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Cheap flights from Chicago to anywhere

Fly from Chicago to anywhere in the world.

CHI — SIN
3 Apr — 10 Apr1
1 adult
Wed 3-4
Wed 10-4

What to know about flights from Chicago

Discover essential information about flights departing from Chicago, including flight schedules, destinations, airlines operating at the Chicago airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 29 March 2024.

Cheapest airline

Delta
On average, Delta currently has the cheapest one-way flight 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 29 March 2024. In the last 7 days, Cheapflights users made a total of 215,256 searches.
Sat 27-406:20ORD - GRR
2 stops5h 59mDelta
Sun 28-406:50GRR - ORD
1 stop3h 35mDelta
Deal found 27-3S$ 286
Tue 11-619:29ORD - GRR
1 stop3h 27mDelta
Wed 12-606:20GRR - ORD
1 stop4h 01mDelta
Deal found 28-3S$ 300
Sat 22-610:20ORD - PWM
2 stops10h 34mDelta
Wed 26-605:37PWM - ORD
1 stop4h 44mDelta
Deal found 29-3S$ 321
Tue 27-807:10ORD - PWM
1 stop3h 58mDelta
Sat 31-806:05PWM - ORD
1 stop8h 49mDelta
Deal found 27-3S$ 335
Fri 5-706:00ORD - PWM
1 stop5h 20mDelta
Wed 10-713:25PWM - ORD
1 stop6h 24mDelta
Deal found 29-3S$ 341
Sat 1-617:23ORD - PWM
1 stop5h 21mDelta
Fri 7-617:03PWM - ORD
1 stop4h 55mDelta
Deal found 28-3S$ 348
Tue 7-511:45ORD - PWM
2 stops9h 14mDelta
Sun 12-505:00PWM - ORD
1 stop5h 20mDelta
Deal found 29-3S$ 355
Tue 30-406:10ORD - ONT
1 stop9h 02mDelta
Tue 30-417:19ONT - ORD
1 stop5h 40mDelta
Deal found 28-3S$ 380
Tue 16-407:15ORD - PWM
1 stop5h 56mDelta
Sun 21-405:00PWM - ORD
1 stop5h 25mDelta
Deal found 29-3S$ 382

Last-minute flight deals from Chicago

Discover last-minute flight deals departing from Chicago. Take advantage of attractive deals offered by airlines for spontaneous travel. These deals are subject to availability and can provide significant savings for flexible travellers. Please note that the availability of last-minute deals can vary and may change quickly. Data last updated 29 March 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 215,256 searches.
Wed 3-407:05ORD - PWM
2 stops5h 51mDelta
Thu 4-406:00PWM - ORD
1 stop6h 18mDelta
Deal found 28-3S$ 700
Wed 3-411:20ORD - PWM
Nonstop2h 31mUnited Airlines
Thu 4-406:05PWM - ORD
1 stop7h 34mUnited Airlines
Deal found 28-3S$ 702
Wed 3-411:20ORD - PWM
Nonstop2h 31mUnited Airlines
Thu 4-416:30PWM - ORD
Nonstop3h 03mUnited Airlines
Deal found 28-3S$ 752
Sun 7-406:00ORD - ONT
1 stop19h 59mAlaska Airlines
Tue 11-620:09ONT - ORD
1 stop7h 31mAlaska Airlines
Deal found 29-3S$ 766
Fri 5-414:52ORD - ONT
2 stops10h 54mDelta
Sun 14-422:00ONT - ORD
2 stops12h 43mDelta
Deal found 28-3S$ 808
Thu 4-413:00ORD - ONT
1 stop10h 52mAlaska Airlines
Thu 11-406:30ONT - ORD
2 stops9h 49mAlaska Airlines
Deal found 27-3S$ 823
Fri 5-407:10ORD - ONT
1 stop7h 04mDelta
Sat 6-407:00ONT - ORD
1 stop9h 52mDelta
Deal found 28-3S$ 827
Sat 6-414:00ORD - ONT
2 stops10h 49mDelta
Mon 8-413:20ONT - ORD
1 stop6h 15mDelta
Deal found 28-3S$ 834
Wed 3-413:00ORD - ONT
1 stop10h 52mAlaska Airlines
Sun 7-417:32ONT - ORD
1 stop10h 13mAlaska Airlines
Deal found 28-3S$ 897

Domestic airfare to nearby cities with cheap hotels

Discover domestic flight options from Chicago to cities with affordable hotel accommodations. Plan your travel to both enjoy budget-friendly flights and find affordable lodging in your chosen destination. Please note that the flight options are sourced from user searches. In the last 7 days, Cheapflights users made a total of 215,256 searches and data was last updated 29 March 2024.
Tue 23-422:00ORD - FLL
1 stop8h 20mSpirit Airlines
Wed 24-414:22FLL - ORD
Nonstop3h 23mSpirit Airlines
Deal found 28-3S$ 90
Sat 27-421:25ORD - FLL
Nonstop3h 09mSpirit Airlines
Wed 1-507:15FLL - ORD
Nonstop3h 23mSpirit Airlines
Deal found 29-3S$ 93
Mon 15-422:00ORD - FLL
1 stop8h 20mSpirit Airlines
Fri 19-421:59FLL - ORD
Nonstop3h 21mSpirit Airlines
Deal found 28-3S$ 97
Sat 13-422:00ORD - FLL
1 stop8h 20mSpirit Airlines
Tue 16-411:30FLL - ORD
1 stop10h 15mSpirit Airlines
Deal found 28-3S$ 103
Wed 17-422:00ORD - FLL
1 stop11h 50mSpirit Airlines
Sat 20-415:22FLL - ORD
Nonstop3h 24mSpirit Airlines
Deal found 28-3S$ 104
Mon 15-418:41ORD - FLL
Nonstop3h 07mSpirit Airlines
Fri 19-421:59FLL - ORD
Nonstop3h 21mSpirit Airlines
Deal found 28-3S$ 105
Tue 23-422:00ORD - FLL
1 stop8h 20mSpirit Airlines
Wed 24-418:40FLL - ORD
1 stop6h 29mSpirit Airlines
Deal found 28-3S$ 108
Tue 23-415:22ORD - FLL
1 stop5h 52mSpirit Airlines
Sat 27-421:59FLL - ORD
Nonstop3h 21mSpirit Airlines
Deal found 29-3S$ 109
Sat 11-521:25ORD - FLL
1 stop8h 55mSpirit Airlines
Sun 12-514:17FLL - ORD
Nonstop3h 18mSpirit Airlines
Deal found 28-3S$ 116

Direct flights from Chicago

Discover airlines that offer direct flights from Chicago to various destinations. Avoid layovers and travel efficiently with direct flight options, saving you time and providing a more convenient travel experience. Please note that the direct flight options are based on data from 29 March 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 215,256 searches.
Sun 8-918:05ORD - PWM
Nonstop2h 31mUnited Airlines
Sat 21-906:04PWM - ORD
Nonstop2h 46mUnited Airlines
Deal found 29-3S$ 430
Sat 1-618:03ORD - PWM
Nonstop2h 30mUnited Airlines
Fri 7-606:02PWM - ORD
Nonstop2h 49mUnited Airlines
Deal found 29-3S$ 491
Sat 1-618:03ORD - PWM
Nonstop2h 30mUnited Airlines
Fri 7-606:02PWM - ORD
Nonstop2h 49mUnited Airlines
Deal found 28-3S$ 503
Mon 10-618:03ORD - PWM
Nonstop2h 30mUnited Airlines
Fri 14-606:02PWM - ORD
Nonstop2h 49mUnited Airlines
Deal found 28-3S$ 555
Mon 12-818:10ORD - PWM
Nonstop2h 28mUnited Airlines
Sun 18-806:05PWM - ORD
Nonstop2h 49mUnited Airlines
Deal found 29-3S$ 591
Tue 7-518:09ORD - PWM
Nonstop2h 34mUnited Airlines
Sun 12-509:20PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 29-3S$ 715
Mon 15-417:55ORD - PWM
Nonstop2h 34mUnited Airlines
Fri 19-409:20PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 28-3S$ 719
Tue 16-411:20ORD - PWM
Nonstop2h 31mUnited Airlines
Tue 23-416:30PWM - ORD
Nonstop3h 03mUnited Airlines
Deal found 28-3S$ 764
Sat 27-411:20ORD - PWM
Nonstop2h 31mUnited Airlines
Sun 28-409:20PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 29-3S$ 781

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 29 March 2024. In the last 7 days, Cheapflights users made a total of 215,256 searches

Fly to

Any airport

Budget

S$ 286 - S$ 382

Route

Depart

Return

Price

Chicago O'Hare IntlGrand Rapids Gerald R. Ford Intl

ORD - GRR

ORDGRR

Chicago O'Hare Intl

Sat 27-4

2 stops5h 59m

Grand Rapids Gerald R. Ford Intl

Sun 28-4

1 stop3h 35m

S$ 286

Chicago O'Hare IntlGrand Rapids Gerald R. Ford Intl

ORD - GRR

ORDGRR

Chicago O'Hare Intl

Tue 11-6

1 stop3h 27m

Grand Rapids Gerald R. Ford Intl

Wed 12-6

1 stop4h 01m

S$ 300

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 22-6

2 stops10h 34m

Portland

Wed 26-6

1 stop4h 44m

S$ 321

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 27-8

1 stop3h 58m

Portland

Sat 31-8

1 stop8h 49m

S$ 335

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 5-7

1 stop5h 20m

Portland

Wed 10-7

1 stop6h 24m

S$ 341

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 1-6

1 stop5h 21m

Portland

Fri 7-6

1 stop4h 55m

S$ 348

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 7-5

2 stops9h 14m

Portland

Sun 12-5

1 stop5h 20m

S$ 355

Chicago O'Hare IntlOntario

ORD - ONT

ORDONT

Chicago O'Hare Intl

Tue 30-4

1 stop9h 02m

Ontario

Tue 30-4

1 stop5h 40m

S$ 380

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 16-4

1 stop5h 56m

Portland

Sun 21-4

1 stop5h 25m

S$ 382

Flights are sorted by cheapest first

Deals found on 27-3

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. Price data was last updated on 28 January 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 2 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

When is the cheapest time to fly from Chicago?

Use this chart to determine the cheapest time to fly return from Chicago. Price data was last updated on 24 March 2024.
Morning
Midday
Afternoon
Evening
All times are departure.
Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Thursday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Saturday afternoons when fares are usually the most expensive.
Search Deals

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 215,256 searches.
8.5
Very Good
1,235 reviews

Boarding

8.6

Entertainment

8.2

Food

8.2

Overall

8.5

Comfort

8.3

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

8.5
Very Good
1,235 reviews
8.5
Very Good
1,235 reviews

Boarding

8.6

Entertainment

8.2

Food

8.2

Overall

8.5

Comfort

8.3

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

8.4
Very Good
1,616 reviews
8.5
Very Good
1,235 reviews

Boarding

8.6

Entertainment

8.2

Food

8.2

Overall

8.5

Comfort

8.3

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

8.3
Very Good
1,465 reviews
8.5
Very Good
1,235 reviews

Boarding

8.6

Entertainment

8.2

Food

8.2

Overall

8.5

Comfort

8.3

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

8.1
Very Good
11,402 reviews
8.5
Very Good
1,235 reviews

Boarding

8.6

Entertainment

8.2

Food

8.2

Overall

8.5

Comfort

8.3

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

7.9
Good
1,684 reviews
8.5
Very Good
1,235 reviews

Boarding

8.6

Entertainment

8.2

Food

8.2

Overall

8.5

Comfort

8.3

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

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Airports servicing Chicago
Fly out of one of these airports located in Chicago.

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 29 March 2024.
  • What is the shortest nonstop flight from Chicago?

    We've found Milwaukee, Moline, and South Bend as options for shorter direct flights within 108 km of Chicago. These locations can be great options for travelers looking to go somewhere and back quickly.

  • What is the farthest nonstop flight from Chicago?

    Greensboro, Auckland, and Hong Kong are the furthest destinations available from Chicago.

  • What are popular destinations to fly to from Chicago?

    From Chicago you can expect to find greater availability for the following destinations: New York (1,877 flights per day), Detroit (922 flights per day) and Los Angeles (647 flights per day).

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

    View the cheapest flight destinations from Chicago:
    Fly from Chicago to Singapore from S$ 1,114 round trip

  • Which airlines fly from Chicago?

    When flying from Chicago check dates and pricing for the following: Delta, United Airlines. As they depart for the following popular destinations: Singapore.

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

    This month, the top selected destinations from Chicago are Atlanta, Boston, Barcelona-El Prat Airport. Throughout the year, Atlanta, Boston, Mumbai are some of the top choices made by users flying from Chicago.

  • When is the cheapest time to fly from Chicago?

    Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Thursday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Saturday afternoons when fares are usually the most expensive.

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

    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 2 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

  • 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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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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