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Cheap flights from Chicago to anywhere

Fly from Chicago to anywhere in the world.

CHI — SIN
26 Nov — 3 Dec1
1 adult

Find flights from Chicago within your budget

Find flights departing from Chicago that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 21 November 2024. In the last 7 days, Cheapflights users made a total of 209,716 searches

Fly to

Any airport

Route

Depart

Return

Price

ChicagoGrand Rapids

ORD - GRR

ORDGRR

Chicago O'Hare Intl

Sat 15-2

06:45-13:17

1 stop5h 32m

Grand Rapids Gerald R. Ford Intl

Sat 15-2

17:57-20:53

1 stop3h 56m

S$ 250

ChicagoGrand Rapids

ORD - GRR

ORDGRR

Chicago O'Hare Intl

Tue 24-12

21:35-23:49

Nonstop1h 14m

Grand Rapids Gerald R. Ford Intl

Wed 25-12

07:50-08:02

Nonstop1h 12m

S$ 264

ChicagoOntario

ORD - ONT

ORDONT

Chicago O'Hare Intl

Thu 9-1

12:45-17:57

1 stop7h 12m

Ontario

Mon 13-1

10:47-19:59

1 stop7h 12m

S$ 330

ChicagoOntario

ORD - ONT

ORDONT

Chicago O'Hare Intl

Thu 9-1

15:35-22:13

1 stop8h 38m

Ontario

Mon 13-1

11:33-23:59

1 stop10h 26m

S$ 338

ChicagoOntario

ORD - ONT

ORDONT

Chicago O'Hare Intl

Sat 25-1

07:20-12:26

1 stop7h 06m

Ontario

Tue 28-1

07:00-15:45

1 stop6h 45m

S$ 343

ChicagoOntario

ORD - ONT

ORDONT

Chicago O'Hare Intl

Tue 10-12

19:10-11:35

1 stop18h 25m

Ontario

Wed 11-12

14:50-23:05

1 stop6h 15m

S$ 364

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 13-12

13:45-00:08

2 stops9h 23m

Portland

Fri 3-1

12:57-16:40

1 stop4h 43m

S$ 373

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 6-5

18:00-21:27

Nonstop2h 27m

Portland

Sun 11-5

06:00-07:57

Nonstop2h 57m

S$ 374

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 17-1

16:00-22:40

1 stop5h 40m

Portland

Mon 20-1

13:25-22:20

2 stops9h 55m

S$ 453

ChicagoGrand Rapids

ORD - GRR

ORDGRR

Chicago O'Hare Intl

Thu 19-12

05:45-12:55

1 stop6h 10m

Grand Rapids Gerald R. Ford Intl

Thu 26-12

12:55-21:30

1 stop9h 35m

S$ 649

Flights are sorted by cheapest return flights first.

Deals found on 19-11

Showing 1-10 of 60 results
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Find flights from Chicago

Cheapest flights from Chicago
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 21 November 2024.

Wed 18-1214:05ORD - GRR
Nonstop1h 03mUnited Airlines
Wed 25-1206:05GRR - ORD
Nonstop1h 15mUnited Airlines
Deal found 20-11S$ 184
Sat 15-206:45ORD - GRR
1 stop5h 32mDelta
Sat 15-217:57GRR - ORD
1 stop3h 56mDelta
Deal found 18-11S$ 250
Thu 9-112:45ORD - ONT
1 stop7h 12mUnited Airlines
Mon 13-110:47ONT - ORD
1 stop7h 12mUnited Airlines
Deal found 20-11S$ 330
Thu 9-115:35ORD - ONT
1 stop8h 38mAlaska Airlines
Mon 13-111:33ONT - ORD
1 stop10h 26mAlaska Airlines
Deal found 20-11S$ 338
Sat 25-107:20ORD - ONT
1 stop7h 06mDelta
Tue 28-107:00ONT - ORD
1 stop6h 45mDelta
Deal found 20-11S$ 343
Tue 10-1219:10ORD - ONT
1 stop18h 25mSouthwest
Wed 11-1214:50ONT - ORD
1 stop6h 15mSouthwest
Deal found 19-11S$ 364
Fri 13-1213:45ORD - PWM
2 stops9h 23mDelta
Fri 3-112:57PWM - ORD
1 stop4h 43mDelta
Deal found 20-11S$ 373
Tue 6-518:00ORD - PWM
Nonstop2h 27mUnited Airlines
Sat 10-506:00PWM - ORD
Nonstop2h 57mUnited Airlines
Deal found 20-11S$ 374
Fri 17-116:00ORD - PWM
1 stop5h 40mSouthwest
Mon 20-113:25PWM - ORD
2 stops9h 55mSouthwest
Deal found 20-11S$ 453
Thu 19-1205:45ORD - GRR
1 stop6h 10mSouthwest
Thu 26-1212:55GRR - ORD
1 stop9h 35mSouthwest
Deal found 19-11S$ 649
Tue 15-419:15ORD - ATH
1 stop15h 35mScandinavian Airlines
Thu 24-407:45ATH - ORD
1 stop16h 25mScandinavian Airlines
Deal found 20-11S$ 753
Mon 24-312:55ORD - ATH
1 stop12h 45mTurkish Airlines
Sun 30-303:55ATH - ORD
1 stop13h 55mTurkish Airlines
Deal found 20-11S$ 770

Best time to book a flight from Chicago

Have a flexible travel schedule? Discover the best time to fly from Chicago 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.

Travel insights for flights from Chicago

Get recent, data-driven insights about flights from Chicago including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Chicago?

Use this chart to determine the optimal time to book a return flight from Chicago to Singapore. Price data was last updated on 15 November 2024.

The price you pay for your flight from Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 56 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago?

Currently, November is the cheapest month in which you can book a flight from Chicago (average of S$ 1,003). Flying from Chicago in July will prove the most costly (average of S$ 1,681). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What are popular destinations to fly to from Chicago?

From Chicago you can expect to find greater availability for the following destinations: New York (1,524 flights per day), Detroit (978 flights per day) and Toronto (742 flights per day).

San Francisco

San Francisco

From S$ 107

Rome

Rome

From S$ 719

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From S$ 2,310

Buffalo

Buffalo

From S$ 199

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Orlando, with prices starting at S$ 82. Explore other affordable destinations below.

Orlando

Orlando

From S$ 61

San Francisco

San Francisco

From S$ 107

Buffalo

Buffalo

From S$ 199

Rome

Rome

From S$ 719

Airline reviews for flights from Chicago

Get insights into the airlines that provide service from Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Chicago. In the last 7 days, Cheapflights users made a total of 209,716 searches.
Korean Air
8.5
Very Good
1,024 reviews
Check prices

Comfort

8.3

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Overall

8.5

Reviews

1 / 10

Ticket counter agent need to be more patient. Food was not good. It was not good like in the past.. Cabin was too hot.

Korean Air
8.5
Very Good
1,024 reviews
Korean Air
8.5
Very Good
1,024 reviews
Check prices

Comfort

8.3

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Overall

8.5

Reviews

1 / 10

Ticket counter agent need to be more patient. Food was not good. It was not good like in the past.. Cabin was too hot.

EVA Air
8.4
Very Good
1,308 reviews
Korean Air
8.5
Very Good
1,024 reviews
Check prices

Comfort

8.3

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Overall

8.5

Reviews

1 / 10

Ticket counter agent need to be more patient. Food was not good. It was not good like in the past.. Cabin was too hot.

ANA
8.4
Very Good
833 reviews
Korean Air
8.5
Very Good
1,024 reviews
Check prices

Comfort

8.3

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Overall

8.5

Reviews

1 / 10

Ticket counter agent need to be more patient. Food was not good. It was not good like in the past.. Cabin was too hot.

Japan Airlines
8.3
Very Good
1,460 reviews
Korean Air
8.5
Very Good
1,024 reviews
Check prices

Comfort

8.3

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Overall

8.5

Reviews

1 / 10

Ticket counter agent need to be more patient. Food was not good. It was not good like in the past.. Cabin was too hot.

Singapore Airlines
8.1
Very Good
1,336 reviews
Korean Air
8.5
Very Good
1,024 reviews
Check prices

Comfort

8.3

Crew

8.7

Entertainment

8.2

Boarding

8.5

Food

8.1

Overall

8.5

Reviews

1 / 10

Ticket counter agent need to be more patient. Food was not good. It was not good like in the past.. Cabin was too hot.

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Related info for your journey

Access useful and relevant information related to your journey from Chicago. 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 21 November 2024.

  • What are the most popular destinations to fly to from Chicago?

    This month, the top selected destinations from Chicago are Mumbai, Atlanta, Ahmedabad. Throughout the year, Atlanta, Boston, Athens are some of the top choices made by users flying from Chicago.

  • What is the cheapest month to fly from Chicago?

    Currently, the cheapest month for flights from Chicago is November. The most expensive month for flights is July. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

  • Where are the cheapest places to fly to from Chicago?

    View the cheapest flight destinations from Chicago:
    Fly from Chicago to Singapore from S$ 977 round trip

  • How does Cheapflights help users find flights from Chicago?

    When you search for this flight from Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

  • Why should you use Cheapflights to find cheap flight tickets from Chicago?

    By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Chicago.

  • Can Cheapflights find flights from Chicago with no change fees?

    Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago flexibly with Cheapflights today.

  • Can Cheapflights notify me if prices for flights from Chicago become cheaper?

    Of course! You can now track prices for flights from Chicago and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago?

When you search for this flight from Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

Why should you use Cheapflights to find cheap flight tickets from Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Chicago.

Can Cheapflights find flights from Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Chicago become cheaper?

Of course! You can now track prices for flights from Chicago and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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