Midway

$104+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
CLT — MDW
Jun 2 — Jun 91
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Spartanburg to Chicago Midway are usually found in January or August, booked 79 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap 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 May 3, 2026.

This Priceline deal was found by Cheapflights users on 5/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:00 am
CLT
-
MDW
1 stop10h 15m
Frontier
Sun 6/144:10 pm
MDW
-
CLT
1 stop6h 31m
Frontier
Deal found 5/1$230
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:00 am
CLT
-
MDW
1 stop10h 15m
Frontier
Mon 6/296:00 am
MDW
-
CLT
2 stops38h 35m
Frontier
Deal found 5/1$235
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:00 am
CLT
-
MDW
1 stop10h 15m
Frontier
Sat 6/274:10 pm
MDW
-
CLT
1 stop6h 49m
Frontier
Deal found 4/29$250
This Super.com deal was found by Cheapflights users on 5/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/216:00 am
CLT
-
MDW
1 stop10h 15m
Frontier
Thu 6/254:10 pm
MDW
-
CLT
1 stop6h 31m
Frontier
Deal found 5/1$257
This Southwest deal was found by Cheapflights users on 4/28. 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 5/277:35 am
CLT
-
MDW
Nonstop2h 10m
Southwest
Fri 5/297:05 pm
MDW
-
CLT
Nonstop1h 55m
Southwest
Deal found 4/28$259
This Southwest deal was found by Cheapflights users on 4/28. 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 5/277:20 pm
CLT
-
MDW
1 stop3h 55m
Southwest
Wed 6/36:00 pm
MDW
-
CLT
Nonstop1h 55m
Southwest
Deal found 4/28$269
This Priceline deal was found by Cheapflights users on 5/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:00 am
CLT
-
MDW
1 stop10h 15m
Frontier
Sun 6/144:10 pm
MDW
-
CLT
1 stop6h 31m
Frontier
Deal found 5/2$270
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:50 pm
CLT
-
MDW
1 stop20h 22m
Frontier
Tue 6/96:00 am
MDW
-
CLT
2 stops14h 35m
Frontier
Deal found 5/2$273
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sat 6/136:00 am
CLT
-
MDW
1 stop10h 15m
Frontier
Tue 6/1612:27 pm
MDW
-
CLT
2 stops19h 49m
Frontier
Deal found 4/29$278
This Delta deal was found by Cheapflights users on 4/28. 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 6/246:59 am
CLT
-
MDW
1 stop6h 01m
Delta
Tue 6/306:00 am
MDW
-
CLT
1 stop6h 35m
Delta
Deal found 4/28$279

Find flight deals from Spartanburg to Midway

Keep the following information in mind while searching for Spartanburg to Midway flight deals. Data was last updated May 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$230
(Frontier)

One-way from

$104
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$338
Provider with most accurate pricing for Charlotte Douglas-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Charlotte Douglas-Chicago (CHI) flights.
From Spartanburg to Chicago Midway
One-way flight from Spartanburg to Chicago Midway
Highest demand for flights based on searches. 15% potential increase in price ($50 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 3, 2026.
Use the filters below to find and compare flights from Spartanburg to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Tue 7/14

7:50 am-3:10 pm

2 stops8h 20m

Chicago Midway

Wed 7/15

12:45 pm-3:40 pm

Nonstop1h 55m

$274

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Wed 5/27

5:35 am-10:00 am

1 stop5h 25m

Chicago Midway

Wed 5/27

5:12 pm-11:53 pm

1 stop5h 41m

$279
Quickest round-trip

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sun 6/7

7:05 am-8:05 am

Nonstop2h 00m

Chicago Midway

Tue 6/9

6:15 pm-9:10 pm

Nonstop1h 55m

$291

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Mon 6/1

7:00 pm-8:05 pm

Nonstop2h 05m

Chicago Midway

Tue 6/2

6:00 pm-8:55 pm

Nonstop1h 55m

$292

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 5/23

12:15 pm-6:15 pm

1 stop7h 00m

Chicago Midway

Wed 5/27

6:00 pm-8:55 pm

Nonstop1h 55m

$299

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sun 6/14

9:20 pm-12:20 am

1 stop4h 00m

Chicago Midway

Sat 6/20

5:50 pm-8:45 pm

Nonstop1h 55m

$301

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 8/28

7:40 am-3:25 pm

2 stops8h 45m

Chicago Midway

Sat 8/29

3:15 pm-6:10 pm

Nonstop1h 55m

$306

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Fri 5/29

10:50 am-2:40 pm

1 stop4h 50m

Chicago Midway

Sun 5/31

8:15 am-2:30 pm

1 stop5h 15m

$311

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Sat 5/23

8:10 am-9:10 am

Nonstop2h 00m

Chicago Midway

Tue 5/26

6:00 pm-8:55 pm

Nonstop1h 55m

$319

CharlotteChicago

CLT - MDW

CLTMDW

Charlotte Douglas

Thu 5/28

6:05 am-8:43 am

1 stop3h 38m

Chicago Midway

Sun 5/31

10:59 am-4:09 pm

1 stop4h 10m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 22 resultsSorted by cheapest first
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2
3

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

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 May 3, 2026.

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 afternoon, which can drop the price by up to 23% versus a flight in the evening.

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 May 2, 2026.

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 afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Spartanburg to Chicago Midway Airport?

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 May 3, 2026.
See what other customers who have flown with Southwest,Delta, andFrontier 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.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 $279, Southwest can have you in Chicago Midway Airport from Spartanburg in 5h 25m. 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 $336, our data indicates the cheapest price to be $179. The most popular route (Charlotte Douglas - Chicago Midway), is priced around $252.

  • 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.

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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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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 May 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$58Average$93FlexibilityNo cancel feeOn-time88%
FrontierCheapest$151Average$158FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$160Average$292FlexibilityNo cancel feeOn-time63%
DeltaCheapest$166Average$361FlexibilityNo cancel feeOn-timeN/A

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