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Rp 1,702,685+ Cheap flights from Chicago

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 4/3. 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.
CHI — DPS
24 Jan — 31 Jan1
1 adult

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 19 January 2025.

Sat 8/207.00ORD - BOS
Nonstop2h 15mJetBlue
Mon 10/215.52BOS - ORD
Nonstop3h 03mJetBlue
Deal found 18/1Rp 2,570,400
Wed 12/205.15ORD - BOS
2 stops14h 49mSpirit Airlines
Tue 25/217.12BOS - ORD
2 stops18h 28mSpirit Airlines
Deal found 18/1Rp 2,783,235
Fri 21/207.30ORD - BOS
Nonstop2h 19mUnited Airlines
Mon 24/206.00BOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 18/1Rp 3,012,443
Sat 22/207.10ORD - BOS
Nonstop2h 33mDelta
Tue 25/211.45BOS - ORD
Nonstop3h 01mDelta
Deal found 18/1Rp 3,225,278
Tue 4/313.32ORD - YVR
1 stop10h 58mMultiple Airlines
Tue 11/315.55YVR - ORD
1 stop12h 41mMultiple Airlines
Deal found 18/1Rp 3,978,389
Tue 25/207.00ORD - BOS
1 stop4h 35mSouthwest
Sat 1/305.30BOS - ORD
2 stops10h 50mSouthwest
Deal found 18/1Rp 4,125,737
Mon 3/213.10ORD - YVR
Nonstop4h 40mUnited Airlines
Wed 5/210.30YVR - ORD
Nonstop4h 08mUnited Airlines
Deal found 17/1Rp 5,697,446
Tue 4/216.15ORD - YVR
2 stops8h 40mDelta
Tue 11/207.00YVR - ORD
2 stops8h 29mDelta
Deal found 18/1Rp 6,041,258
Sun 13/720.10ORD - BOS
1 stop13h 27mSun Country Air
Sun 20/711.34BOS - ORD
1 stop8h 37mSun Country Air
Deal found 18/1Rp 6,466,928
Wed 25/617.30ORD - YVR
1 stop7h 05mWestJet
Tue 8/706.00YVR - ORD
1 stop8h 44mWestJet
Deal found 18/1Rp 7,285,527
Fri 31/107.45ORD - BOS
1 stop15h 14mAlaska Airlines
Fri 7/218.59BOS - ORD
2 stops24h 00mAlaska Airlines
Deal found 17/1Rp 7,367,387
Mon 17/316.05ORD - YVR
2 stops9h 47mAlaska Airlines
Thu 17/417.20YVR - ORD
1 stop10h 20mAlaska Airlines
Deal found 18/1Rp 8,480,681

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 19 January 2025. In the last 7 days, Cheapflights users made a total of 22,532 searches

Fly to

Any airport

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/2

07.00-10.15

Nonstop2h 15m

Boston Logan Intl

Wed 5/2

15.52-17.55

Nonstop3h 03m

Rp 2,897,839

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 21/2

07.30-10.49

Nonstop2h 19m

Boston Logan Intl

Mon 24/2

06.00-08.04

Nonstop3h 04m

Rp 3,012,443

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 22/2

07.10-10.43

Nonstop2h 33m

Boston Logan Intl

Tue 25/2

11.45-13.46

Nonstop3h 01m

Rp 3,225,278

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 4/3

13.32-22.30

1 stop10h 58m

Vancouver Intl

Tue 11/3

15.55-06.36

1 stop12h 41m

Rp 3,978,389

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 25/2

07.00-12.35

1 stop4h 35m

Boston Logan Intl

Sat 1/3

05.30-15.20

2 stops10h 50m

Rp 4,125,737

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Mon 3/2

13.10-15.50

Nonstop4h 40m

Vancouver Intl

Wed 5/2

10.30-16.38

Nonstop4h 08m

Rp 5,697,446

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 4/2

07.15-14.53

2 stops9h 38m

Vancouver Intl

Tue 11/2

12.55-21.58

1 stop7h 03m

Rp 6,041,258

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 13/7

20.10-10.37

1 stop13h 27m

Boston Logan Intl

Sun 20/7

11.34-19.11

1 stop8h 37m

Rp 6,466,928

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 25/6

17.30-22.35

1 stop7h 05m

Vancouver Intl

Tue 8/7

06.00-16.44

1 stop8h 44m

Rp 7,285,527

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 31/1

07.45-23.59

1 stop15h 14m

Boston Logan Intl

Fri 7/2

18.59-17.59

2 stops24h 00m

Rp 7,367,387

Flights are sorted by cheapest return flights first.

Deals found on 18/1

Showing 1-10 of 60 results
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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 Denpasar. Price data was last updated on 17 January 2025.

To ensure you get the cheapest price possible for a flight from Chicago, you should look to book at least 62 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, April is the cheapest month in which you can book a flight from Chicago (average of Rp 14,079,895). Flying from Chicago in June will prove the most costly (average of Rp 25,573,020). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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 22,532 searches.
8.5
Very Good
1,037 reviews

Boarding

8.5

Crew

8.7

Comfort

8.3

Entertainment

8.2

Overall

8.5

Food

8.1

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

8.5
Very Good
1,037 reviews
8.5
Very Good
1,037 reviews

Boarding

8.5

Crew

8.7

Comfort

8.3

Entertainment

8.2

Overall

8.5

Food

8.1

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

8.4
Very Good
1,253 reviews
8.5
Very Good
1,037 reviews

Boarding

8.5

Crew

8.7

Comfort

8.3

Entertainment

8.2

Overall

8.5

Food

8.1

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

8.1
Very Good
1,327 reviews
8.5
Very Good
1,037 reviews

Boarding

8.5

Crew

8.7

Comfort

8.3

Entertainment

8.2

Overall

8.5

Food

8.1

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

8.0
Very Good
8,518 reviews
8.5
Very Good
1,037 reviews

Boarding

8.5

Crew

8.7

Comfort

8.3

Entertainment

8.2

Overall

8.5

Food

8.1

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

7.8
Good
1,339 reviews
8.5
Very Good
1,037 reviews

Boarding

8.5

Crew

8.7

Comfort

8.3

Entertainment

8.2

Overall

8.5

Food

8.1

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

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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 19 January 2025.
  • What are the most popular destinations to fly to from Chicago?

    The most popular destinations from Chicago this month are Ahmedabad, Mumbai, Atlanta. The top year-round destinations include Atlanta, Boston, Athens.

  • What is the cheapest airport to fly out of Chicago?

    Chicago O'Hare Intl airport offers the cheapest routes to Denpasar, from Rp 13,703,340; whereas Chicago Midway airport is typically cheaper if you're flying to Denpasar, from Rp 18,189,260. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently April; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

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

    View the cheapest flight destinations from Chicago:
    Fly from Chicago to Denpasar from Rp 13,703,340

  • How does Cheapflights help users find flights from Chicago?

    Cheapflights makes it easy to find flights from Chicago by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

    It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago.

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

    Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago, users can toggle the no change fees filter when performing a flight search.

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

    Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the 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?

Cheapflights makes it easy to find flights from Chicago by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago.

Can Cheapflights find flights from Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago, users can toggle the no change fees filter when performing a flight search.

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

Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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