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$68+ Cheap flights from Spartanburg, SC to Midway (MDW)

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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
CLT — MDW
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheapflights Tip: The best prices from Spartanburg to Chicago Midway are usually found in October or February, booked 11 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap flight deals from Spartanburg to Midway

Keep the following information in mind while searching for Spartanburg to Midway flight deals. Data was last updated November 26, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$139
(Southwest)

One-way from

$68
(Kiwi.com)

Popular in

May

Cheapest in

October

Average price

$324
Provider with most accurate pricing for Charlotte Douglas-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Charlotte Douglas-Chicago (CHI) flights.
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From Spartanburg to Chicago Midway
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One-way flight from Spartanburg to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Spartanburg to Midway

Cheapest flights from Spartanburg to Midway
Explore the most affordable flight options available from Spartanburg to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This Priceline deal was found by Cheapflights users on 11/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:07 pmCLT - MDW
1 stop8h 11mFrontier
Thu 12/118:05 amMDW - CLT
1 stop11h 11mFrontier
Deal found 11/23$162
This Mytrip deal was found by Cheapflights users on 11/24. 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.
Wed 12/312:51 pmCLT - MDW
1 stop8h 07mFrontier
Sun 1/42:16 pmMDW - CLT
1 stop22h 40mFrontier
Deal found 11/24$171
This Booking.com deal was found by Cheapflights users on 11/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:24 pmCLT - MDW
1 stop25h 34mFrontier
Sun 1/42:16 pmMDW - CLT
1 stop22h 40mFrontier
Deal found 11/24$176
This Delta deal was found by Cheapflights users on 11/24. 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 12/169:33 amCLT - MDW
1 stop4h 01mDelta
Thu 1/16:00 amMDW - CLT
1 stop3h 53mDelta
Deal found 11/24$178
This CheapOair deal was found by Cheapflights users on 11/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1110:33 pmCLT - MDW
1 stop25h 06mFrontier
Sun 12/146:37 pmMDW - CLT
1 stop24h 48mFrontier
Deal found 11/26$187
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:42 pmCLT - MDW
1 stop7h 11mMultiple Airlines
Tue 12/97:44 amMDW - CLT
1 stop27h 20mMultiple Airlines
Deal found 11/25$190
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:42 pmCLT - MDW
1 stop7h 11mFrontier
Sat 12/62:59 pmMDW - CLT
1 stop20h 42mFrontier
Deal found 11/25$196

Cheapflights Fare Finder

 
Customize your flight search to find flights from Spartanburg to Midway 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 November 26, 2025.
Use the filters below to find and compare flights from Spartanburg to Chicago Midway Airport that are best for you.

Fly from

Spartanburg

Fly to

Midway

Route

Depart

Return

Price

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 1/26

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Fri 2/6

6:00 pm-8:50 pm

Nonstop1h 50m

$177

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Tue 12/16

9:33 am-12:34 pm

1 stop4h 01m

Chicago Midway

Thu 1/1

6:00 am-10:53 am

1 stop3h 53m

$178

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Tue 1/27

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Thu 2/5

5:25 am-12:15 pm

1 stop5h 50m

$179

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 1/15

5:05 pm-9:40 pm

1 stop5h 35m

Chicago Midway

Sun 1/18

1:30 pm-4:20 pm

Nonstop1h 50m

$179

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 1/14

8:25 am-2:15 pm

1 stop6h 50m

Chicago Midway

Sun 1/18

1:30 pm-4:20 pm

Nonstop1h 50m

$189

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 2/11

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Sun 2/15

5:25 am-12:15 pm

1 stop5h 50m

$194

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sun 1/11

7:30 pm-10:30 pm

1 stop4h 00m

Chicago Midway

Sun 1/18

1:30 pm-4:20 pm

Nonstop1h 50m

$194

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 1/15

6:00 am-8:52 am

1 stop3h 52m

Chicago Midway

Mon 1/19

6:14 pm-11:54 pm

1 stop4h 40m

$197

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 1/22

8:25 am-2:15 pm

1 stop6h 50m

Chicago Midway

Sun 1/25

6:00 pm-8:50 pm

Nonstop1h 50m

$208

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 1/9

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Mon 1/12

8:15 am-5:20 pm

1 stop8h 05m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

Showing 1-10 of 20 results
1
2

Best time to book a flight from Spartanburg to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Spartanburg 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.

Cheapflights Insights

Everything you need to know about your flight from Spartanburg to Chicago Midway Airport

How far ahead should I book a flight from Spartanburg to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Spartanburg to Midway. Price data was last updated on November 21, 2025.

To ensure you get the cheapest price possible for a flight from Spartanburg to Chicago Midway Airport, you should look to book at least 10 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 Spartanburg to Chicago Midway Airport?

Currently, August is the cheapest month in which you can book a flight from Spartanburg to Chicago Midway Airport (average of $58). Flying from Spartanburg to Chicago Midway Airport in December is currently the most expensive (average of $190). 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 SB1 to MDW?

Find hourly flight availability from Spartanburg to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

When flying from Spartanburg to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 43% versus a flight in the morning.

What is the cheapest day to fly from Spartanburg to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Spartanburg to Midway. Price data was last updated on November 25, 2025.

Travelers seeking maximum savings on their Spartanburg to Chicago Midway Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated November 26, 2025.
See what other customers who have flown with Southwest, Delta, and Frontier from Spartanburg to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,003 reviews
Southwest
8.0
Very good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,101 reviews
Southwest
8.0
Very good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Spartanburg to Chicago Midway Airport?

    For as low as $177, Southwest can have you in Chicago Midway Airport from Spartanburg in 2h 05m. Spartanburg and Chicago Midway Airport are separated by a distance of 583 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest flights from Spartanburg to Chicago Midway Airport?

    Looking for the cheapest flight from Spartanburg to Chicago Midway Airport? While on average our users pay $301, our data indicates the cheapest price to be $137. The most popular route (Charlotte Douglas - Chicago Midway), is priced around $139.

  • Can I find deals for flights from Spartanburg to Midway that include hotel bookings?

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

  • How can I find direct flights from Spartanburg to Midway?

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

  • Can I find deals for business class flights from Spartanburg to Midway?

    Yes. Cheapflights offers flight deals from Spartanburg to Midway 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 Spartanburg to Chicago Midway Airport?

    Currently, August is the cheapest month in which you can book a flight from Spartanburg to Chicago Midway Airport (average of $58). Flying from Spartanburg to Chicago Midway Airport in December is currently the most expensive (average of $190). 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Top 4 airlines flying from Spartanburg to Midway

Discover the top 4 airlines that operate flights from Spartanburg to Midway. 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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$58Average$84FlexibilityNo cancel feeOn-time88%
FrontierCheapest$77Average$170FlexibilityNo cancel feeOn-time62%
DeltaCheapest$98Average$321FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$174Average$290FlexibilityNo cancel feeOn-time63%

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