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Singapore Changi Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Singapore Changi Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from TWD 18,719 and round-trip from TWD 34,374. Based on Trip.com's latest 7-day flight data.

    • SIN 09:05
      34h 55m
      1 stop
      MDW 06:00
      Singapore - Chicago | Thu, Nov 19 | Singapore Airlines
      ORD 11:15
      43h 10m
      1 stop
      SIN 20:25
      Chicago - Singapore | Wed, Nov 25 | Korean Air
      TWD 34,374 TWD 72,489
      53% off
      53% off
      TWD 72,489 TWD 34,374
    • SIN 09:05
      34h 55m
      1 stop
      MDW 06:00
      Singapore - Chicago | Thu, Nov 26 | Singapore Airlines
      ORD 11:15
      27h 45m
      1 stop
      SIN 05:00
      Chicago - Singapore | Wed, Dec 2 | Korean Air
      TWD 34,374 TWD 72,489
      53% off
      53% off
      TWD 72,489 TWD 34,374
    • SIN 09:05
      34h 55m
      1 stop
      MDW 06:00
      Singapore - Chicago | Tue, Nov 10 | Singapore Airlines
      ORD 11:15
      27h 45m
      1 stop
      SIN 05:00
      Chicago - Singapore | Tue, Nov 17 | Korean Air
      TWD 34,403 TWD 72,489
      53% off
      53% off
      TWD 72,489 TWD 34,403
    • SIN 09:05
      33h 45m
      1 stop
      MDW 05:50
      Singapore - Chicago | Wed, Oct 28 | Singapore Airlines
      ORD 12:15
      27h 45m
      1 stop
      SIN 05:00
      Chicago - Singapore | Tue, Nov 3 | Korean Air
      TWD 34,423
      53% off
      TWD 72,489 TWD 34,423
    • SIN 09:05
      34h 55m
      1 stop
      MDW 06:00
      Singapore - Chicago | Thu, Nov 12 | Singapore Airlines
      ORD 11:15
      27h 45m
      1 stop
      SIN 05:00
      Chicago - Singapore | Thu, Nov 19 | Korean Air
      TWD 34,423
      53% off
      TWD 72,489 TWD 34,423
    • SIN 09:05
      34h 55m
      1 stop
      MDW 06:00
      Singapore - Chicago | Tue, Nov 24 | Singapore Airlines
      ORD 14:10
      32h 55m
      1 stop
      SIN 13:05
      Chicago - Singapore | Tue, Dec 1 | Cathay Pacific
      TWD 34,653
      52% off
      TWD 72,489 TWD 34,653
    • SIN 20:45
      22h 5m
      1 stop
      MDW 05:50
      Singapore - Chicago | Thu, Nov 5 | Singapore Airlines
      ORD 14:10
      25h 30m
      1 stop
      SIN 05:40
      Chicago - Singapore | Thu, Nov 12 | Cathay Pacific
      TWD 34,902
      52% off
      TWD 72,489 TWD 34,902
    • SIN 20:45
      23h 10m
      1 stop
      MDW 05:55
      Singapore - Chicago | Tue, Nov 17 | Singapore Airlines
      ORD 11:15
      43h 10m
      1 stop
      SIN 20:25
      Chicago - Singapore | Sat, Nov 21 | Korean Air
      TWD 35,958
      50% off
      TWD 72,489 TWD 35,958
    • SIN 20:45
      38h 5m
      1 stop
      MDW 21:50
      Singapore - Chicago | Thu, Oct 29 | Singapore Airlines
      ORD 14:10
      30h 25m
      1 stop
      SIN 09:35
      Chicago - Singapore | Mon, Nov 2 | Etihad Airways
      TWD 38,470
      47% off
      TWD 72,489 TWD 38,470
    • SIN 13:00
      17h 25m
      1 stop
      CHI 14:00
      Singapore - Chicago | Sun, Oct 25 | Normal Airline
      CHI 15:00
      6h
      Direct
      SIN 16:00
      Chicago - Singapore | Tue, Oct 27 | Normal Airline
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    • Cheapest
      SIN 20:45
      23h 10m
      1 stop
      MDW 05:55
      Singapore - Chicago | Thu, Nov 19 | Singapore Airlines
      TWD 18,719 TWD 40,392
      54% off
      54% off
      TWD 40,392 TWD 18,719
    • SIN 09:05
      34h 55m
      1 stop
      MDW 06:00
      Singapore - Chicago | Wed, Nov 18 | Singapore Airlines
      TWD 18,944 TWD 40,392
      53% off
      53% off
      TWD 40,392 TWD 18,944
    • SIN 08:55
      40h 25m
      1 stop
      MDW 11:20
      Singapore - Chicago | Mon, Nov 30 | Singapore Airlines
      TWD 20,323 TWD 40,392
      50% off
      50% off
      TWD 40,392 TWD 20,323
    • SIN 08:55
      22h 15m
      1 stop
      MDW 17:10
      Singapore - Chicago | Wed, Nov 25 | Singapore Airlines
      TWD 20,518
      49% off
      TWD 40,392 TWD 20,518
    • SIN 08:55
      35h 10m
      1 stop
      MDW 06:05
      Singapore - Chicago | Sat, Nov 14 | Singapore Airlines
      TWD 21,119
      48% off
      TWD 40,392 TWD 21,119
    • SIN 08:55
      41h 30m
      1 stop
      MDW 12:25
      Singapore - Chicago | Thu, Dec 3 | Singapore Airlines
      TWD 21,153
      48% off
      TWD 40,392 TWD 21,153
    • SIN 09:05
      33h 45m
      1 stop
      MDW 05:50
      Singapore - Chicago | Thu, Oct 29 | Singapore Airlines
      TWD 21,246
      47% off
      TWD 40,392 TWD 21,246
    • SIN 08:55
      22h 15m
      1 stop
      MDW 17:10
      Singapore - Chicago | Thu, Nov 26 | Singapore Airlines
      TWD 22,346
      45% off
      TWD 40,392 TWD 22,346
    • SIN 19:00
      24h 55m
      1 stop
      MDW 05:55
      Singapore - Chicago | Thu, Nov 12 | Singapore Airlines
      TWD 23,284
      42% off
      TWD 40,392 TWD 23,284
    • SIN 13:00
      17h 25m
      1 stop
      CHI 14:00
      Singapore - Chicago | Sun, Oct 25 | Normal Airline
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    • SIN 20:45
      22h 5m
      1 stop
      MDW 05:50
      Singapore - Chicago | Thu, Nov 5 | Singapore Airlines
      TWD 24,946 TWD 40,392
      38% off
      38% off
      TWD 40,392 TWD 24,946
    • SIN 08:55
      22h 15m
      1 stop
      MDW 17:10
      Singapore - Chicago | Wed, Nov 25 | Singapore Airlines
      TWD 20,518 TWD 40,392
      49% off
      49% off
      TWD 40,392 TWD 20,518
    • SIN 08:55
      22h 15m
      1 stop
      MDW 17:10
      Singapore - Chicago | Thu, Nov 26 | Singapore Airlines
      TWD 22,346 TWD 40,392
      45% off
      45% off
      TWD 40,392 TWD 22,346
    • SIN 20:45
      23h 10m
      1 stop
      MDW 05:55
      Singapore - Chicago | Thu, Nov 19 | Singapore Airlines
      TWD 18,719
      54% off
      TWD 40,392 TWD 18,719
    • SIN 20:45
      23h 10m
      1 stop
      MDW 05:55
      Singapore - Chicago | Tue, Dec 22 | Singapore Airlines
      TWD 28,133
      30% off
      TWD 40,392 TWD 28,133
    • SIN 20:45
      23h 10m
      1 stop
      MDW 05:55
      Singapore - Chicago | Fri, Dec 11 | Singapore Airlines
      TWD 28,274
      30% off
      TWD 40,392 TWD 28,274
    • SIN 20:45
      23h 10m
      1 stop
      MDW 05:55
      Singapore - Chicago | Thu, Dec 3 | Singapore Airlines
      TWD 28,890
      30% off
      TWD 41,272 TWD 28,890
    • SIN 19:00
      24h 55m
      1 stop
      MDW 05:55
      Singapore - Chicago | Thu, Nov 12 | Singapore Airlines
      TWD 23,284
      42% off
      TWD 40,392 TWD 23,284
    • SIN 09:05
      33h 45m
      1 stop
      MDW 05:50
      Singapore - Chicago | Thu, Oct 29 | Singapore Airlines
      TWD 21,246
      47% off
      TWD 40,392 TWD 21,246
    • SIN 13:00
      17h 25m
      1 stop
      CHI 14:00
      Singapore - Chicago | Sun, Oct 25 | Normal Airline
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Which airline offers the cheapest flights from Singapore Changi Airport to Chicago Midway International Airport?

The cheapest airline flying from Singapore Changi Airport to Chicago Midway International Airport is Delta Air Lines (from TWD 18,104) among 10 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From TWD 18,104
Air China
From TWD 18,167
Korean Air
From TWD 18,734
Singapore Airlines
From TWD 19,071
Xiamen Airlines
From TWD 19,863
Asiana Airlines
From TWD 19,936
Vietnam Airlines
From TWD 20,782
China Airlines
From TWD 21,158
Cathay Pacific
From TWD 22,307
Qatar Airways
From TWD 26,842

Find more flights and airlines

What is the flight schedule from Singapore Changi Airport to Chicago Midway International Airport?

Check the schedule for flights from Singapore to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL7824

    Singapore Changi Airport

    11:00

    SIN

    6h 35m

    Direct

    18:35

    ICN

    S M T W T F S
    Search

  2. DL026

    Incheon International Airport

    18:50

    ICN

    15h

    Direct

    19:50

    ATL

    S M T W T F S

  3. DL1076

    Hartsfield–Jackson Atlanta International Airport

    21:15

    ATL

    1h 55m

    Direct

    22:10

    MDW

    S M T W T F S

  4. DL7820

    Singapore Changi Airport

    22:35

    SIN

    6h 20m

    Direct

    05:55

    ICN

    S M T W T F S
    Search

  5. DL158

    Incheon International Airport

    10:15

    ICN

    14h 20m

    Direct

    10:35

    DTW

    S M T W T F S

  6. DL4684

    Detroit Metropolitan Wayne County Airport

    09:10

    DTW

    1h 36m

    Direct

    09:46

    MDW

    S M T W T F S

  7. DL7820

    Singapore Changi Airport

    22:35

    SIN

    6h 20m

    Direct

    05:55

    ICN

    S M T W T F S
    Search

  8. DL158

    Incheon International Airport

    10:15

    ICN

    14h 20m

    Direct

    10:35

    DTW

    S M T W T F S

  9. DL4688

    Detroit Metropolitan Wayne County Airport

    12:28

    DTW

    1h 19m

    Direct

    12:47

    MDW

    S M T W T F S

  10. DL7820

    Singapore Changi Airport

    22:35

    SIN

    6h 20m

    Direct

    05:55

    ICN

    S M T W T F S
    Search

  11. DL158

    Incheon International Airport

    10:15

    ICN

    14h 20m

    Direct

    10:35

    DTW

    S M T W T F S

  12. DL4677

    Detroit Metropolitan Wayne County Airport

    17:40

    DTW

    1h 20m

    Direct

    18:00

    MDW

    S M T W T F S

  13. DL7824

    Singapore Changi Airport

    11:00

    SIN

    6h 35m

    Direct

    18:35

    ICN

    S M T W T F S
    Search

  14. DL7878

    Incheon International Airport

    08:45

    ICN

    13h 50m

    Direct

    09:35

    ATL

    S M T W T F S

  15. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Direct

    11:56

    MDW

    S M T W T - S

  16. OZ752

    Singapore Changi Airport

    23:10

    SIN

    6h 35m

    Direct

    06:45

    ICN

    S M T W T F S
    Search

  17. OZ202

    Incheon International Airport

    17:10

    ICN

    11h 10m

    Direct

    12:20

    LAX

    S M T W T F S

  18. DL407

    Los Angeles International Airport

    22:30

    LAX

    4h 30m

    Direct

    06:00

    DTW

    S M T W T F S

  19. DL4684

    Detroit Metropolitan Wayne County Airport

    09:10

    DTW

    1h 36m

    Direct

    09:46

    MDW

    S M T W T F S
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About Singapore Changi Airport and Chicago Midway International Airport

Learn about Singapore Changi Airport (SIN) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 15,090.64km
Cheapest one-way ticket price TWD 18,719
Cheapest return ticket price TWD 34,374

FAQs for Singapore Changi Airport to Chicago Midway International Airport Flights

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • One-way flights from Singapore Changi Airport to Chicago Midway International Airport currently start from TWD 18,719, and round-trip fares start from TWD 34,374. The current lowest fare is a Singapore Airlines flight departing on Thu, Nov 19; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Singapore Changi Airport to Chicago Midway International Airport is TWD 40,274. Prices may vary depending on the departure date, airline, and availability.
  • Enter Singapore Changi Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Popular Destinations & Recommendations

Note: Prices shown on this page are the lowest estimated prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are shown before payment. Charges for checked baggage, meals, Wi-Fi, and other optional services may also appear in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and with many routes refreshed in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.