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R2 319+ Cheap flights from Chicago

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/2. 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 — JNB
Dec 24 — Dec 311
1 adult

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 19 December 2024.

Cheapest airline

United Airlines
On average, United Airlines currently has the cheapest one-way flight from Chicago.
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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 19 December 2024.

Fri 31/111:55ORD - JNB
1 stop38h 55mTurkish Airlines
Fri 28/219:05JNB - ORD
1 stop31h 30mTurkish Airlines
Deal found 18/12R15 999
Sat 1/27:05ORD - JNB
2 stops33h 10mMultiple Airlines
Sat 8/28:40JNB - ORD
2 stops33h 15mMultiple Airlines
Deal found 18/12R16 307
Wed 26/310:15ORD - JNB
1 stop19h 55mEthiopian Air
Thu 3/414:30JNB - ORD
2 stops24h 35mEthiopian Air
Deal found 18/12R16 397
Fri 31/17:05ORD - JNB
2 stops43h 50mKenya Airways
Wed 5/21:15JNB - ORD
2 stops40h 40mKenya Airways
Deal found 18/12R16 687
Wed 15/113:10ORD - JNB
1 stop35h 25mEtihad Airways
Wed 22/110:00JNB - ORD
1 stop30h 25mEtihad Airways
Deal found 18/12R18 771
Fri 17/118:35ORD - JNB
1 stop31h 45mAmerican Airlines
Thu 23/121:15JNB - ORD
1 stop25h 30mAmerican Airlines
Deal found 18/12R19 097
Sat 1/211:55ORD - PLZ
2 stops47h 05mMultiple Airlines
Sat 8/28:35PLZ - ORD
2 stops33h 35mMultiple Airlines
Deal found 17/12R19 713
Fri 28/212:15ORD - JNB
2 stops25h 45mKLM
Sat 15/323:55JNB - ORD
1 stop22h 35mKLM
Deal found 18/12R20 148
Thu 20/214:08MDW - JNB
2 stops23h 52mKLM
Tue 4/323:55JNB - MDW
2 stops25h 52mKLM
Deal found 18/12R20 329
Tue 14/117:00ORD - JNB
1 stop33h 20mBritish Airways
Tue 21/119:25JNB - ORD
1 stop31h 20mBritish Airways
Deal found 18/12R20 347
Fri 28/219:05ORD - JNB
1 stop30h 20mQatar Airways
Fri 28/313:20JNB - ORD
1 stop33h 10mQatar Airways
Deal found 18/12R21 144
Wed 5/220:30ORD - CPT
1 stop31h 30mTurkish Airlines
Thu 20/217:15CPT - ORD
1 stop33h 20mTurkish Airlines
Deal found 18/12R21 217

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 December 2024. In the last 7 days, Cheapflights users made a total of 594 507 searches

Fly to

Any airport

Route

Depart

Return

Price

ChicagoJohannesburg

ORD - JNB

ORDJNB

Chicago O'Hare Intl

Fri 31/1

11:55-10:50

1 stop38h 55m

Johannesburg OR Tambo

Fri 28/2

19:05-18:35

1 stop31h 30m

R15 999

ChicagoJohannesburg

ORD - JNB

ORDJNB

Chicago O'Hare Intl

Sat 1/2

7:05-0:15

2 stops33h 10m

Johannesburg OR Tambo

Sat 8/2

8:40-9:55

2 stops33h 15m

R16 307

ChicagoJohannesburg

ORD - JNB

ORDJNB

Chicago O'Hare Intl

Wed 26/3

10:15-13:10

1 stop19h 55m

Johannesburg OR Tambo

Thu 3/4

14:30-8:05

2 stops24h 35m

R16 397

ChicagoJohannesburg

ORD - JNB

ORDJNB

Chicago O'Hare Intl

Fri 31/1

7:05-10:55

2 stops43h 50m

Johannesburg OR Tambo

Thu 6/2

8:40-9:55

2 stops33h 15m

R16 687

ChicagoJohannesburg

ORD - JNB

ORDJNB

Chicago O'Hare Intl

Wed 15/1

13:10-8:35

1 stop35h 25m

Johannesburg OR Tambo

Wed 22/1

10:00-8:25

1 stop30h 25m

R18 771

ChicagoJohannesburg

ORD - JNB

ORDJNB

Chicago O'Hare Intl

Fri 17/1

18:35-10:20

1 stop31h 45m

Johannesburg OR Tambo

Thu 23/1

21:15-14:45

1 stop25h 30m

R19 097

ChicagoPort Elizabeth

ORD - PLZ

ORDPLZ

Chicago O'Hare Intl

Sat 1/2

11:55-19:00

2 stops47h 05m

Port Elizabeth

Sat 8/2

8:35-10:10

2 stops33h 35m

R19 713

ChicagoJohannesburg

ORD - JNB

ORDJNB

Chicago O'Hare Intl

Fri 28/2

12:15-22:00

2 stops25h 45m

Johannesburg OR Tambo

Sat 15/3

23:55-15:30

1 stop22h 35m

R20 148

ChicagoJohannesburg

MDW - JNB

MDWJNB

Chicago Midway

Thu 20/2

14:08-22:00

2 stops23h 52m

Johannesburg OR Tambo

Tue 4/3

23:55-17:47

2 stops25h 52m

R20 329

ChicagoJohannesburg

ORD - JNB

ORDJNB

Chicago O'Hare Intl

Tue 14/1

17:00-10:20

1 stop33h 20m

Johannesburg OR Tambo

Tue 21/1

19:25-18:45

1 stop31h 20m

R20 347

Flights are sorted by cheapest return flights first.

Deals found on 17/12

Showing 1-10 of 52 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 OR Tambo. Price data was last updated on 13 December 2024.

Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, February is the cheapest month in which you can book a flight from Chicago (average of R13 589). Flying from Chicago in July will prove the most costly (average of R23 482). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chicago?

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

United Airlines

United Airlines

From R988

KLM

KLM

From R880

Turkish Airlines

Turkish Airlines

From R853

What are popular destinations to fly to from Chicago?

From Chicago you can expect to find greater availability for the following destinations: New York (1 006 flights per day), London (496 flights per day) and Los Angeles (288 flights per day).

Wichita Eisenhower National

Wichita Eisenhower National

From R174

New York

New York

From R56

Calgary

Calgary

From R103

Munich Franz Josef Strauss

Munich Franz Josef Strauss

From R750

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Phoenix Sky Harbor Intl, with prices starting at R861. Explore other affordable destinations below.

Phoenix Sky Harbor Intl

Phoenix Sky Harbor Intl

From R48

New York

New York

From R56

Calgary

Calgary

From R103

Austin Bergstrom

Austin Bergstrom

From R103

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 594 507 searches.
Delta
8,0
Very Good
8 604 reviews
Check prices

Crew

8,6

Food

7,3

Comfort

7,9

Entertainment

7,9

Boarding

8,2

Overall

8,0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8,0
Very Good
8 604 reviews
Delta
8,0
Very Good
8 604 reviews
Check prices

Crew

8,6

Food

7,3

Comfort

7,9

Entertainment

7,9

Boarding

8,2

Overall

8,0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7,8
Good
1 349 reviews
Delta
8,0
Very Good
8 604 reviews
Check prices

Crew

8,6

Food

7,3

Comfort

7,9

Entertainment

7,9

Boarding

8,2

Overall

8,0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

SWISS
7,6
Good
1 605 reviews
Delta
8,0
Very Good
8 604 reviews
Check prices

Crew

8,6

Food

7,3

Comfort

7,9

Entertainment

7,9

Boarding

8,2

Overall

8,0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Qatar Airways
7,5
Good
3 792 reviews
Delta
8,0
Very Good
8 604 reviews
Check prices

Crew

8,6

Food

7,3

Comfort

7,9

Entertainment

7,9

Boarding

8,2

Overall

8,0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air France
7,4
Good
1 505 reviews
Delta
8,0
Very Good
8 604 reviews
Check prices

Crew

8,6

Food

7,3

Comfort

7,9

Entertainment

7,9

Boarding

8,2

Overall

8,0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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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 December 2024.

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

    The most selected flight destinations from Chicago for the current month are Mumbai, Ahmedabad, Atlanta. While Atlanta, Boston, Athens are the top choices made by travellers year-round.

  • What is the cheapest month to fly from Chicago?

    February is currently the cheapest month to fly from Chicago. At this moment in time July is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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

    Check out the cheapest flights from Chicago to embark to:
    Travel from Chicago to Johannesburg from R14 767 round trip
    Travel from Chicago to Cape Town from R17 158 round trip

  • 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?

    Certainly. Search results for flights from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

  • 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

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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?

Certainly. Search results for flights from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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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