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$100+ Cheap flights from Greenville (GSP) 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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The best prices from Greenville to Chicago are usually found in January or February, booked 75 days in advance, depart on a Saturday or Friday and return on a Wednesday

Cheap flight deals from Greenville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Greenville (GSP) 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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

September

Cheapest in

January

Round-trip from

$239
(American Airlines)

One-way from

$100
(American Airlines)
Provider with most accurate pricing for Greenville-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Greenville-Chicago (CHI) flights.
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High demand for flights, 13% potential price rise
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Best time to find cheap flights, 27% potential price drop
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From Greenville to Chicago (CHI)
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One-way flight from Greenville to Chicago (CHI)
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Find flight deals from Greenville to Chicago

Cheapest flights from Greenville to Chicago
Explore the most affordable flight options available from Greenville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This American Airlines deal was found by Cheapflights users on 11/18. 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 12/146:00 pmGSP - ORD
Nonstop2h 16mAmerican Airlines
Mon 12/168:30 pmORD - GSP
Nonstop1h 54mAmerican Airlines
Deal found 11/18$239
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:00 amGSP - ORD
1 stop7h 04mUnited Airlines
Thu 12/1211:05 amORD - GSP
Nonstop1h 57mUnited Airlines
Deal found 11/19$249
This Delta deal was found by Cheapflights users on 11/20. 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 12/116:29 pmGSP - ORD
1 stop6h 29mDelta
Mon 12/167:30 amORD - GSP
1 stop8h 06mDelta
Deal found 11/20$258
This Delta deal was found by Cheapflights users on 11/19. 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 12/145:59 pmGSP - MDW
1 stop5h 07mDelta
Sat 1/46:00 amMDW - GSP
1 stop4h 14mDelta
Deal found 11/19$258
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/95:20 pmGSP - ORD
1 stop17h 17mMultiple Airlines
Mon 12/165:00 amORD - GSP
1 stop10h 30mMultiple Airlines
Deal found 11/19$292
This Southwest deal was found by Cheapflights users on 11/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:05 amGSP - MDW
2 stops11h 00mSouthwest
Tue 1/77:25 amMDW - GSP
1 stop7h 10mSouthwest
Deal found 11/18$298
This Southwest deal was found by Cheapflights users on 11/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/112:05 pmGSP - ORD
2 stops8h 25mSouthwest
Thu 12/125:45 amORD - GSP
1 stop4h 40mSouthwest
Deal found 11/19$303
This Mytrip deal was found by Cheapflights users on 11/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/35:09 pmGSP - MDW
3 stops26h 23mMultiple Airlines
Thu 12/511:25 amMDW - GSP
3 stops28h 05mMultiple Airlines
Deal found 11/18$1,290

Find flights from Greenville to Chicago within your budget

Customize your flight search to find flights from Greenville 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

GreenvilleChicago

GSP - ORD

GSPORD

Greenville

Sat 12/14

6:00 pm-7:16 pm

Nonstop2h 16m

Chicago O'Hare Intl

Sat 1/4

6:00 pm-9:02 pm

Nonstop2h 02m

$239

GreenvilleChicago

GSP - ORD

GSPORD

Greenville

Wed 12/11

6:00 am-12:04 pm

1 stop7h 04m

Chicago O'Hare Intl

Thu 12/12

11:05 am-2:02 pm

Nonstop1h 57m

$249

GreenvilleChicago

GSP - ORD

GSPORD

Greenville

Mon 12/23

7:59 pm-11:53 pm

1 stop4h 54m

Chicago O'Hare Intl

Fri 1/3

5:40 am-11:14 am

1 stop4h 34m

$253

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Sat 12/14

5:59 pm-10:06 pm

1 stop5h 07m

Chicago Midway

Sat 1/4

6:00 am-11:14 am

1 stop4h 14m

$258

GreenvilleChicago

GSP - ORD

GSPORD

Greenville

Mon 2/3

5:08 pm-12:39 pm

2 stops20h 31m

Chicago O'Hare Intl

Mon 2/10

5:10 am-4:18 pm

1 stop10h 08m

$286

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Tue 1/21

8:25 am-4:50 pm

2 stops9h 25m

Chicago Midway

Fri 2/7

9:15 am-1:40 pm

1 stop3h 25m

$294

GreenvilleChicago

GSP - ORD

GSPORD

Greenville

Fri 2/21

12:10 pm-9:30 pm

2 stops10h 20m

Chicago O'Hare Intl

Sun 2/23

11:25 am-9:40 pm

1 stop9h 15m

$303

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Tue 12/3

5:09 pm-6:32 pm

3 stops26h 23m

Chicago Midway

Thu 12/5

11:25 am-4:30 pm

3 stops28h 05m

$1,290

GreenvilleChicago

GSP - ORD

GSPORD

Greenville

Wed 12/11

6:00 pm-7:16 pm

Nonstop2h 16m

$100

GreenvilleChicago

GSP - ORD

GSPORD

Greenville

Mon 12/23

6:20 am-7:38 am

Nonstop2h 18m

$105

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 16 results
1
2

Compare providers for flights from Greenville 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 Greenville to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Greenville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Greenville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Greenville-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Greenville-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 Greenville-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 Greenville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Greenville with our price prediction graph.
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.

Travel insights for flights from Greenville to Chicago

Get recent, data-driven insights about flights from Greenville to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Greenville to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Greenville to Chicago. Price data was last updated on November 15, 2024.

To ensure you get the cheapest price possible for a flight from Greenville to Chicago, you should look to book at least 75 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Greenville to Chicago?

Currently, September is the cheapest month in which you can book a flight from Greenville to Chicago (average of $232). Flying from Greenville to Chicago in June is currently the most expensive (average of $308). 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.

What is the cheapest time of day to fly from GSP to CHI?

Find hourly flight availability from Greenville to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

It’s typically best to fly out from Greenville to Chicago in the evening. Doing so could potentially save you 27% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Greenville to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Greenville to Chicago. Price data was last updated on November 18, 2024.

Travelers seeking maximum savings on their Greenville to Chicago flight should consider departing on Sunday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Greenville to Chicago

Explore weekly flight availability from Greenville to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 20, 2024.

The most flights from GSP to CHI are scheduled on a Monday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (15 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 November 20, 2024.
Read reviews from past customers who have flown American Airlines, United Airlines and Delta from Greenville to Chicago. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Entertainment

7.7

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Greenville to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Greenville to Chicago?

    Greenville (GSP) is the airport you will fly out of if you book a flight from Greenville to Chicago. You should not have trouble finding flights to Chicago from Greenville; the airport handles an average of 18 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the Greenville airport to Chicago. It is only a 10.4 mi journey to Greenville (GSP) from Greenville’s city center.

  • What are the cheapest airlines flying from Greenville to Chicago round-trip?

    According to our current data, American Airlines ($239), United Airlines ($249), and Delta ($253) offers the cheapest pricing from Greenville to Chicago. You may be able to fly from Greenville to Chicago for 22% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Greenville to Chicago one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $100. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Greenville to Chicago for a low price.

  • What are the most reliable airlines from Greenville to Chicago?

    Consider SkyWest Airlines (100%), Avianca (100%) or United Airlines (92%) when booking your flight. These represent the most reliable airlines when flying from Greenville to Chicago.

  • What are the cheapest flights from Greenville to Chicago?

    While on average a flight from Greenville to Chicago is generally $836, our data shows the cheapest flight currently is $153. When looking at the most popular route, (Greenville - Chicago O'Hare Intl), you can expect to pay $239 for that flight.

  • Can I find deals for flights from Greenville to Chicago that include hotel bookings?

    Yes. In addition to deals on Greenville to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Greenville to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Greenville to Chicago.

  • Can I find deals for business class flights from Greenville to Chicago?

    Yes. Cheapflights offers flight deals from Greenville to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Greenville to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Greenville to Chicago (average of $232). Flying from Greenville to Chicago in June is currently the most expensive (average of $308). 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.

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Greenville to Chicago

Discover the top 3 airlines that operate flights from Greenville 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$209Average$309FlexibilityNo cancel feeOn-time71%
DeltaCheapest$217Average$375FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$241Average$370FlexibilityNo cancel feeOn-time69%
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