R1 885+ Cheap flights from Chicago

CHI — JNB
Oct 29 — Nov 51
1 adult
1 adult, Economy, 0 bags

Find flights from Chicago within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Tue 13/10

17:07-22:45

1 stop4h 38m

Boston Logan Intl

Wed 31/12

0:00-23:00

Nonstop0h 00m

R1 885

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Mon 2/11

13:00-16:48

Nonstop2h 48m

Boston Logan Intl

Wed 31/12

0:00-23:00

Nonstop0h 00m

R1 934

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Thu 22/10

5:00-11:24

1 stop5h 24m

Boston Logan Intl

Wed 31/12

0:00-23:00

Nonstop0h 00m

R1 934

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Wed 28/10

6:05-7:45

Nonstop2h 40m

Denver Intl

Wed 31/12

0:00-1:00

Nonstop0h 00m

R2 000

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Mon 2/11

5:55-7:45

Nonstop2h 50m

Denver Intl

Wed 31/12

0:00-1:00

Nonstop0h 00m

R2 000

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Mon 9/11

5:55-7:45

Nonstop2h 50m

Denver Intl

Wed 31/12

0:00-1:00

Nonstop0h 00m

R2 000

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Sat 10/10

18:06-23:59

1 stop4h 53m

Boston Logan Intl

Wed 31/12

0:00-23:00

Nonstop0h 00m

R2 098

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Thu 29/10

6:59-13:31

1 stop5h 32m

Boston Logan Intl

Wed 31/12

0:00-23:00

Nonstop0h 00m

R2 098

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Tue 3/11

13:50-17:20

Nonstop2h 30m

New York John F Kennedy Intl

Wed 31/12

0:00-23:00

Nonstop0h 00m

R2 278

ChicagoNew York

ORD Chicago O'Hare Intl - JFK New York John F Kennedy Intl

ORDJFK

Chicago O'Hare Intl

Sat 7/11

13:00-21:29

1 stop7h 29m

New York John F Kennedy Intl

Wed 31/12

0:00-23:00

Nonstop0h 00m

R2 278

Flights are sorted by cheapest return flights first.

Deals found on 25/9

Showing 1-10 of 60 resultsSorted by cheapest first
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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

Travel insights for flights from Chicago

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

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 R16 850). Flying from Chicago in December will prove the most costly (average of R31 029). 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: Qatar Airways. As it departs for the following popular destinations: Johannesburg.

Qatar Airways
Qatar Airways
From R21 510

What are popular destinations to fly to from Chicago?

From Chicago you can expect to find greater availability for the following destinations: Detroit (1 316 flights per day), New York (1 188 flights per day) and Los Angeles (906 flights per day).

Raleigh-Durham
Raleigh-Durham
From R3 527
Doha Hamad Intl
Doha Hamad Intl
From R21 510
Boston Logan Intl
Boston Logan Intl
From R2 604
Dublin
Dublin
From R9 089

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Boston Logan Intl, with prices starting at R2 604. Explore other affordable destinations below.

Boston Logan Intl
Boston Logan Intl
From R2 604
Raleigh-Durham
Raleigh-Durham
From R3 527
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From R4 691
Dublin
Dublin
From R9 089

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

Booking 39 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.

Browse thousands of different options on Cheapflights for your next trip

Related info for your journey

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

    The most selected flight destinations from Chicago for the current month are Boston, Atlanta, Athens. While Atlanta, Boston, Mumbai 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 December 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.

  • 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

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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