 am
MDW
- GNV
1 stop4h 18m
Delta
Deal found 2/1![Delta logo]()
$497
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/134:59 pm
GNV
- ORD
1 stop5h 02m
Delta
Sat 2/143:21 pm
ORD
- GNV
1 stop6h 15m
Delta
Deal found 2/1![Delta logo]()
$497
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:00 am
GNV
- MDW
1 stop5h 21m
Delta
Sat 2/144:13 pm
MDW
- GNV
1 stop16h 11m
Delta
Deal found 2/1![Delta logo]()
$611
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1410:13 am
GNV
- ORD
1 stop4h 57m
Delta
Sat 2/146:30 pm
ORD
- GNV
1 stop13h 54m
Delta
Deal found 2/1![Delta logo]()
$647
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:00 am
GNV
- MDW
1 stop4h 54m
Delta
Fri 2/137:20 pm
MDW
- GNV
2 stops26h 16m
Delta
Deal found 2/1![Delta logo]()
$719
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:00 am
GNV
- MDW
1 stop5h 06m
Delta
Wed 2/1810:49 am
MDW
- GNV
1 stop6h 24m
Delta
Deal found 2/1![Delta logo]()
$735
Last-minute flights from Gainesville to ChicagoDiscover last-minute flight deals from Gainesville to Chicago. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Gainesville to Chicago. Data last updated February 3, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/75:30 pm
GNV
- MDW
1 stop5h 52m
Delta
Mon 2/910:46 am
MDW
- GNV
1 stop6h 24m
Delta
Deal found 2/2![Delta logo]()
$497
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/75:30 pm
GNV
- ORD
1 stop7h 26m
Delta
Mon 2/92:50 pm
ORD
- GNV
1 stop6h 39m
Delta
Deal found 2/2![Delta logo]()
$497
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:00 am
GNV
- MDW
1 stop6h 59m
Delta
Sat 2/1411:06 am
MDW
- GNV
1 stop4h 18m
Delta
Deal found 2/1![Delta logo]()
$435
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:00 am
GNV
- ORD
1 stop5h 05m
Delta
Sat 2/143:21 pm
ORD
- GNV
1 stop6h 15m
Delta
Deal found 2/1![Delta logo]()
$435
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:35 am
GNV
- ORD
2 stops8h 26m
American Airlines
Sat 2/141:39 pm
ORD
- GNV
1 stop4h 41m
American Airlines
Deal found 2/1![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/116:35 am
GNV
- ORD
1 stop6h 00m
American Airlines
Sun 2/158:10 am
ORD
- GNV
1 stop5h 33m
American Airlines
Deal found 2/1![American Airlines logo]()
$461
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:00 pm
GNV
- ORD
1 stop5h 56m
Delta
Sun 2/226:45 am
ORD
- GNV
1 stop4h 41m
Delta
Deal found 2/3![Delta logo]()
$487
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:00 pm
GNV
- MDW
1 stop4h 31m
Delta
Wed 3/1112:47 pm
MDW
- GNV
1 stop4h 28m
Delta
Deal found 2/2![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
GNV
- ORD
1 stop8h 20m
American Airlines
Wed 3/115:28 pm
ORD
- GNV
1 stop5h 31m
American Airlines
Deal found 2/2![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:24 am
GNV
- ORD
1 stop5h 57m
American Airlines
Sun 3/88:10 am
ORD
- GNV
1 stop5h 33m
American Airlines
Deal found 2/2![American Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:00 am
GNV
- MDW
1 stop4h 54m
Delta
Sun 3/86:00 am
MDW
- GNV
1 stop5h 47m
Delta
Deal found 2/2![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/267:00 pm
GNV
- ORD
1 stop5h 54m
Delta
Mon 3/3011:10 am
ORD
- GNV
1 stop3h 58m
Delta
Deal found 2/1![Delta logo]()
$459
One-way flights from Gainesville to ChicagoSearch for one-way flight options from Gainesville to Chicago. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Gainesville to Chicago. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/84:59 pm
GNV
- MDW
1 stop5h 46m
Delta
Deal found 2/2![Delta logo]()
$308
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:46 pm
GNV
- ORD
1 stop6h 56m
American Airlines
Deal found 2/3![American Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
GNV
- MDW
1 stop4h 54m
Delta
Deal found 2/2![Delta logo]()
$338
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:10 am
GNV
- ORD
1 stop9h 00m
American Airlines
Deal found 2/2![American Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:00 am
GNV
- MDW
1 stop4h 54m
Delta
Deal found 2/1![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:00 pm
GNV
- ORD
1 stop5h 56m
Delta
Deal found 2/1![Delta logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:30 am
GNV
- ORD
2 stops7h 08m
American Airlines
Deal found 2/1![American Airlines logo]()
$493
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:00 am
GNV
- MDW
1 stop4h 56m
Delta
Deal found 2/1![Delta logo]()
$560
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1810:12 am
GNV
- ORD
2 stops9h 29m
Delta
Deal found 2/2![Delta logo]()
$568
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:24 am
GNV
- ORD
2 stops7h 16m
American Airlines
Deal found 2/1![American Airlines logo]()
$718
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/910:06 am
GNV
- MDW
2 stops8h 50m
Delta
Deal found 2/1![Delta logo]()
$726
This Qatar Airways deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:00 am
GNV
- ORD
2 stops57h 30m
Qatar Airways
Deal found 2/1![Qatar Airways logo]()
$1,792
Find flight deals from Gainesville to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Gainesville (GNV) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $329 (Delta) |
One-way from | $308 (Delta) |
Popular in | November |
Cheapest in | August |
Average price | $407 |
Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Gainesville to Chicago that are best for you.
Fly from
Gainesville
Fly to
Chicago
Route
Depart
Return
Price
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Wed 3/4
7:00 pm-10:31 pm
1 stop4h 31m
Chicago Midway
Wed 3/11
12:47 pm-6:15 pm
1 stop4h 28m
$329
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Wed 3/4
6:00 am-1:20 pm
1 stop8h 20m
Chicago O'Hare Intl
Wed 3/11
5:28 pm-11:59 pm
1 stop5h 31m
$329
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Thu 4/9
5:47 pm-11:54 pm
1 stop7h 07m
Chicago O'Hare Intl
Wed 4/15
8:39 am-5:17 pm
1 stop7h 38m
$368
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Sun 4/12
7:00 pm-10:31 pm
1 stop4h 31m
Chicago Midway
Sat 4/18
6:00 am-1:16 pm
1 stop6h 16m
$394
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Fri 5/8
3:46 pm-9:09 pm
1 stop6h 23m
Chicago Midway
Sun 5/10
5:14 pm-10:44 pm
1 stop4h 30m
$407
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Fri 5/8
7:59 pm-11:54 pm
1 stop4h 55m
Chicago O'Hare Intl
Sun 5/10
7:15 am-2:41 pm
1 stop6h 26m
$407
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Fri 3/6
6:00 am-9:54 am
1 stop4h 54m
Chicago Midway
Sun 3/8
6:00 am-12:47 pm
1 stop5h 47m
$433
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Tue 2/17
7:00 pm-10:33 pm
1 stop4h 33m
Chicago Midway
Sat 2/21
4:13 pm-10:36 pm
1 stop5h 23m
$435
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Tue 2/17
7:00 pm-11:56 pm
1 stop5h 56m
Chicago O'Hare Intl
Sat 2/21
3:21 pm-10:36 pm
1 stop6h 15m
$435
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Thu 3/26
7:00 pm-11:54 pm
1 stop5h 54m
Chicago O'Hare Intl
Mon 3/30
11:10 am-4:08 pm
1 stop3h 58m
$459
Showing 1-10 of 29 results
Compare providers for flights from Gainesville to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Gainesville to Chicago in February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Gainesville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Gainesville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Gainesville-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Gainesville-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Gainesville-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Gainesville to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Gainesville with our price prediction graph.
GNV-CHI
GNV-MDW
GNV-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Gainesville to Chicago
GNV-CHI
GNV-MDW
GNV-ORD
What is the cheapest month to book a flight from Gainesville to Chicago?
Currently, January is the cheapest month in which you can book a flight from Gainesville to Chicago (average of $60). Flying from Gainesville to Chicago in June is currently the most expensive (average of $113). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 3, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Gainesville to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.9
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Related info for your journey
Find useful and relevant information for your journey from Gainesville to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Gainesville to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Gainesville to Chicago
Discover the top 2 airlines that operate flights from Gainesville to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$213 | Average$441 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$301 | Average$476 | FlexibilityNo cancel fee | On-time71% |