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MDW - SIN

Find cheap flights from Chicago Midway Airport to Singapore from S$ 880

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Singapore departing on 18-10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
Sat 29-6
Sat 6-7

Search hundreds of travel sites at once for deals on flights to Singapore

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore, as well as popular online travel agencies
In the last 7 days, travellers have searched 43,361,115 times on KAYAK, and here's why:

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Cheap flight deals from Midway to Singapore (MDW-SIN)

 
These are the cheapest deals for flights from Midway to Singapore currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent return flight deals from Midway to Singapore

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Singapore.

Recent one-way flight deals from Midway to Singapore

Only flying one-way? Below are some of the best one-way flight deals from Midway to Singapore found on KAYAK recently.

Recent last-minute flight deals from Midway to Singapore

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Midway to Singapore.

Recent direct flight deals from Midway to Singapore

The latest deals for direct flights from Midway to Singapore so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Midway to Singapore

Find recent round-trip train or bus tickets from Midway to Singapore.

All round-trip flight deals to Singapore

The cheapest plane tickets to Singapore found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
05:00 - 23:10MDW-SIN
28h 10m2 stops
11:00 - 21:44SIN-MDW
24h 44m2 stops
S$ 1,818Delta
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Sun, 3 Nov - Sat, 16 Nov
06:00 - 23:40MDW-SIN
28h 40m2 stops
22:30 - 12:31SIN-MDW
27h 01m2 stops
S$ 1,878Delta
Find Deal
Tue, 8 Oct - Thu, 17 Oct
09:35 - 23:40MDW-SIN
25h 05m2 stops
01:30 - 12:31SIN-MDW
25h 01m2 stops
S$ 1,907Korean Air
Find Deal
Wed, 23 Oct - Tue, 12 Nov
06:00 - 23:40MDW-SIN
28h 40m2 stops
22:30 - 21:46SIN-MDW
36h 16m2 stops
S$ 2,215Delta
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Mon, 1 Jul - Mon, 8 Jul
06:00 - 05:00MDW-SIN
34h 00m2 stops
10:50 - 14:57SIN-MDW
41h 07m2 stops
S$ 2,229Delta
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Fri, 19 Jul - Fri, 2 Aug
06:00 - 23:40MDW-SIN
28h 40m2 stops
22:30 - 14:57SIN-MDW
29h 27m2 stops
S$ 2,310Delta
Find Deal
Tue, 2 Jul - Tue, 23 Jul
06:00 - 23:40MDW-SIN
28h 40m2 stops
22:30 - 21:46SIN-MDW
36h 16m2 stops
S$ 2,367Delta
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Fri, 12 Jul - Sun, 21 Jul
09:35 - 23:40MDW-SIN
25h 05m2 stops
01:10 - 12:31SIN-MDW
24h 21m2 stops
S$ 2,655
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Tue, 8 Oct - Wed, 16 Oct
09:24 - 05:00MDW-SIN
30h 36m2 stops
01:10 - 12:42SIN-MDW
24h 32m2 stops
S$ 4,584Korean Air
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Sat, 13 Jul - Sat, 20 Jul
09:29 - 05:00MDW-SIN
30h 31m2 stops
01:10 - 12:42SIN-MDW
24h 32m2 stops
S$ 4,722Korean Air
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Mon, 1 Jul - Sun, 7 Jul
16:09 - 10:15MDW-SIN
53h 06m3 stops
S$ 880
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Fri, 18 Oct
09:33 - 23:40MDW-SIN
25h 07m2 stops
S$ 886Korean Air
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Mon, 29 Jul
16:09 - 12:40MDW-SIN
31h 31m2 stops
S$ 903
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Fri, 18 Oct
16:09 - 17:25MDW-SIN
36h 16m3 stops
S$ 918
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Sat, 19 Oct
16:09 - 12:10MDW-SIN
31h 01m2 stops
S$ 947
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Sat, 19 Oct
16:09 - 05:40MDW-SIN
24h 31m1 stop
S$ 1,118
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Sat, 19 Oct
16:09 - 05:40MDW-SIN
24h 31m1 stop
S$ 1,163
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Fri, 18 Oct
06:00 - 23:40MDW-SIN
28h 40m2 stops
S$ 1,379Delta
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Wed, 26 Jun
09:24 - 23:40MDW-SIN
25h 16m2 stops
S$ 1,407Korean Air
Find Deal
Sat, 13 Jul
09:24 - 23:40MDW-SIN
25h 16m2 stops
S$ 6,233Delta
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Sat, 27 Jul
12:15 - 09:00MDW-SIN
31h 45m3 stops
23:40 - 21:37SIN-MDW
34h 57m3 stops
S$ 3,651
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Sun, 2 Jun - Tue, 4 Jun
08:45 - 05:00MDW-SIN
31h 15m2 stops
22:30 - 12:40SIN-MDW
27h 10m2 stops
S$ 10,607Korean Air
Find Deal
Sun, 2 Jun - Tue, 4 Jun
17:47 - 23:40MDW-SIN
40h 53m2 stops
22:30 - 18:05SIN-MDW
32h 35m2 stops
S$ 16,886Delta
Find Deal
Sat, 1 Jun - Wed, 7 Aug
09:32 - 05:00MDW-SIN
30h 28m2 stops
01:10 - 12:42SIN-MDW
24h 32m2 stops
S$ 24,476Korean Air
Find Deal
Sat, 1 Jun - Tue, 6 Aug

Flights from Midway to Singapore - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Singapore to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Singapore is April, where tickets cost S$ 1,469 on average. On the other hand, the most expensive months are December and June, where the average cost of tickets is S$ 2,332 and S$ 2,290 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Singapore, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 32 days before departure.

Which airlines provide the cheapest flights from Chicago Midway Airport to Singapore?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago Midway Airport to Singapore found by KAYAK users in the last 72 hours was for S$ 1,818 on Delta, followed by Korean Air (S$ 1,907). One-way flight deals have also been found from as low as S$ 886 on Korean Air and from S$ 1,379 on Delta.

Good to know

Cheapest flight

S$ 880
Flight from Chicago Midway Airport to Singapore

When to book flights from Midway to Singapore

Are your dates flexible? Find out the best times to travel from Midway to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Singapore flights

  • What is the cheapest flight from Chicago Midway Airport to Singapore?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Singapore was S$ 652 for a one-way ticket and S$ 1,346 for a return.

  • Which airports will I be using when flying from Chicago Midway Airport to Singapore?

    Chicago Midway Airport airport is called Chicago Midway and the only airport in Singapore is Singapore Changi.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Singapore?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Singapore?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Singapore.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Singapore from Chicago Midway Airport is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Singapore with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Singapore from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Chicago to Singapore

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Singapore found on KAYAK in the last 72 hours.
18-10Fri
3 stops
53h 06mMDW-SIN
S$ 880
29-7Mon
2 stopsKorean Air
25h 07mMDW-SIN
S$ 886
18-10Fri
2 stops
31h 31mMDW-SIN
S$ 903
19-10Sat
3 stops
36h 16mMDW-SIN
S$ 918
19-10Sat
2 stops
31h 01mMDW-SIN
S$ 947
19-10Sat
1 stop
24h 31mMDW-SIN
S$ 1,118
18-10Fri
1 stop
24h 31mMDW-SIN
S$ 1,163
26-6Wed
2 stopsDelta
28h 40mMDW-SIN
S$ 1,379
13-7Sat
2 stopsKorean Air
25h 16mMDW-SIN
S$ 1,407
27-7Sat
2 stopsDelta
25h 16mMDW-SIN
S$ 6,233

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Last minute flights from Midway to Singapore

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Singapore that are departing in the next 10 days.
2-6Sun
multi-stop
31h 45mMDW-SIN
4-6Tue
multi-stop
34h 57mSIN-MDW
S$ 3,651
2-6Sun
multi-stopKorean Air
31h 15mMDW-SIN
4-6Tue
multi-stopKorean Air
27h 10mSIN-MDW
S$ 10,607
1-6Sat
multi-stopDelta
40h 53mMDW-SIN
7-8Wed
multi-stopDelta
32h 35mSIN-MDW
S$ 16,886
1-6Sat
multi-stopKorean Air
30h 28mMDW-SIN
6-8Tue
multi-stopKorean Air
24h 32mSIN-MDW
S$ 24,476

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Chicago Midway Airport - Singapore Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Singapore (SIN)Singapore

Return flight deals:

Singapore - Chicago Midway Airport

Cabin classes:

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