Cheap flights from Chicago to anywhere

Fly from Chicago to anywhere in the world.

CHI — SIN
28 Feb — 6 Mar1
1 adult
Wed 28-2
Wed 6-3

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 24 February 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 24 February 2024. In the last 7 days, Cheapflights users made a total of 207,647 searches.
Check out the flights available at low prices from Chicago in February and March 2024. If these deals fall outside of your budget, be sure to come back soon as prices update often.
Sat 16-317:45ORD - GRR
1 stop4h 08mDelta
Sun 14-406:50GRR - ORD
1 stop3h 35mDelta
Deal found 22-2S$ 267
Sat 6-417:45ORD - PWM
1 stop4h 31mDelta
Sat 20-405:00PWM - ORD
1 stop4h 49mDelta
Deal found 23-2S$ 279
Sat 6-417:45ORD - PWM
1 stop4h 31mDelta
Sat 20-405:00PWM - ORD
2 stops10h 54mDelta
Deal found 23-2S$ 286
Sat 6-414:00ORD - PWM
2 stops8h 56mDelta
Sat 20-405:00PWM - ORD
2 stops10h 15mDelta
Deal found 23-2S$ 293
Wed 3-412:28ORD - PWM
2 stops10h 28mDelta
Sat 6-405:00PWM - ORD
1 stop5h 31mDelta
Deal found 22-2S$ 299
Mon 11-317:35ORD - GRR
1 stop4h 18mDelta
Wed 13-319:07GRR - ORD
1 stop3h 02mDelta
Deal found 23-2S$ 318
Sat 16-317:45ORD - PWM
1 stop4h 31mDelta
Wed 20-305:00PWM - ORD
1 stop5h 32mDelta
Deal found 22-2S$ 326
Fri 29-312:28ORD - PWM
2 stops10h 28mDelta
Mon 1-405:00PWM - ORD
1 stop5h 31mDelta
Deal found 22-2S$ 333
Fri 15-306:00ORD - ONT
1 stop19h 59mAlaska Airlines
Tue 19-310:39ONT - ORD
1 stop17h 06mAlaska Airlines
Deal found 23-2S$ 354

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 24 February 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 207,647 searches.
Browse some of the flights available from Chicago departing last-minute. Tip: double check your flight details before making your reservation.
Wed 28-214:00ORD - ONT
1 stop10h 09mAlaska Airlines
Fri 1-316:44ONT - ORD
1 stop10h 16mAlaska Airlines
Deal found 22-2S$ 513
Wed 28-212:15ORD - ONT
2 stops11h 56mDelta
Wed 6-313:30ONT - ORD
1 stop6h 26mDelta
Deal found 22-2S$ 520
Mon 4-308:00ORD - ONT
1 stop9h 49mAlaska Airlines
Tue 5-316:44ONT - ORD
1 stop10h 16mAlaska Airlines
Deal found 21-2S$ 565
Sun 3-315:55ORD - ONT
1 stop8h 30mUnited Airlines
Thu 7-313:38ONT - ORD
1 stop8h 20mUnited Airlines
Deal found 22-2S$ 581
Sun 3-317:55ORD - ONT
1 stop6h 32mDelta
Sat 9-305:35ONT - ORD
1 stop8h 02mDelta
Deal found 22-2S$ 599
Thu 29-208:00ORD - ONT
1 stop9h 49mAlaska Airlines
Sun 3-316:44ONT - ORD
1 stop10h 16mAlaska Airlines
Deal found 22-2S$ 618
Thu 29-208:00ORD - ONT
1 stop9h 49mAlaska Airlines
Wed 6-310:32ONT - ORD
1 stop11h 26mAlaska Airlines
Deal found 21-2S$ 628
Wed 28-212:15ORD - ONT
2 stops11h 56mDelta
Wed 6-305:35ONT - ORD
2 stops14h 03mDelta
Deal found 23-2S$ 631
Sun 3-308:00ORD - ONT
1 stop9h 49mAlaska Airlines
Tue 5-316:44ONT - ORD
1 stop10h 16mAlaska Airlines
Deal found 22-2S$ 666

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 207,647 searches and data was last updated 24 February 2024.
Users planning a trip from Chicago to a United States destination with affordable lodging can select one of these deals. Users can check back soon to find alternative deals if they're not finding one that suits their needs.
Mon 18-316:59ORD - MCO
Nonstop2h 51mSpirit Airlines
Mon 18-322:05MCO - ORD
Nonstop3h 12mSpirit Airlines
Deal found 22-2S$ 90
Wed 10-422:00ORD - MCO
1 stop8h 54mSpirit Airlines
Wed 17-418:27MCO - ORD
Nonstop3h 08mSpirit Airlines
Deal found 22-2S$ 91
Mon 8-419:37ORD - FLL
Nonstop3h 11mSpirit Airlines
Thu 11-421:53FLL - ORD
Nonstop3h 21mSpirit Airlines
Deal found 21-2S$ 93
Wed 10-410:38ORD - FLL
Nonstop3h 06mSpirit Airlines
Thu 11-416:31FLL - ORD
1 stop5h 34mSpirit Airlines
Deal found 21-2S$ 94
Mon 8-422:00ORD - FLL
1 stop8h 20mSpirit Airlines
Sat 13-414:22FLL - ORD
Nonstop3h 23mSpirit Airlines
Deal found 21-2S$ 97
Tue 5-307:58ORD - MCO
Nonstop2h 45mSpirit Airlines
Tue 5-321:01MCO - ORD
1 stop11h 20mSpirit Airlines
Deal found 21-2S$ 97
Mon 22-422:00ORD - FLL
1 stop9h 27mSpirit Airlines
Thu 25-416:31FLL - ORD
1 stop5h 34mSpirit Airlines
Deal found 22-2S$ 98
Tue 23-407:03ORD - MIA
1 stop12h 54mSpirit Airlines
Thu 25-406:35MIA - ORD
Nonstop3h 28mSpirit Airlines
Deal found 22-2S$ 98
Sun 3-306:44ORD - MCO
Nonstop2h 45mSpirit Airlines
Tue 5-321:01MCO - ORD
1 stop11h 20mSpirit Airlines
Deal found 22-2S$ 98

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 24 February 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 207,647 searches.
We've compiled some of the best deals detected on non-stop flights leaving from Chicago. New deals with alternative price points are always being added, so make sure to check back soon if you're not finding what you're looking for.
Thu 7-311:20ORD - PWM
Nonstop2h 24mUnited Airlines
Sun 10-316:10PWM - ORD
Nonstop3h 15mUnited Airlines
Deal found 23-2S$ 683
Sat 27-417:55ORD - PWM
Nonstop2h 34mUnited Airlines
Sun 28-409:20PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 23-2S$ 713
Wed 3-411:20ORD - PWM
Nonstop2h 31mUnited Airlines
Sat 6-409:20PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 22-2S$ 724
Fri 3-518:09ORD - PWM
Nonstop2h 34mUnited Airlines
Tue 7-509:35PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 23-2S$ 760
Wed 17-411:20ORD - PWM
Nonstop2h 31mUnited Airlines
Mon 22-416:30PWM - ORD
Nonstop3h 03mUnited Airlines
Deal found 23-2S$ 807
Thu 4-417:55ORD - PWM
Nonstop2h 34mUnited Airlines
Sat 6-409:20PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 22-2S$ 812
Fri 22-311:20ORD - PWM
Nonstop2h 24mUnited Airlines
Mon 25-316:10PWM - ORD
Nonstop3h 15mUnited Airlines
Deal found 23-2S$ 844
Fri 26-411:20ORD - PWM
Nonstop2h 31mUnited Airlines
Sun 28-409:20PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 23-2S$ 853
Mon 22-411:20ORD - PWM
Nonstop2h 31mUnited Airlines
Fri 26-409:20PWM - ORD
Nonstop2h 59mUnited Airlines
Deal found 23-2S$ 926

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 24 February 2024. In the last 7 days, Cheapflights users made a total of 207,647 searches

Fly to

Any airport

Budget

S$ 267 - S$ 354

Route

Depart

Return

Price

Chicago O'Hare IntlGrand Rapids Gerald R. Ford Intl

ORD - GRR

ORDGRR

Chicago O'Hare Intl

Sat 16-3

1 stop4h 08m

Grand Rapids Gerald R. Ford Intl

Sun 14-4

1 stop3h 35m

S$ 267

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 6-4

1 stop4h 31m

Portland

Sat 20-4

1 stop4h 49m

S$ 279

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 6-4

1 stop4h 31m

Portland

Sat 20-4

2 stops10h 54m

S$ 286

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 6-4

2 stops8h 56m

Portland

Sat 20-4

2 stops10h 15m

S$ 293

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 3-4

2 stops10h 28m

Portland

Sat 6-4

1 stop5h 31m

S$ 299

Chicago O'Hare IntlGrand Rapids Gerald R. Ford Intl

ORD - GRR

ORDGRR

Chicago O'Hare Intl

Mon 11-3

1 stop4h 18m

Grand Rapids Gerald R. Ford Intl

Wed 13-3

1 stop3h 02m

S$ 318

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 16-3

1 stop4h 31m

Portland

Wed 20-3

1 stop5h 32m

S$ 326

Chicago O'Hare IntlPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 29-3

2 stops10h 28m

Portland

Mon 1-4

1 stop5h 31m

S$ 333

Chicago O'Hare IntlOntario

ORD - ONT

ORDONT

Chicago O'Hare Intl

Fri 15-3

1 stop19h 59m

Ontario

Tue 19-3

1 stop17h 06m

S$ 354

Flights are sorted by cheapest first

Deals found on 22-2

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 18 February 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 Sunday mornings 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 207,647 searches.
To help decide which airline to fly from Chicago, see what other customers have to say about Cathay Pacific, Qatar Airways and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.6
Very Good
1,259 reviews

Comfort

8.3

Overall

8.6

Boarding

8.6

Crew

8.8

Entertainment

8.2

Food

8.2

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.

8.6
Very Good
1,259 reviews
8.6
Very Good
1,259 reviews

Comfort

8.3

Overall

8.6

Boarding

8.6

Crew

8.8

Entertainment

8.2

Food

8.2

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
1,478 reviews
8.6
Very Good
1,259 reviews

Comfort

8.3

Overall

8.6

Boarding

8.6

Crew

8.8

Entertainment

8.2

Food

8.2

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
1,680 reviews
8.6
Very Good
1,259 reviews

Comfort

8.3

Overall

8.6

Boarding

8.6

Crew

8.8

Entertainment

8.2

Food

8.2

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
11,897 reviews
8.6
Very Good
1,259 reviews

Comfort

8.3

Overall

8.6

Boarding

8.6

Crew

8.8

Entertainment

8.2

Food

8.2

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.

7.8
Good
1,346 reviews
8.6
Very Good
1,259 reviews

Comfort

8.3

Overall

8.6

Boarding

8.6

Crew

8.8

Entertainment

8.2

Food

8.2

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 24 February 2024.

What is the shortest nonstop flight from Chicago?

We've found Milwaukee, Moline, and Kalamazoo 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?

Taipei City, 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$ 1,194 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, Mumbai, Ahmedabad. Throughout the year, Atlanta, Boston, Mumbai 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 January. The most expensive month for flights is May. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

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 Sunday mornings 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.

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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