Cheap flights from Singapore to Chicago Midway Airport

SIN — MDW
28 Sep — 5 Oct1
Return
1 adult
Economy
From?
To?
Wed 28-9
Wed 5-10

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 26% 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$ 2,185. For sooner than that we have options available in the next 3 days from S$ 2,408.

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

The best pricing can be found in the month of December. Prices to Chicago Midway Airport from Singapore average S$ 1,600. You can even find prices in December for less than S$ 1,600, as users have found deals to Chicago Midway Airport from as low as S$ 1,192. The month of August 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 47%.

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 September, October 2022

The best prices found for SIN to MDW flights in September, October
21 Oct - 4 Nov
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

41h 37m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

40h 33m
S$ 1,544

Multiple Airlines

Pick Dates

Deal found 21-9-22

22 Oct - 4 Nov
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

41h 37m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

40h 33m
S$ 1,607

Multiple Airlines

Pick Dates

Deal found 21-9-22

27 Sep - 12 Oct
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

28h 55m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

28h 40m
S$ 1,846

Delta

Pick Dates

Deal found 21-9-22

Singapore to Midway 2022 flight deals

Cheap flights to Midway from Singapore found for this year
21 Oct - 4 Nov
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

41h 37m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

40h 33m
S$ 1,544

Multiple Airlines

Pick Dates

Deal found 21-9-22

22 Oct - 4 Nov
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

41h 37m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

40h 33m
S$ 1,607

Multiple Airlines

Pick Dates

Deal found 21-9-22

4 Dec - 8 Jan
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

35h 18m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

40h 25m
S$ 1,810

Delta

Pick Dates

Deal found 22-9-22

Cheap Delta flights from Singapore to Midway

4 Dec - 8 Jan
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

35h 18m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

40h 25m
S$ 1,810

Delta

Pick Dates

Deal found 22-9-22

27 Sep - 12 Oct
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

28h 55m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

28h 40m
S$ 1,846

Delta

Pick Dates

Deal found 21-9-22

6 Nov - 10 Nov
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

38h 29m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

33h 00m
S$ 2,030

Delta

Pick Dates

Deal found 20-9-22

Last-minute flights from Singapore to Midway

Late deals on return flights to Midway from Singapore, departing today and this week
27 Sep - 12 Oct
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

28h 55m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

28h 40m
S$ 1,846

Delta

Pick Dates

Deal found 21-9-22

28 Sep - 12 Oct
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

30h 20m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

33h 29m
S$ 2,856

Multiple Airlines

Pick Dates

Deal found 21-9-22

27 Sep - 11 Oct
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

28h 55m
MDW

Chicago Midway

SIN

Singapore Changi

2 stops

37h 49m
S$ 3,337

Delta

Pick Dates

Deal found 21-9-22

One-way flights to Midway from Singapore

The cheapest one-way flights from Singapore to Midway
22 Nov
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

44h 24m
S$ 1,159

Multiple Airlines

Pick Dates

Deal found 21-9-22

27 Sep
SIN

Singapore Changi

MDW

Chicago Midway

2 stops

32h 33m
S$ 1,176

Multiple Airlines

Pick Dates

Deal found 20-9-22

27 Sep
SIN

Singapore Changi

MDW

Chicago Midway

3 stops

35h 34m
S$ 1,190

Multiple Airlines

Pick Dates

Deal found 20-9-22

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$ 1,600 on Cheapflights?

Yes, there are multiple flights from Singapore to Chicago Midway Airport for under S$ 1,600. The cheapest flight booked recently is on Multiple Airlines for just S$ 1,544, but on average you can expect to pay S$ 4,538.

Are there last-minute flights available from Singapore to Chicago Midway Airport for under S$ 1,900?

There are currently 6+ open flights from Singapore to Chicago Midway Airport within the next 7 days for less than S$ 1,900.

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$ 1,204. However, be on the lookout for offers from Alaska Airlines and KLM, as they are both options that can get you from Singapore to Chicago Midway Airport for a low price.

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$ 1,463 pp