Cheap flights from Greenville to Chicago

Flights overview

Useful information for finding cheap flights from Greenville to Chicago and booking your next trip
Cheapest round-trip flights $262
American Nonstop 3 hr Thu, May 28 — Sun, May 31
The cheapest round-trip flight from Greenville to Chicago is currently $262
Cheapest one-way flight $138
Southwest 1 stop 4 hr Wed, May 27
The cheapest one-way flight from Greenville to Chicago is currently $138
Last-minute weekend getaway $408
American Nonstop 3 hr Sat, May 9 — Sun, May 10
The cheapest last-minute weekend getaway from Greenville to Chicago is currently $408
Cheapest business class flights $551
American Nonstop 3 hr Thu, May 28 — Sun, May 31
The cheapest business class round-trip flight from Greenville to Chicago is currently $551
Fastest flight 2 hr 9 min The fastest nonstop flight from Greenville to Chicago takes 2 hr 9 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Greenville to Chicago is typically April. The most expensive month to fly is typically May.
April
Cheapest
Typical prices: $190–365
May
Most expensive
Typical prices: $250–310

Popular airlines from Greenville to Chicago

  • American
    Nonstop
    from $262
    Typical price: $205–320
    21 weekly nonstop flights
    GSP - ORD Every day
    592 weekly connecting flights
    GSP - ORD Every day
  • United
    Nonstop
    from $262
    Typical price: $205–365
    28 weekly nonstop flights
    GSP - ORD Every day
    188 weekly connecting flights
    GSP - ORD Every day
  • Southwest
    from $282
    Typical price: $260–415
    1316 weekly connecting flights
    GSP - MDW, ORD Every day
  • Delta
    from $282
    Typical price: $220–455
    807 weekly connecting flights
    GSP - MDW, ORD Every day
  • Avelo
    4 weekly connecting flights
    GSP - ORD Every Thu, Sun

Popular airports near Greenville

  • Greenville-Spartanburg International Airport (GSP)
    Greenville United States 24 min 11 mi
  • Charlotte Douglas International Airport (CLT)
    Charlotte United States 1 hr 39 min 86 mi
  • Hartsfield-Jackson Atlanta International Airport (ATL)
    Atlanta United States 2 hr 27 min 142 mi
  • Asheville Regional Airport (AVL)
    Asheville United States 1 hr 41 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Greenville to Chicago

The cheapest flights from Greenville to Chicago are usually in April. Typical ticket prices in April range from $190 to $365.
The cheapest round-trip flight from Greenville to Chicago recently found on Google Flights was with American from $262. The cheapest one-way flight was with Southwest from $138.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Greenville to Chicago is $262, flying from May 28 to May 31.
  • The cheapest United flight from Greenville to Chicago is $262, flying from Jul 4 to Jul 6.
  • The cheapest Southwest flight from Greenville to Chicago is $282, flying from May 28 to May 31.
  • The cheapest Delta flight from Greenville to Chicago is $282, flying from May 28 to May 31.
The cheapest round-trip flight from Greenville to Chicago starts at $262 from Thu, May 28 to Sun, May 31. The cheapest one-way flight starts at $138 and departs on Wed, May 27.
2 hr 9 min is the shortest flight time from Greenville to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Greenville to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Greenville to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Greenville to Chicago.

In terms of nonstop flights, United is the most popular. United offers 28 nonstop flights and 188 connecting flights per week. United flies from Greenville-Spartanburg International Airport (GSP) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 1,316 connecting flights per week. Southwest flies from Greenville-Spartanburg International Airport (GSP) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Greenville to Chicago are:
  • American offers 21 nonstop flights and 592 connecting flights per week. American flies from Greenville-Spartanburg International Airport (GSP) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 807 connecting flights per week. Delta flies from Greenville-Spartanburg International Airport (GSP) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Avelo offers 4 connecting flights per week. Avelo flies from Greenville-Spartanburg International Airport (GSP) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Greenville and Chicago.
The cheapest round-trip flight from Greenville to Chicago recently found on Google Flights was with American from $262. The cheapest one-way flight was with Southwest from $138.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Greenville to Chicago is $262, flying from May 28 to May 31.
  • The cheapest United flight from Greenville to Chicago is $262, flying from Jul 4 to Jul 6.
  • The cheapest Southwest flight from Greenville to Chicago is $282, flying from May 28 to May 31.
  • The cheapest Delta flight from Greenville to Chicago is $282, flying from May 28 to May 31.
United and American fly direct from Greenville to Chicago.
  • There are 21 American direct flights from Greenville to Chicago per week. Flights are available every day.
  • There are 28 United direct flights from Greenville to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Greenville and Chicago at price $408 is offered by American from Sat, May 9 to Sun, May 10.
United and American fly direct from Greenville to Chicago.
  • There are 21 American direct flights from Greenville to Chicago per week. Flights are available every day.
  • There are 28 United direct flights from Greenville to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Greenville to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Greenville and Chicago start at $262 from Thu, May 28 to Sun, May 31 with American.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Greenville to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Greenville and Chicago start at $551 from Thu, May 28 to Sun, May 31 with American.
The cheapest economy class round-trip flights between Greenville and Chicago start at $262 from Thu, May 28 to Sun, May 31.
To book business class trips from Greenville to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Greenville and Chicago starts at $408 from Sat, May 9 to Sun, May 10 with American.
The cheapest last-minute deal between Greenville and Chicago at price $408 is offered by American from Sat, May 9 to Sun, May 10.
To find last-minute flight deals from Greenville to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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