Find flights
Deals
When to book
FAQs & Tips

SIN - MDW

S$ 896 Find cheap flights from Singapore to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Singapore to Midway departing on 20-1. 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

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Singapore to Chicago, 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 Singapore to Chicago, as well as popular online travel agencies
In the last 7 days, travellers have searched 46,479,581 times on KAYAK, and here's why:

Save 26% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

 
These are the cheapest deals for flights from Singapore to Midway 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 Singapore to Midway

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

Recent one-way flight deals from Singapore to Midway

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

Recent last-minute flight deals from Singapore to Midway

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

Recent direct flight deals from Singapore to Midway

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

Cheap bus & train deals from Singapore to Midway

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

All round-trip flight deals to Midway

The cheapest plane tickets to Midway found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
01:30 - 21:49SIN-MDW
34h 19m2 stops
06:00 - 00:10MDW-SIN
28h 10m2 stops
S$ 1,994Delta
Find Deal
Thu, 9 Jan - Wed, 5 Mar
22:30 - 21:49SIN-MDW
37h 19m2 stops
17:00 - 00:10MDW-SIN
41h 10m2 stops
S$ 2,144Delta
Find Deal
Fri, 10 Jan - Wed, 5 Mar
01:40 - 17:02SIN-MDW
29h 22m2 stops
15:19 - 16:55MDW-SIN
35h 36m2 stops
S$ 2,935
Find Deal
Thu, 14 Nov - Thu, 28 Nov
01:40 - 16:09SIN-MDW
28h 29m2 stops
17:59 - 09:00MDW-SIN
25h 01m2 stops
S$ 3,070
Find Deal
Thu, 9 Jan - Fri, 7 Mar
01:40 - 16:09SIN-MDW
28h 29m2 stops
17:59 - 09:00MDW-SIN
25h 01m2 stops
S$ 3,204
Find Deal
Fri, 10 Jan - Fri, 7 Mar
01:40 - 16:09SIN-MDW
28h 29m2 stops
17:59 - 16:55MDW-SIN
32h 56m2 stops
S$ 3,262
Find Deal
Sat, 11 Jan - Wed, 5 Mar
01:40 - 16:09SIN-MDW
28h 29m2 stops
17:59 - 09:00MDW-SIN
25h 01m2 stops
S$ 3,357
Find Deal
Fri, 10 Jan - Fri, 7 Mar
01:40 - 16:09SIN-MDW
28h 29m2 stops
17:59 - 16:55MDW-SIN
32h 56m2 stops
S$ 3,443
Find Deal
Sat, 11 Jan - Wed, 5 Mar
22:30 - 21:49SIN-MDW
37h 19m2 stops
06:00 - 05:00MDW-SIN
33h 00m2 stops
S$ 3,641Delta
Find Deal
Sun, 5 Jan - Thu, 9 Jan
01:30 - 16:17SIN-MDW
28h 47m2 stops
06:00 - 00:10MDW-SIN
28h 10m2 stops
S$ 3,990Delta
Find Deal
Sat, 4 Jan - Thu, 9 Jan
00:40 - 13:57SIN-MDW
51h 17m3 stops
S$ 896
Find Deal
Mon, 20 Jan
00:40 - 00:17SIN-MDW
37h 37m3 stops
S$ 917
Find Deal
Sun, 19 Jan
22:30 - 19:52SIN-MDW
35h 22m3 stops
S$ 920
Find Deal
Thu, 16 Jan
00:40 - 11:44SIN-MDW
49h 04m3 stops
S$ 942
Find Deal
Wed, 15 Jan
01:30 - 22:06SIN-MDW
34h 36m2 stops
S$ 948Delta
Find Deal
Thu, 26 Dec
00:25 - 23:20SIN-MDW
36h 55m3 stops
S$ 974
Find Deal
Tue, 24 Dec
22:30 - 20:12SIN-MDW
35h 42m3 stops
S$ 989
Find Deal
Sun, 12 Jan
11:00 - 13:57SIN-MDW
40h 57m3 stops
S$ 995
Find Deal
Tue, 21 Jan
01:30 - 21:49SIN-MDW
34h 19m2 stops
S$ 1,018Delta
Find Deal
Thu, 16 Jan
01:30 - 16:10SIN-MDW
28h 40m2 stops
S$ 1,035Delta
Find Deal
Tue, 24 Dec
01:40 - 17:03SIN-MDW
29h 23m2 stops
18:49 - 16:15MDW-SIN
55h 26m2 stops
S$ 3,060KLM
Find Deal
Mon, 4 Nov - Wed, 27 Nov

Good to know

Cheapest flight

S$ 896
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
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 Singapore to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Singapore to Chicago Midway Airport was S$ 678 for a one-way ticket and S$ 1,509 for a return.

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

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

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

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

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

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

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

    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 Singapore to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Singapore 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 Singapore to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Singapore with another airline.

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

    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 Chicago Midway Airport from Singapore 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 Singapore to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Singapore to Chicago found on KAYAK in the last 72 hours.
20-1Mon
3 stops
51h 17mSIN-MDW
S$ 896
19-1Sun
3 stops
37h 37mSIN-MDW
S$ 917
16-1Thu
3 stops
35h 22mSIN-MDW
S$ 920
15-1Wed
3 stops
49h 04mSIN-MDW
S$ 942
26-12Thu
2 stopsDelta
34h 36mSIN-MDW
S$ 948
24-12Tue
3 stops
36h 55mSIN-MDW
S$ 974
12-1Sun
3 stops
35h 42mSIN-MDW
S$ 989
21-1Tue
3 stops
40h 57mSIN-MDW
S$ 995
16-1Thu
2 stopsDelta
34h 19mSIN-MDW
S$ 1,018
24-12Tue
2 stopsDelta
28h 40mSIN-MDW
S$ 1,035

Search by stops

Search by airline

Search by price

Last minute flights from Singapore to Midway

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 Singapore to Chicago that are departing in the next 10 days.
4-11Mon
multi-stopKLM
29h 23mSIN-MDW
27-11Wed
multi-stopKLM
55h 26mMDW-SIN
S$ 3,060

Search by stops

Search by airline

Search by price

Everything you need to know for your flight from Singapore to Midway

Information on your arrival and departure airports