When did momondo last update prices for flights from Singapore to Chicago Midway Airport?

Prices for flights from Singapore to Chicago Midway Airport are refreshed on a daily basis.

How old do you have to be to fly from Singapore to Chicago Midway Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Singapore to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$595 Cheap Flights from Singapore to Chicago Midway Airport in 2026

1 adult

0 bags

Find the cheapest flights from Singapore to Chicago

Round-trip

One-way

Last minute

Recent round-trip flight deals from Singapore to Chicago

Enter your travel dates to find the best prices.

7:30 am - 9:45 pm

SIN

MDW

27h 15m

2 stops

9:55 am - 5:00 am

MDW

SIN

30h 05m

2 stops

$1,156Delta

金, 10月 16 - 水, 10月 21

10:00 pm - 4:16 pm

SIN

MDW

31h 16m

2 stops

6:05 am - 5:00 am

MDW

SIN

33h 55m

2 stops

$1,228Delta

日, 6月 7 - 日, 8月 9

10:00 pm - 4:16 pm

SIN

MDW

31h 16m

2 stops

6:05 am - 5:00 am

MDW

SIN

33h 55m

2 stops

$1,229Delta

日, 6月 7 - 日, 8月 9

1:45 pm - 11:25 am

SIN

MDW

34h 40m

2 stops

8:35 pm - 12:35 pm

MDW

SIN

27h 00m

2 stops

$1,403Multiple Airlines

日, 6月 7 - 日, 8月 9

1:45 pm - 5:55 am

SIN

MDW

29h 10m

2 stops

6:00 pm - 12:35 pm

MDW

SIN

29h 35m

2 stops

$1,640Multiple Airlines

水, 6月 17 - 木, 6月 25

3:20 pm - 5:55 am

SIN

MDW

27h 35m

2 stops

9:35 pm - 11:55 am

MDW

SIN

25h 20m

2 stops

$1,644Multiple Airlines

土, 6月 20 - 日, 8月 2

1:45 pm - 5:55 am

SIN

MDW

29h 10m

2 stops

6:30 pm - 12:35 pm

MDW

SIN

29h 05m

2 stops

$1,649Multiple Airlines

土, 6月 20 - 日, 8月 2

1:45 pm - 5:40 am

SIN

MDW

28h 55m

2 stops

10:35 am - 12:35 pm

MDW

SIN

37h 00m

2 stops

$1,674Multiple Airlines

土, 5月 16 - 月, 6月 1

1:45 pm - 5:50 am

SIN

MDW

29h 05m

2 stops

6:10 pm - 12:35 pm

MDW

SIN

29h 25m

2 stops

$1,695Multiple Airlines

金, 5月 15 - 金, 5月 22

1:45 pm - 5:40 am

SIN

MDW

28h 55m

2 stops

5:05 pm - 12:35 pm

MDW

SIN

30h 30m

2 stops

$1,732Multiple Airlines

水, 7月 8 - 火, 7月 14

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Korean Air flights from Singapore to Chicago Midway Airport

Our best Korean Air deals on Singapore to Chicago Midway Airport flight tickets

Korean Air

Sep 24

SIN7:30 amSingapore Changi

42h 00m

2 stops

MDW12:30 pmChicago Midway

Sep 28

MDW9:30 amChicago Midway

30h 30m

2 stops

SIN5:00 amSingapore Changi

$1,980

Korean Air

Sep 23

SIN1:25 amSingapore Changi

24h 05m

2 stops

MDW12:30 pmChicago Midway

Sep 28

MDW9:20 amChicago Midway

30h 40m

2 stops

SIN5:00 amSingapore Changi

$1,981

Korean Air

Sep 24

SIN7:30 amSingapore Changi

42h 00m

2 stops

MDW12:30 pmChicago Midway

Sep 28

MDW9:20 amChicago Midway

25h 35m

2 stops

SIN11:55 pmSingapore Changi

$1,983

Delta flights from Singapore to Chicago Midway Airport

Our best Delta deals on Singapore to Chicago Midway Airport flight tickets

Delta

Oct 16

SIN7:30 amSingapore Changi

27h 15m

2 stops

MDW9:45 pmChicago Midway

Oct 21

MDW9:55 amChicago Midway

30h 05m

2 stops

SIN5:00 amSingapore Changi

$1,156

Delta

Jun 7

SIN10:00 pmSingapore Changi

31h 16m

2 stops

MDW4:16 pmChicago Midway

Aug 9

MDW6:05 amChicago Midway

33h 55m

2 stops

SIN5:00 amSingapore Changi

$1,228

Delta

Jun 7

SIN10:00 pmSingapore Changi

31h 16m

2 stops

MDW4:16 pmChicago Midway

Aug 9

MDW6:05 amChicago Midway

33h 55m

2 stops

SIN5:00 amSingapore Changi

$1,229

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

金 10/16

7:30 am-9:45 pm

2 stops27h 15m

Chicago Midway

水 10/21

9:55 am-5:00 am

2 stops30h 05m

$1,156

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

日 6/7

10:00 pm-4:16 pm

2 stops31h 16m

Chicago Midway

日 8/9

6:05 am-5:00 am

2 stops33h 55m

$1,228

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

日 6/7

10:00 pm-4:16 pm

2 stops31h 16m

Chicago Midway

日 8/9

6:05 am-5:00 am

2 stops33h 55m

$1,229

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

日 6/7

1:45 pm-11:25 am

2 stops34h 40m

Chicago Midway

日 8/9

8:35 pm-12:35 pm

2 stops27h 00m

$1,403

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

水 6/17

1:45 pm-5:55 am

2 stops29h 10m

Chicago Midway

木 6/25

6:00 pm-12:35 pm

2 stops29h 35m

$1,640

Quickest round-trip

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

土 6/20

3:20 pm-5:55 am

2 stops27h 35m

Chicago Midway

日 8/2

9:35 pm-11:55 am

2 stops25h 20m

$1,644

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

土 6/20

1:45 pm-5:55 am

2 stops29h 10m

Chicago Midway

日 8/2

6:30 pm-12:35 pm

2 stops29h 05m

$1,649

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

土 5/16

1:45 pm-5:40 am

2 stops28h 55m

Chicago Midway

月 6/1

10:35 am-12:35 pm

2 stops37h 00m

$1,674

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

金 5/15

1:45 pm-5:50 am

2 stops29h 05m

Chicago Midway

金 5/22

6:10 pm-12:35 pm

2 stops29h 25m

$1,695

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

水 7/8

1:45 pm-5:40 am

2 stops28h 55m

Chicago Midway

火 7/14

5:05 pm-12:35 pm

2 stops30h 30m

$1,732

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Singapore to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Singapore to Chicago Midway?

Delta is the most popular carrier operating from Singapore to Chicago Midway

Cheap Singapore to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Singapore to Chicago Midway Airport

Fastest flight time	27h 20m
Direct flights	None

The fastest flight from Singapore to Chicago Midway Airport takes 27h 20m

There are no direct flights from Singapore to Chicago Midway Airport. There are no popular flight routes from Singapore to Chicago Midway Airport.

Search flight deals

Frequently asked questions about flying from Singapore to Chicago Midway Airport

When did momondo last update prices for flights from Singapore to Chicago Midway Airport?
Prices for flights from Singapore to Chicago Midway Airport are refreshed on a daily basis.
How old do you have to be to fly from Singapore to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Singapore to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Munster

Schererville

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Singapore to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Singapore.

Can I find flights from Singapore to Chicago with flexible booking policies on momondo?

Flights from Singapore to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Singapore to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Singapore to Chicago.

I’m not ready to book a flight from Singapore to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Singapore are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.