S$ 673+ Cheap flights to Midway

— MDW
24 Nov — 1 Dec1
1 adult
1 adult, Economy, 0 bags

Flights to Midway in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Midway Airport

Wed 25-1122:30 -
2 stops26h 55m
Mon 7-1206:00 -
2 stops33h 00m
Deal found 20-10S$ 1,224
Thu 26-1110:30 -
2 stops37h 55m
Tue 8-1206:00 -
2 stops33h 00m
Deal found 20-10S$ 1,370
Tue 24-1110:30 -
2 stops26h 24m
Tue 8-1206:00 -
2 stops33h 00m
Deal found 20-10S$ 1,516
Thu 12-1122:30 -
2 stops27h 29m
Wed 25-1106:00 -
2 stops33h 00m
Deal found 20-10S$ 1,521
Thu 5-1102:00 -
2 stops33h 15m
Mon 9-1116:45 -
2 stops30h 20m
Deal found 22-10S$ 1,526
Wed 25-1110:30 -
2 stops37h 54m
Wed 9-1206:00 -
2 stops33h 00m
Deal found 21-10S$ 1,668
Thu 26-1110:30 -
2 stops37h 55m
Thu 10-1206:00 -
2 stops33h 00m
Deal found 20-10S$ 1,788
Fri 27-1110:30 -
2 stops36h 20m
Wed 9-1206:00 -
2 stops33h 00m
Deal found 20-10S$ 1,816

Find flight deals to Midway Airport

Return from

S$ 1,018

One-way from

S$ 673

Popular in

August

Cheapest in

October

Average price

S$ 1,196
Korean Air
  • Korean Air
  • 17-11-24-11
  • 2 total stops
  • 59h 05m total
  • Singapore to Chicago
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16-11-31-12
  • 16-11-31-12
  • 3 total stops
  • 55h 52m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (S$ 276 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (S$ 112 potential savings vs. average return price).
Search Deals
Average for return flights in October 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Mon 16-11

22:30-16:18

2 stops31h 48m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 795

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Thu 18-3

01:40-22:10

2 stops33h 30m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 799

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Sun 6-12

14:25-06:05

2 stops29h 40m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 983

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Mon 11-1

01:40-16:25

2 stops28h 45m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 1,043

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Sun 29-11

18:10-11:33

3 stops55h 23m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 1,173

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Wed 25-11

22:30-11:25

2 stops26h 55m

Chicago Midway

Mon 7-12

06:00-05:00

2 stops33h 00m

S$ 1,224

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Tue 12-1

13:15-05:55

2 stops30h 40m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 1,320

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Wed 25-11

22:30-11:25

2 stops26h 55m

Chicago Midway

Wed 9-12

06:00-05:00

2 stops33h 00m

S$ 1,521

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Mon 15-2

22:30-16:25

2 stops31h 55m

Chicago Midway

Sat 27-2

06:00-05:00

2 stops33h 00m

S$ 1,523

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Thu 5-11

02:00-01:10

3 stops37h 10m

Chicago Midway

Mon 9-11

16:45-13:05

2 stops30h 20m

S$ 1,545

Flights are sorted by cheapest return flights first.

Deals found on 20-10

Showing 1-10 of 16 resultsSorted by cheapest first
1
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Best time to book a flight to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway with our price prediction graph.
Estimated return price

Cheapflights Insights

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

Rainfall in Midway by month

In terms of precipitation, rainfall in Midway ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Midway when rainfall is around 43.0 mm.

Temperature in Midway by month

If weather is an important factor for your trip to Midway, 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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

How long is the flight to Midway?

On average, a flight from Singapore to Midway takes 28 hours 15 minutes. Flights to Midway from other popular cities in Singapore will vary in length. Below are a few examples of popular routes and their flight times.

FAQs about flying to Midway

  • Can I find cheaper flights to Midway if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Midway on Cheapflights that require 1 or 2 stops for potential cost savings.

  • Does Chicago Midway have rental cars?

    Yes. Those touching down at Chicago Midway can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Chicago Midway?

    Yes. Chicago Midway has hotels nearby for those requiring accommodations. Midway Airport 2 Bedroom With Full Kitchen is the closest property to Chicago Midway (0.0 km away from Chicago Midway).

Browse thousands of different options on Cheapflights for your next trip

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Cheapflights makes it easy to find Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets to Midway?

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Can Cheapflights find flights to Midway with no change fees?

Need flexible booking options for your flight to Midway ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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