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S$ 101+ Direct flights from Chicago O'Hare Intl Airport

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19-5. 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.
ORD — SIN
9 Mar — 16 Mar1
1 adult
1 adult, Economy, 0 bags

Direct flights from O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from O'Hare Intl
Explore the most affordable flight options available from O'Hare Intl. Find the lowest fares based on data from user searches, with prices last updated on 7 February 2026.

Wed 17-618:25
ORD
-
PWM
Nonstop2h 33m
United Airlines
Wed 24-616:58
PWM
-
ORD
Nonstop3h 00m
United Airlines
Deal found 4-2S$ 266
Wed 29-418:10
ORD
-
PWM
Nonstop2h 30m
United Airlines
Sun 3-509:39
PWM
-
ORD
Nonstop2h 56m
United Airlines
Deal found 4-2S$ 293
Fri 1-517:56
ORD
-
PWM
Nonstop2h 23m
United Airlines
Sun 3-509:39
PWM
-
ORD
Nonstop2h 56m
United Airlines
Deal found 6-2S$ 295
Fri 6-311:48
ORD
-
PWM
Nonstop2h 26m
United Airlines
Sun 8-305:45
PWM
-
ORD
Nonstop3h 12m
United Airlines
Deal found 4-2S$ 316
Thu 30-417:56
ORD
-
PWM
Nonstop2h 23m
United Airlines
Sun 3-509:39
PWM
-
ORD
Nonstop2h 56m
United Airlines
Deal found 4-2S$ 349
Fri 29-512:40
ORD
-
GRR
Nonstop1h 16m
United Airlines
Sun 31-507:15
GRR
-
ORD
Nonstop1h 13m
United Airlines
Deal found 3-2S$ 353
Wed 17-618:25
ORD
-
PWM
Nonstop2h 33m
United Airlines
Fri 26-606:00
PWM
-
ORD
Nonstop3h 00m
United Airlines
Deal found 4-2S$ 355
Tue 28-718:25
ORD
-
PWM
Nonstop2h 33m
United Airlines
Mon 3-806:00
PWM
-
ORD
Nonstop3h 00m
United Airlines
Deal found 4-2S$ 361
Thu 5-311:48
ORD
-
PWM
Nonstop2h 26m
United Airlines
Thu 12-305:45
PWM
-
ORD
Nonstop3h 12m
United Airlines
Deal found 4-2S$ 388
Mon 22-614:00
ORD
-
PWM
Nonstop2h 42m
United Airlines
Sun 28-606:00
PWM
-
ORD
Nonstop3h 00m
United Airlines
Deal found 4-2S$ 393
Sat 4-718:25
ORD
-
PWM
Nonstop2h 33m
United Airlines
Sat 11-706:00
PWM
-
ORD
Nonstop3h 00m
United Airlines
Deal found 6-2S$ 405
Fri 27-211:48
ORD
-
PWM
Nonstop2h 26m
United Airlines
Sun 1-305:45
PWM
-
ORD
Nonstop3h 12m
United Airlines
Deal found 7-2S$ 411

Find direct flights from O'Hare Intl within your budget

 
Use the slider to find direct flights from O'Hare Intl within your budget. Price data is based on user searches made on Cheapflights. Over the past seven days, Cheapflights users made 200,618 searches. This data was last updated on 7 February 2026.

Fly to

Singapore

Route

Depart

Return

Price

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 8-5

17:56-21:19

Nonstop2h 23m

Portland

Sun 10-5

09:39-11:35

Nonstop2h 56m

S$ 266

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 10-6

18:25-21:58

Nonstop2h 33m

Portland

Sun 14-6

06:00-08:00

Nonstop3h 00m

S$ 266

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 1-5

17:56-21:19

Nonstop2h 23m

Portland

Sun 3-5

09:39-11:35

Nonstop2h 56m

S$ 266

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 9-5

17:56-21:19

Nonstop2h 23m

Portland

Sat 16-5

09:40-11:36

Nonstop2h 56m

S$ 266

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 16-5

10:48-14:14

Nonstop2h 26m

Portland

Sat 23-5

06:00-08:00

Nonstop3h 00m

S$ 266

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 2-6

18:25-21:58

Nonstop2h 33m

Portland

Wed 10-6

16:58-18:58

Nonstop3h 00m

S$ 266

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 17-6

18:25-21:58

Nonstop2h 33m

Portland

Wed 24-6

16:58-18:58

Nonstop3h 00m

S$ 266

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 29-4

18:10-21:40

Nonstop2h 30m

Portland

Sun 3-5

09:39-11:35

Nonstop2h 56m

S$ 293

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 6-3

11:48-15:14

Nonstop2h 26m

Portland

Sun 8-3

05:45-07:57

Nonstop3h 12m

S$ 316

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Thu 16-7

18:25-21:58

Nonstop2h 33m

Portland

Mon 20-7

06:00-08:00

Nonstop3h 00m

S$ 316

Flights are sorted by cheapest return flights first.

Deals found on 6-2

Showing 1-10 of 60 results
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Best time to book a flight from O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly from O'Hare Intl with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines flying direct to O'Hare Intl

Get insights into the airlines that provide direct flights from O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight from O'Hare Intl. Reviews last updated Cheapflights.
Get a feel of what it's like to fly with United Airlines and JetBlue from Chicago O'Hare Intl Airport by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,245 reviews
Check prices

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,245 reviews
United Airlines
7.4
Good
9,245 reviews
Check prices

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
JetBlue
7.2
Good
2,898 reviews
United Airlines
7.4
Good
9,245 reviews
Check prices

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Access useful and relevant information related to your journey from O'Hare Intl. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 7 February 2026.

  • Where can you fly direct from Chicago O'Hare Intl Airport?

    Currently, the most popular direct flight destination from Chicago O'Hare Intl Airport is Las Vegas.

  • How much are direct flights from Chicago O'Hare Intl Airport?

    On average, a one-way direct flight from Chicago O'Hare Intl Airport will cost users approximately S$ 285. If you're looking for a direct round-trip flight from Chicago O'Hare Intl Airport, you can expect to pay around S$ 572.

  • What is the best time of year to fly direct from Chicago O'Hare Intl Airport?

    If you're seeking the lowest price on a direct flight from Chicago O'Hare Intl Airport, August is worth consideration as prices are at their lowest, on average. In terms of the number of daily non-stop flights, November offers travelers the most options.

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