When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 45 days in advance, which can save you up to 7% on flights from Singapore to Chicago Midway Airport compared to booking the week you need them. Waiting 45 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at S$ 1,523. For sooner than that we have options available in the next 3 days from S$ 2,040.
The best pricing can be found in the month of October. Prices to Chicago Midway Airport from Singapore average S$ 1,911. You can even find prices in October for less than S$ 1,911, as users have found deals to Chicago Midway Airport from as low as S$ 1,319. The month of August appears to be one of the more expensive times to travel to Chicago Midway Airport from Singapore. Flying in the targeted month can save you up to 23%.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Singapore to Chicago Midway Airport as you normally would.
Fly from
Fly to
Budget
S$ 1,726 - S$ 3,858
Route
Depart
Return
Price
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Mon 27-5
2 stops36h 31m
Chicago Midway
Tue 30-7
2 stops28h 40m
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Mon 23-9
2 stops36h 14m
Chicago Midway
Fri 27-9
2 stops34h 00m
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Sun 22-9
2 stops28h 53m
Chicago Midway
Fri 27-9
2 stops28h 40m
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Fri 20-9
2 stops28h 53m
Chicago Midway
Sat 28-9
2 stops40h 25m
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Mon 5-8
2 stops34h 47m
Chicago Midway
Mon 12-8
2 stops28h 40m
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Sun 4-8
2 stops24h 21m
Chicago Midway
Mon 12-8
2 stops28h 40m
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Mon 6-5
2 stops24h 30m
Chicago Midway
Tue 14-5
2 stops25h 08m
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Tue 21-5
2 stops24h 30m
Chicago Midway
Wed 29-5
2 stops25h 08m
Singapore ChangiChicago Midway
SIN - MDW
SINMDW
Singapore Changi
Tue 14-5
2 stops24h 30m
Chicago Midway
Wed 22-5
2 stops25h 08m
No data available for this route at this time. Please check back soon.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
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