SIN - MDW

S$ 730 Find Cheap Flights from Singapore to Chicago Midway Airport – Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest one-way flight
S$ 730
Typical prices: S$ 974-S$ 1,018
Delta
Fri 26-1
SIN - MDW • 2 stops
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We hope you enjoy your trip to Chicago Midway Airport!
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Flight Deals

Cheap Flights from Singapore to Midway (SIN-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Singapore to Midway

Tue, 1 Dec - Tue, 8 Dec
Delta Logo
10:30 - 16:16SIN  Singapore Changi-MDW Chicago Midway
43h 46m2 stops Incheon Intl Atlanta Hartsfield-Jackson
Delta Logo
17:30 - 05:00MDW  Chicago Midway-SIN Singapore Changi
45h 30m2 stops Minneapolis St Paul Incheon Intl
S$ 1,228Delta
Thu, 25 Feb - Mon, 1 Mar
Delta Logo
10:30 - 08:53SIN  Singapore Changi-MDW Chicago Midway
36h 23m2 stops Incheon Intl Minneapolis St Paul
Delta Logo
06:00 - 05:00MDW  Chicago Midway-SIN Singapore Changi
33h 00m2 stops Atlanta Hartsfield-Jackson Incheon Intl
S$ 1,237Delta
Thu, 11 Feb - Fri, 26 Feb
Delta Logo
01:40 - 22:45SIN  Singapore Changi-MDW Chicago Midway
35h 05m2 stops Incheon Intl Atlanta Hartsfield-Jackson
Delta Logo
06:00 - 05:00MDW  Chicago Midway-SIN Singapore Changi
33h 00m2 stops Atlanta Hartsfield-Jackson Incheon Intl
S$ 1,378Delta
Wed, 24 Mar - Mon, 29 Mar
Delta Logo
01:40 - 22:10SIN  Singapore Changi-MDW Chicago Midway
33h 30m2 stops Incheon Intl Atlanta Hartsfield-Jackson
Delta Logo
06:00 - 05:00MDW  Chicago Midway-SIN Singapore Changi
34h 00m2 stops Atlanta Hartsfield-Jackson Incheon Intl
S$ 1,526Delta
Tue, 17 Nov - Mon, 23 Nov
Multiple Airlines Logo
14:25 - 12:25SIN  Singapore Changi-MDW Chicago Midway
36h 00m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl
Multiple Airlines Logo
16:45 - 13:05MDW  Chicago Midway-SIN Singapore Changi
30h 20m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
S$ 1,528Multiple Airlines
Tue, 17 Nov - Mon, 23 Nov
Multiple Airlines Logo
14:25 - 12:25SIN  Singapore Changi-MDW Chicago Midway
36h 00m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl
Multiple Airlines Logo
16:45 - 13:05MDW  Chicago Midway-SIN Singapore Changi
30h 20m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
S$ 1,543Multiple Airlines
Thu, 11 Feb - Fri, 26 Feb
Multiple Airlines Logo
02:00 - 22:00SIN  Singapore Changi-MDW Chicago Midway
34h 00m2 stops Taipei City Taiwan Taoyuan Intl Phoenix Sky Harbor Intl
Multiple Airlines Logo
07:40 - 13:05MDW  Chicago Midway-SIN Singapore Changi
39h 25m3 stops Kansas City San Francisco Taipei City Taiwan Taoyuan Intl
S$ 1,565Multiple Airlines
Tue, 22 Dec - Sun, 3 Jan
Multiple Airlines Logo
14:25 - 05:55SIN  Singapore Changi-MDW Chicago Midway
29h 30m2 stops Taipei City Taiwan Taoyuan Intl Los Angeles
Multiple Airlines Logo
18:05 - 13:05MDW  Chicago Midway-SIN Singapore Changi
29h 00m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
S$ 1,674Multiple Airlines
Tue, 22 Dec - Sun, 3 Jan
Multiple Airlines Logo
14:25 - 05:55SIN  Singapore Changi-MDW Chicago Midway
29h 30m2 stops Taipei City Taiwan Taoyuan Intl Los Angeles
Multiple Airlines Logo
18:05 - 13:05MDW  Chicago Midway-SIN Singapore Changi
29h 00m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
S$ 1,689Multiple Airlines
Tue, 17 Nov - Mon, 23 Nov
Multiple Airlines Logo
14:25 - 12:25SIN  Singapore Changi-MDW Chicago Midway
36h 00m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl
Multiple Airlines Logo
12:20 - 13:05MDW  Chicago Midway-SIN Singapore Changi
34h 45m3 stops Tucson Los Angeles Taipei City Taiwan Taoyuan Intl
S$ 1,696Multiple Airlines
Booking Insights

Price, demand, and travel trends for Singapore to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

Which airline is the cheapest to fly from Singapore to Chicago Midway Airport?

Delta (S$ 1,228) offered the cheapest return ticket from Singapore to Chicago Midway Airport in the last 5 days.

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Key details for Singapore to Chicago Midway Airport flights

Cheapest flight

S$ 730
One-way flight from Singapore to Chicago Midway Airport

When to book flights from Singapore to Midway

Are your dates flexible? Find out the best times to travel from Singapore to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Singapore to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • Do I need a passport to fly from Singapore to Chicago Midway Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How are flight prices from Singapore to Chicago Midway Airport looking right now?

    One-way fares from Singapore to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about S$ 874, which is 11% below the typical average for this route.

  • Which car hire options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car hire companies, with daily rates starting from around S$ 107 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Singapore to Chicago Midway Airport?

    Flights from Singapore to Chicago Midway Airport usually depart from Singapore Changi (SIN) and arrive at Chicago Midway (MDW).

  • What is the time difference between Singapore and Chicago Midway Airport?

    Chicago Midway Airport is 14 hours behind Singapore (Central Time vs Singapore Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Grant Park is one of the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking Singapore to Chicago Midway Airport flights

Get tips on when to book, when to fly, and what to know before your trip.

More options for your flight from Singapore to Midway

Complete your trip to Chicago with a hotel stay or car hire

Car rentals in Chicago
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