Cheap flights from Singapore to Chicago

How far in advance should I book a flight from Singapore to Chicago Midway Airport?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 61 days in advance, which can save you up to 13% on flights from Singapore to Chicago Midway Airport compared to booking the week you need them. Waiting 61 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at S$ 1,473. For sooner than that we have options available in the next 3 days from S$ 1,560.

What is the cheapest month to fly from Singapore to Chicago Midway Airport?

The best pricing can be found in the month of September. Prices to Chicago Midway Airport from Singapore average S$ 1,458. You can even find prices in September for less than S$ 1,458, as users have found deals to Chicago Midway Airport from as low as S$ 1,015. The month of January appears to be one of the more expensive times to travel to Chicago Midway Airport from Singapore. Flying in the targeted month can save you up to 9%.

When is the cheapest time to fly from Singapore to Chicago Midway Airport (SIN - MDW)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Singapore to Chicago Midway Airport as you normally would.

Cheap flights from Singapore to Midway in January, February 2022

The best prices found for SIN to MDW flights in January, February
30 Jan - 8 Feb
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

30h 36m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

31h 00m
S$ 2,354

KLM

View Deal

Deal found 18-1-22

22 Jan - 29 Jan
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

30h 48m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

33h 00m
S$ 2,449

Multiple Airlines

View Deal

Deal found 19-1-22

29 Jan - 8 Feb
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

34h 35m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

39h 20m
S$ 2,465

Delta

View Deal

Deal found 18-1-22

Singapore to Midway 2022 flight deals

Cheap flights to Midway from Singapore found for this year
30 Jan - 8 Feb
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

30h 36m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

31h 00m
S$ 2,354

KLM

View Deal

Deal found 18-1-22

22 Jan - 29 Jan
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

30h 48m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

33h 00m
S$ 2,449

Multiple Airlines

View Deal

Deal found 19-1-22

29 Jan - 8 Feb
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

34h 35m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

39h 20m
S$ 2,465

Delta

View Deal

Deal found 18-1-22

Last-minute flights from Singapore to Midway

Late deals on return flights to Midway from Singapore, departing today and this week
29 Jan - 8 Feb
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

34h 35m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

39h 20m
S$ 2,465

Delta

View Deal

Deal found 18-1-22

29 Jan - 6 Feb
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

36h 23m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

31h 30m
S$ 6,875

KLM

View Deal

Deal found 19-1-22

27 Jan - 9 Feb
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

30h 48m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

33h 04m
S$ 7,271

KLM

View Deal

Deal found 19-1-22

One-way flights to Chicago Midway from Singapore

The cheapest one-way flights from Singapore to Midway
28 Feb
SIN

Singapore Changi

MDW

Chicago Midway

3 stops

41h 15m
S$ 834

Multiple Airlines

View Deal

Deal found 17-1-22

28 Feb
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

30h 20m
S$ 1,197

Delta

View Deal

Deal found 17-1-22

2 May
SIN

Singapore Changi

MDW

Chicago Midway

3 stops

40h 40m
S$ 1,199

Multiple Airlines

View Deal

Deal found 18-1-22

Related info for your journey

Useful info, stats and facts about Singapore to Midway flights.

What airport do you fly from for flights from Singapore to Chicago Midway?

Singapore Changi (SIN) is the airport you will fly out of if you book a flight from Singapore to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Changi; the airport handles an average of 0 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Singapore airport to Chicago Midway. It is only a 16.9 km journey to Changi (SIN) from Singapore’s city centre.

Can I find flights from Singapore to Chicago Midway Airport for under S$ 2,400 on Cheapflights?

Yes, there are multiple flights from Singapore to Chicago Midway Airport for under S$ 2,400. The cheapest flight booked recently is on KLM for just S$ 2,354, but on average you can expect to pay S$ 2,410.

Are there last-minute flights available from Singapore to Chicago Midway Airport for under S$ 2,500?

There are currently 3+ open flights from Singapore to Chicago Midway Airport within the next 7 days for less than S$ 2,500.

What are the cheapest airlines to fly from Singapore to Chicago Midway Airport one-way?

The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as S$ 1,197. However, be on the lookout for offers from Air France and KLM, as they are both options that can get you from Singapore to Chicago Midway Airport for a low price.

Can I fly to Chicago Midway from Singapore Changi right now?

Information is based on travel restrictions from Singapore Changi to Chicago Midway

Most visitors from Singapore Changi need to provide a negative COVID-19 test result and/or quarantine to enter Chicago Midway.

COVID-19 testing requirements
Visitors from Singapore Changi must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from Singapore Changi are not required to quarantine after entering Chicago Midway.

Can I fly back to Singapore Changi from Chicago Midway?

Returning to Singapore Changi from Chicago Midway

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) test taken 48 hours before departing to Singapore Changi.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Singapore Changi.

Alternative routes for Singapore to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Singapore to O'Hare Intlfrom S$ 1,179 pp