$279+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — CHI
Sep 6 — Sep 131
Round-trip
1 adult, Economy
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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
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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 August 7, 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 August 7, 2026.
This Delta deal was found by Cheapflights users on 8/4. 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 9/116:57 pm -
1 stop4h 47m
Wed 9/166:05 am -
1 stop5h 34m
Deal found 8/4![Delta logo]()
$409
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Sat 9/55:45 am -
1 stop6h 06m
Sun 9/65:05 am -
1 stop7h 23m
Deal found 8/2![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/4. 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 10/127:03 pm -
1 stop16h 00m
Tue 10/206:04 am -
1 stop5h 44m
Deal found 8/4![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/4. 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 10/127:03 pm -
1 stop15h 22m
Sat 10/175:27 am -
1 stop6h 21m
Deal found 8/4![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/5. 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 10/1310:19 am -
1 stop7h 00m
Mon 10/195:15 pm -
1 stop15h 19m
Deal found 8/5![Delta logo]()
$427
This Delta deal was found by Cheapflights users on 8/5. 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 12/137:06 pm -
1 stop14h 35m
Wed 1/1311:10 am -
1 stop3h 54m
Deal found 8/5![Delta logo]()
$427
This Delta deal was found by Cheapflights users on 8/4. 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 10/167:03 pm -
1 stop4h 30m
Tue 10/206:04 am -
1 stop5h 44m
Deal found 8/4![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 8/4. 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 10/167:03 pm -
1 stop5h 49m
Sat 10/175:27 am -
1 stop6h 21m
Deal found 8/4![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 8/4. 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 10/127:03 pm -
1 stop16h 00m
Sat 10/174:19 pm -
1 stop16h 15m
Deal found 8/4![Delta logo]()
$439
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 8/2510:44 am -
1 stop6h 16m
Tue 9/87:30 am -
1 stop5h 50m
Deal found 8/2![American Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 8/4. 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 10/127:03 pm -
1 stop16h 00m
Mon 10/195:15 pm -
1 stop15h 19m
Deal found 8/4![Delta logo]()
$442
This Delta deal was found by Cheapflights users on 8/5. 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 12/143:53 pm -
1 stop18h 29m
Thu 1/147:55 pm -
1 stop12h 29m
Deal found 8/5![Delta logo]()
$442
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 August 7, 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 August 7, 2026.
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 9/116:57 pm -
1 stop4h 47m
Wed 9/166:05 am -
1 stop5h 34m
Deal found 8/3![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/4. 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 9/55:35 pm -
1 stop6h 01m
Sun 9/610:56 am -
1 stop6h 20m
Deal found 8/4![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/5. 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 10/171:33 pm -
1 stop6h 38m
Tue 10/208:05 am -
1 stop6h 03m
Deal found 8/5![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/7. 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 9/261:26 pm -
1 stop6h 30m
Sat 10/38:05 am -
1 stop6h 56m
Deal found 8/7![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/2. 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 9/116:57 pm -
1 stop6h 02m
Wed 9/166:40 am -
1 stop4h 59m
Deal found 8/2![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/5. 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 10/127:03 pm -
1 stop20h 25m
Tue 10/205:27 am -
1 stop6h 21m
Deal found 8/5![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/3. 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.
Sat 11/215:00 pm -
1 stop6h 56m
Thu 11/266:00 am -
1 stop5h 54m
Deal found 8/3![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 8/2. 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 10/167:03 pm -
1 stop4h 30m
Tue 10/206:04 am -
1 stop5h 44m
Deal found 8/2![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 10/162:26 pm -
1 stop5h 45m
Tue 10/205:27 am -
1 stop6h 21m
Deal found 8/3![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 8/6. 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 11/215:00 pm -
1 stop4h 48m
Thu 11/268:04 am -
1 stop3h 50m
Deal found 8/6![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 8/5. 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 10/151:33 pm -
1 stop6h 38m
Mon 10/198:05 am -
1 stop6h 03m
Deal found 8/5![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 8/3. 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.
Tue 9/296:05 am -
1 stop4h 44m
Sun 10/46:05 am -
1 stop5h 34m
Deal found 8/3![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 8/5. 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 9/55:35 pm -
1 stop6h 01m
Tue 9/86:05 am -
1 stop5h 34m
Deal found 8/5![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 8/3. 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.
Tue 9/85:00 pm -
1 stop6h 44m
Fri 9/114:30 pm -
1 stop5h 01m
Deal found 8/3![Delta logo]()
$537
This Delta deal was found by Cheapflights users on 8/6. 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 10/26:57 pm -
1 stop6h 02m
Sun 10/46:40 am -
1 stop4h 59m
Deal found 8/6![Delta logo]()
$628
This Delta deal was found by Cheapflights users on 8/5. 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 10/186:03 am -
1 stop5h 00m
Mon 10/195:15 pm -
1 stop4h 28m
Deal found 8/5![Delta logo]()
$665
This Delta deal was found by Cheapflights users on 8/3. 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.
Mon 9/286:57 pm -
1 stop4h 47m
Fri 10/21:00 pm -
1 stop4h 11m
Deal found 8/3![Delta logo]()
$665
This Delta deal was found by Cheapflights users on 8/4. 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 9/294:00 pm -
1 stop5h 56m
Thu 10/15:30 am -
1 stop6h 09m
Deal found 8/4![Delta logo]()
$665
This Delta deal was found by Cheapflights users on 8/4. 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 9/125:00 pm -
1 stop4h 56m
Sun 9/135:30 am -
1 stop6h 09m
Deal found 8/4![Delta logo]()
$823
Last-minute flights from Gainesville to ChicagoDiscover last-minute flight deals from Gainesville to Chicago. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Gainesville to Chicago. Data last updated August 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 8/2510:44 am -
1 stop6h 16m
Tue 9/87:30 am -
1 stop5h 50m
Deal found 8/2![American Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 8/4. 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 8/2710:12 am -
1 stop4h 57m
Sun 8/305:30 am -
1 stop6h 18m
Deal found 8/4![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 8/5. 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 9/37:01 pm -
1 stop4h 35m
Thu 9/106:05 am -
1 stop5h 34m
Deal found 8/5![Delta logo]()
$457
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Sat 9/55:45 am -
1 stop6h 06m
Sun 9/65:05 am -
1 stop7h 23m
Deal found 8/2![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/6. 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 9/55:35 pm -
1 stop6h 01m
Sun 9/66:05 am -
1 stop5h 08m
Deal found 8/6![Delta logo]()
$433
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Sat 9/55:45 am -
1 stop6h 06m
Mon 9/76:49 am -
1 stop6h 31m
Deal found 8/3![American Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 8/4. 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 9/116:57 pm -
1 stop4h 47m
Wed 9/166:05 am -
1 stop5h 34m
Deal found 8/4![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/6. 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 9/116:57 pm -
1 stop6h 02m
Wed 9/166:40 am -
1 stop4h 59m
Deal found 8/6![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 9/186:57 pm -
1 stop6h 02m
Sun 9/205:30 am -
1 stop6h 09m
Deal found 8/3![Delta logo]()
$457
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/266:00 am -
1 stop5h 50m
Sat 10/37:47 am -
2 stops7h 11m
Deal found 8/4![American Airlines logo]()
$469
This Delta deal was found by Cheapflights users on 8/4. 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 9/2910:18 am -
1 stop6h 57m
Sat 10/36:05 am -
1 stop5h 34m
Deal found 8/4![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/3. 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.
Tue 9/296:05 am -
1 stop4h 44m
Sun 10/46:05 am -
1 stop5h 34m
Deal found 8/3![Delta logo]()
$484
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 August 7, 2026.
Search for one-way flight options from Gainesville to Chicago. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 12/2510:20 am -
1 stop12h 50m
Deal found 8/3![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/3. 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 12/244:59 pm -
1 stop16h 35m
Deal found 8/3![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/4. 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 9/286:05 am -
1 stop4h 44m
Deal found 8/4![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 8/4. 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 9/284:00 pm -
1 stop5h 56m
Deal found 8/4![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 12/236:00 am -
1 stop11h 25m
Deal found 8/3![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 8/2. 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 12/236:00 am -
1 stop18h 50m
Deal found 8/2![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 8/2. 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 12/243:27 pm -
1 stop5h 24m
Deal found 8/2![American Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 8/4. 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 8/286:00 am -
1 stop6h 51m
Deal found 8/4![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 8/5. 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 8/2810:12 am -
1 stop4h 57m
Deal found 8/5![Delta logo]()
$363
This American Airlines deal was found by Cheapflights users on 8/2. 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 12/256:30 am -
2 stops8h 43m
Deal found 8/2![American Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 8/5. 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 11/297:06 pm -
1 stop5h 53m
Deal found 8/5![Delta logo]()
$540
This American Airlines deal was found by Cheapflights users on 8/4. 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 10/277:39 am -
2 stops7h 36m
Deal found 8/4![American Airlines logo]()
$552
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 August 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $409 (Delta) |
One-way from | $279 (Delta) |
Popular in | November |
Cheapest in | May |
Average price | $382 |
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 August 7, 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
Cheapest round-trip
GainesvilleChicago
GNV Gainesville Regional - MDW Chicago Midway
GNVMDW
Gainesville Regional
Fri 9/11
6:57 pm-10:44 pm
1 stop4h 47m
Chicago Midway
Wed 9/16
6:05 am-12:39 pm
1 stop5h 34m
$409
GainesvilleChicago
GNV Gainesville Regional - MDW Chicago Midway
GNVMDW
Gainesville Regional
Sat 9/5
5:35 pm-10:36 pm
1 stop6h 01m
Chicago Midway
Sun 9/6
10:56 am-6:16 pm
1 stop6h 20m
$409
GainesvilleChicago
GNV Gainesville Regional - ORD Chicago O'Hare Intl
GNVORD
Gainesville Regional
Sat 10/17
1:33 pm-7:11 pm
1 stop6h 38m
Chicago O'Hare Intl
Tue 10/20
8:05 am-3:08 pm
1 stop6h 03m
$409
GainesvilleChicago
GNV Gainesville Regional - ORD Chicago O'Hare Intl
GNVORD
Gainesville Regional
Sat 9/26
1:26 pm-6:56 pm
1 stop6h 30m
Chicago O'Hare Intl
Sat 10/3
8:05 am-4:01 pm
1 stop6h 56m
$409
GainesvilleChicago
GNV Gainesville Regional - ORD Chicago O'Hare Intl
GNVORD
Gainesville Regional
Fri 9/11
6:57 pm-11:59 pm
1 stop6h 02m
Chicago O'Hare Intl
Wed 9/16
6:40 am-12:39 pm
1 stop4h 59m
$409
GainesvilleChicago
GNV Gainesville Regional - ORD Chicago O'Hare Intl
GNVORD
Gainesville Regional
Mon 10/12
7:03 pm-2:28 pm
1 stop20h 25m
Chicago O'Hare Intl
Tue 10/20
5:27 am-12:48 pm
1 stop6h 21m
$424
GainesvilleChicago
GNV Gainesville Regional - MDW Chicago Midway
GNVMDW
Gainesville Regional
Sat 11/21
5:00 pm-10:56 pm
1 stop6h 56m
Chicago Midway
Thu 11/26
6:00 am-12:54 pm
1 stop5h 54m
$433
GainesvilleChicago
GNV Gainesville Regional - MDW Chicago Midway
GNVMDW
Gainesville Regional
Fri 10/16
7:03 pm-10:33 pm
1 stop4h 30m
Chicago Midway
Tue 10/20
6:04 am-12:48 pm
1 stop5h 44m
$433
GainesvilleChicago
GNV Gainesville Regional - ORD Chicago O'Hare Intl
GNVORD
Gainesville Regional
Fri 10/16
2:26 pm-7:11 pm
1 stop5h 45m
Chicago O'Hare Intl
Tue 10/20
5:27 am-12:48 pm
1 stop6h 21m
$433
Quickest round-trip
GainesvilleChicago
GNV Gainesville Regional - ORD Chicago O'Hare Intl
GNVORD
Gainesville Regional
Sat 11/21
5:00 pm-8:48 pm
1 stop4h 48m
Chicago O'Hare Intl
Thu 11/26
8:04 am-12:54 pm
1 stop3h 50m
$433
Showing 1-10 of 35 resultsSorted by cheapest first
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 August.
| 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, September is the cheapest month in which you can book a flight from Gainesville to Chicago (average of $402). Flying from Gainesville to Chicago in January is currently the most expensive (average of $559). 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 August 7, 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.
Crew
8.5
Overall
7.8
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Overall
7.8
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Overall
7.8
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
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 locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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Gainesville and Chicago flights
Browse other Gainesville and Chicago flight options. Last updated on August 7, 2026.
Other flights from Gainesville
Browse through other flights departing from Gainesville. Flights are based on user searches made on Cheapflights and were last updated on August 7, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Gainesville to Chicago
Discover the top airline 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 August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$361 | Average$483 | FlexibilityNo cancel fee | On-time71% |