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S$ 2,506+ Cheap flights to Midway

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1-5. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
30 Mar — 6 Apr1
1 adult

Flights to Midway in 2025

Find the latest flights to Midway in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 200,618 searches and data was last updated on 25 March 2025.

Return from

S$ 1,237

Popular in

August

Cheapest in

February

Average price

S$ 1,385
Air Canada
  • Air Canada
  • 24-6-23-7
  • 3 total stops
  • 88h 41m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (S$ 202 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (S$ 47 potential savings vs. average return price).
Search Deals
Average for return flights in March 2025
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Find flight deals to Midway Airport

Cheapest flights to Midway Airport
Explore the most affordable flight options available to Midway Airport. Find the lowest fares based on data from user searches, with prices last updated on 25 March 2025.

Thu 1-501:10SIN - MDW
2 stops30h 10mDelta
Mon 12-506:00MDW - SIN
2 stops34h 00mDelta
Deal found 24-3S$ 2,506
Wed 7-500:40SIN - MDW
2 stops27h 50mMultiple Airlines
Fri 16-518:25MDW - SIN
2 stops25h 00mMultiple Airlines
Deal found 24-3S$ 2,673
Mon 21-400:40SIN - MDW
2 stops26h 42mKLM
Tue 29-417:59MDW - SIN
2 stops32h 31mKLM
Deal found 25-3S$ 2,686

Cheapflights Fare Finder

Locate flights to Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 200,618 searches and data was last updated on 25 March 2025.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.

Fly from

Singapore

Route

Depart

Return

Price

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 1-5

01:10-18:20

2 stops30h 10m

Chicago Midway

Mon 12-5

06:00-05:00

2 stops34h 00m

S$ 2,506

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Wed 7-5

00:40-15:30

2 stops27h 50m

Chicago Midway

Fri 16-5

18:25-08:25

2 stops25h 00m

S$ 2,673

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 21-4

00:40-14:22

2 stops26h 42m

Chicago Midway

Tue 29-4

17:59-15:30

2 stops32h 31m

S$ 2,686

Flights are sorted by cheapest return flights first.

Deals found on 24-3

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
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 to Chicago Midway Airport

How long is the flight to Midway?

On average, a flight from Singapore to Midway takes 27 hours 17 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.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals 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

Plan your trip to Midway by taking into account the average temperature totals 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).

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 25 March 2025.
Delta
8.0
Very Good
7,890 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very Good
7,890 reviews
Delta
8.0
Very Good
7,890 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
KLM
7.8
Good
1,318 reviews
Delta
8.0
Very Good
7,890 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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).

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