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Cheap flights from Chicago Midway Airport to Singapore from $414

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Singapore departing on 2/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Singapore

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:10 am - 1:05 pm
MDW
-
SIN
38h 55m3 stops
Multiple Airlines Logo
2:25 pm - 12:25 pm
SIN
-
MDW
36h 00m2 stops
$1,249Multiple Airlines
Wed, Feb 4 - Mon, Feb 16
Multiple Airlines Logo
6:20 pm - 1:05 pm
MDW
-
SIN
28h 45m2 stops
Multiple Airlines Logo
2:00 am - 11:55 pm
SIN
-
MDW
34h 55m2 stops
$1,254Multiple Airlines
Sat, Mar 7 - Sat, Mar 28
Multiple Airlines Logo
11:10 am - 1:05 pm
MDW
-
SIN
35h 55m3 stops
Multiple Airlines Logo
2:00 am - 11:55 pm
SIN
-
MDW
34h 55m2 stops
$1,257Multiple Airlines
Wed, Mar 4 - Sat, Mar 28
Delta Logo
6:14 pm - 12:10 am
MDW
-
SIN
39h 56m2 stops
Delta Logo
10:30 pm - 5:55 pm
SIN
-
MDW
33h 25m2 stops
$1,265Delta
Mon, Jan 19 - Tue, Feb 3
Multiple Airlines Logo
8:10 am - 1:05 pm
MDW
-
SIN
38h 55m3 stops
Multiple Airlines Logo
2:25 pm - 2:55 pm
SIN
-
MDW
38h 30m3 stops
$1,268Multiple Airlines
Wed, Feb 4 - Mon, Feb 16
Multiple Airlines Logo
5:40 pm - 1:05 pm
MDW
-
SIN
29h 25m2 stops
Multiple Airlines Logo
2:25 pm - 11:10 am
SIN
-
MDW
33h 45m2 stops
$1,274Multiple Airlines
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
3:40 pm - 1:05 pm
MDW
-
SIN
31h 25m3 stops
Multiple Airlines Logo
2:25 pm - 12:25 pm
SIN
-
MDW
36h 00m2 stops
$1,275Multiple Airlines
Mon, Feb 9 - Mon, Feb 16
Multiple Airlines Logo
3:40 pm - 1:05 pm
MDW
-
SIN
31h 25m3 stops
Multiple Airlines Logo
2:25 pm - 4:55 am
SIN
-
MDW
28h 30m2 stops
$1,276Multiple Airlines
Mon, Feb 9 - Sun, Mar 8
Multiple Airlines Logo
3:40 pm - 3:30 pm
MDW
-
SIN
33h 50m3 stops
Multiple Airlines Logo
2:25 pm - 12:40 pm
SIN
-
MDW
36h 15m2 stops
$1,286Multiple Airlines
Sun, Feb 1 - Tue, Feb 10
Multiple Airlines Logo
10:30 am - 1:05 pm
MDW
-
SIN
36h 35m2 stops
Multiple Airlines Logo
2:00 am - 11:55 pm
SIN
-
MDW
34h 55m2 stops
$1,288Multiple Airlines
Wed, Mar 4 - Sat, Mar 28

Delta flights from Chicago Midway Airport to Singapore

Our best Delta deals on Chicago Midway Airport to Singapore flight tickets
Delta
Jan 19
MDW6:14 pmChicago Midway
39h 56m
2 stops
SIN12:10 amSingapore Changi
Feb 3
SIN10:30 pmSingapore Changi
37h 52m
2 stops
MDW10:22 pmChicago Midway
$1,264
Find similar
Delta
Jan 19
MDW6:14 pmChicago Midway
39h 56m
2 stops
SIN12:10 amSingapore Changi
Feb 3
SIN10:30 pmSingapore Changi
33h 25m
2 stops
MDW5:55 pmChicago Midway
$1,265
Find similar
Delta
Mar 26
MDW6:25 amChicago Midway
33h 35m
2 stops
SIN5:00 amSingapore Changi
Apr 6
SIN10:30 pmSingapore Changi
31h 25m
2 stops
MDW4:55 pmChicago Midway
$1,289
Find similar

Korean Air flights from Chicago Midway Airport to Singapore

Our best Korean Air deals on Chicago Midway Airport to Singapore flight tickets
Korean Air
Mar 18
MDW9:35 amChicago Midway
45h 50m
2 stops
SIN8:25 pmSingapore Changi
Mar 22
SIN10:30 pmSingapore Changi
26h 59m
2 stops
MDW12:29 pmChicago Midway
$1,420
Find similar
Korean Air
Mar 18
MDW9:35 amChicago Midway
45h 50m
2 stops
SIN8:25 pmSingapore Changi
Mar 22
SIN10:40 amSingapore Changi
38h 49m
2 stops
MDW12:29 pmChicago Midway
$1,453
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Singapore that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 27, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Singapore that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 2/4

8:10 am-1:05 pm

3 stops38h 55m

Singapore Changi

Mon 2/16

2:25 pm-12:25 pm

2 stops36h 00m

$1,249

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 3/7

6:20 pm-1:05 pm

2 stops28h 45m

Singapore Changi

Sat 3/28

2:00 am-11:55 pm

2 stops34h 55m

$1,254

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 3/4

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

Sat 3/28

2:00 am-11:55 pm

2 stops34h 55m

$1,257

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 1/19

6:14 pm-12:10 am

2 stops39h 56m

Singapore Changi

Tue 2/3

10:30 pm-5:55 pm

2 stops33h 25m

$1,265

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 2/4

8:10 am-1:05 pm

3 stops38h 55m

Singapore Changi

Mon 2/16

2:25 pm-2:55 pm

3 stops38h 30m

$1,268

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 3/5

5:40 pm-1:05 pm

2 stops29h 25m

Singapore Changi

Thu 3/12

2:25 pm-11:10 am

2 stops33h 45m

$1,274

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

Mon 2/16

2:25 pm-12:25 pm

2 stops36h 00m

$1,275

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

Sun 3/8

2:25 pm-4:55 am

2 stops28h 30m

$1,276

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 2/1

3:40 pm-3:30 pm

3 stops33h 50m

Singapore Changi

Tue 2/10

2:25 pm-12:40 pm

2 stops36h 15m

$1,286

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 3/4

10:30 am-1:05 pm

2 stops36h 35m

Singapore Changi

Sat 3/28

2:00 am-11:55 pm

2 stops34h 55m

$1,288

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Singapore from

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

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 day to depart on your flight to Singapore?

The cheapest day to depart from Chicago Midway Airport to Singapore is on a Tuesday when prices can be found for as low as $1,166. The most expensive day to fly to Singapore is Friday, with ticket prices averaging around $1,365.

What is the cheapest time of day to depart on your flight to Singapore?

At noon is the cheapest time of day to fly from Chicago Midway Airport to Singapore when you can find flight prices for as low as $1,148. Flying to Singapore at noon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $1,434 on average. Flights to Singapore from Chicago Midway Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago Midway Airport to Singapore

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Singapore according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Singapore (MDW to SIN) flight deals and tips

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

Fastest flight time

28h 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Singapore takes 28h 10m
There are no direct flights from Chicago Midway Airport to Singapore. There are no popular flight routes from Chicago Midway Airport to Singapore.
Search flight deals

  • How far is Chicago Midway to Singapore Changi by plane?

    A flight from Chicago Midway to Singapore Changi will travel around 9365.9 mi. By plane, this route typically takes 28h 10m.

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

    Prices for flights from Chicago Midway Airport to Singapore Changi Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Singapore Changi 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 Chicago Midway Airport to Singapore Changi Airport.

  • What documentation or ID do you need to fly to Singapore Changi Airport?

    The travel and health documents you'll need for your trip to Singapore Changi Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Singapore Changi Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Singapore. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Chicago to Singapore flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Singapore from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Singapore from Chicago 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.

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Cabin classes currently available on flights to Singapore

List of cabin classes available on flights landing in Singapore. Availability may vary depending on flight origin and airline.
First Class to Singapore
Business Class to Singaporefrom $2,084