This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/11. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
Dec 5 — Dec 121
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Flights to Chicago in 2026
Enter your travel dates to find the best prices.
Cheapest
Best
Last-minute
One-way
Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 5 November 2026.
Sun 15/118:20 -
2 stops31h 20m
Sat 28/119:45 -
1 stop19h 45m
Deal found 31/10R15 408
Fri 20/110:20 -
1 stop41h 40m
Sat 5/1211:45 -
1 stop26h 40m
Deal found 4/11R15 441
Sun 15/1118:50 -
1 stop23h 10m
Sat 28/1111:45 -
1 stop26h 40m
Deal found 31/10R15 623
Sun 22/110:20 -
1 stop26h 00m
Mon 7/1220:15 -
1 stop42h 10m
Deal found 4/11R16 611
Sun 15/1119:40 -
1 stop28h 35m
Sat 28/1114:44 -
2 stops23h 16m
Deal found 2/11R17 699
Sun 15/1123:59 -
2 stops26h 45m
Sat 28/1114:44 -
2 stops23h 16m
Deal found 2/11R17 798
Sat 21/1119:40 -
1 stop28h 35m
Sat 5/1211:14 -
2 stops26h 46m
Deal found 4/11R17 831
Mon 23/1123:59 -
2 stops28h 50m
Mon 7/1216:25 -
1 stop21h 35m
Deal found 4/11R17 880
Sat 21/1121:40 -
2 stops31h 09m
Sat 5/1210:36 -
1 stop24h 34m
Deal found 4/11R17 913
Sat 21/1123:59 -
2 stops30h 55m
Sat 5/1216:08 -
1 stop19h 02m
Deal found 3/11R18 507
Thu 17/1215:05 -
2 stops33h 11m
Thu 24/1215:30 -
1 stop19h 40m
Deal found 2/11R18 787
Sun 15/1123:59 -
2 stops30h 55m
Sat 28/119:30 -
2 stops28h 30m
Deal found 2/11R22 247
Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 5 November 2026.
Sun 15/1118:50 -
1 stop23h 10m
Sat 28/1111:45 -
1 stop26h 40m
Deal found 31/10R15 623
Tue 16/221:40 -
2 stops33h 05m
Wed 11/810:35 -
1 stop26h 05m
Deal found 2/11R16 776
Tue 16/221:20 -
2 stops28h 43m
Wed 11/813:00 -
2 stops23h 40m
Deal found 2/11R17 369
Sun 15/1123:59 -
2 stops26h 45m
Sat 28/1114:44 -
2 stops23h 16m
Deal found 2/11R17 798
Sat 21/1119:35 -
2 stops29h 21m
Sat 5/1221:50 -
1 stop28h 35m
Deal found 4/11R24 093
Thu 28/123:00 -
2 stops40h 40m
Sun 31/19:45 -
1 stop19h 45m
Deal found 1/11R25 296
Mon 23/1115:05 -
2 stops26h 40m
Fri 11/1210:35 -
2 stops39h 05m
Deal found 4/11R26 697
Tue 16/221:20 -
1 stop27h 16m
Wed 4/813:05 -
1 stop23h 35m
Deal found 2/11R17 304
Wed 27/10:20 -
1 stop41h 40m
Sun 31/120:15 -
1 stop30h 45m
Deal found 2/11R17 584
Sat 21/1123:59 -
1 stop22h 26m
Sat 5/126:49 -
1 stop28h 21m
Deal found 3/11R18 408
Sat 21/1121:40 -
2 stops31h 09m
Sat 5/1210:36 -
1 stop24h 34m
Deal found 4/11R17 913
Sat 21/1123:59 -
2 stops30h 55m
Sat 5/1216:08 -
1 stop19h 02m
Deal found 4/11R18 539
Wed 3/221:20 -
1 stop26h 33m
Wed 28/75:30 -
1 stop31h 10m
Deal found 2/11R18 605
Wed 20/121:20 -
1 stop34h 35m
Wed 27/117:45 -
2 stops32h 30m
Deal found 1/11R19 248
Wed 17/221:20 -
2 stops23h 41m
Wed 28/76:00 -
1 stop30h 40m
Deal found 2/11R18 605
Wed 27/121:20 -
1 stop29h 27m
Tue 29/619:55 -
2 stops30h 20m
Deal found 2/11R19 380
Sun 15/1123:59 -
2 stops30h 55m
Sat 28/119:30 -
2 stops28h 30m
Deal found 2/11R22 247
Tue 9/221:20 -
1 stop27h 34m
Tue 27/710:35 -
1 stop26h 05m
Deal found 2/11R23 220
Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 5 November 2026 and is based on user searches.
Sun 15/118:20 -
2 stops31h 20m
Sat 28/119:45 -
1 stop19h 45m
Deal found 31/10R15 408
Sun 15/1118:50 -
1 stop23h 10m
Sat 28/1111:45 -
1 stop26h 40m
Deal found 31/10R15 623
Sun 15/1119:40 -
1 stop28h 35m
Sat 28/1114:44 -
2 stops23h 16m
Deal found 2/11R17 699
Sun 15/1123:59 -
2 stops26h 45m
Sat 28/1114:44 -
2 stops23h 16m
Deal found 2/11R17 798
Sun 15/1123:59 -
2 stops30h 55m
Sat 28/119:30 -
2 stops28h 30m
Deal found 2/11R22 247
Fri 20/110:20 -
1 stop41h 40m
Sat 5/1211:45 -
1 stop26h 40m
Deal found 4/11R15 441
Sat 21/1119:40 -
1 stop28h 35m
Sat 5/1211:14 -
2 stops26h 46m
Deal found 4/11R17 831
Sat 21/1121:40 -
2 stops31h 09m
Sat 5/1210:36 -
1 stop24h 34m
Deal found 4/11R17 913
Sat 21/1123:59 -
2 stops30h 55m
Sat 5/1216:08 -
1 stop19h 02m
Deal found 3/11R18 507
Sun 22/110:20 -
1 stop26h 00m
Mon 7/1220:15 -
1 stop42h 10m
Deal found 4/11R16 611
Mon 23/1123:59 -
2 stops28h 50m
Mon 7/1216:25 -
1 stop21h 35m
Deal found 4/11R17 880
Thu 17/1215:05 -
2 stops33h 11m
Thu 24/1215:30 -
1 stop19h 40m
Deal found 2/11R18 787
One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 5 November 2026.
Sun 22/110:20 -
1 stop41h 40m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 4/11R10 102
Wed 2/1213:45 -
1 stop32h 45m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 4/11R10 333
Sun 13/120:20 -
1 stop41h 40m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 4/11R10 679
Sun 22/110:20 -
3 stops45h 24m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 4/11R11 684
Tue 13/49:45 -
1 stop29h 50m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 1/11R12 656
Sun 29/1118:50 -
1 stop31h 30m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 2/11R12 673
Tue 15/129:25 -
1 stop37h 05m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 4/11R12 821
Sun 13/120:20 -
2 stops32h 34m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 4/11R12 854
Thu 22/417:00 -
3 stops32h 43m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 3/11R13 348
Wed 2/1215:35 -
3 stops45h 08m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 4/11R13 892
Thu 22/421:55 -
2 stops27h 42m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 3/11R15 903
Tue 13/418:00 -
2 stops29h 25m
Wed 31/120:00 -
Nonstop0h 00m
Deal found 2/11R16 216
Find flight deals to Chicago
Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7 457 451 searches and data was last updated on 5 November 2026.
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 7 457 451 searches and data was last updated on 5 November 2026.
Use the filters below to find and compare flights to Chicago that are best for you.
Fly from
Route
Depart
Return
Price
Cheapest return flight
JohannesburgChicago
JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl
JNBORD
Johannesburg OR Tambo
Tue 13/4
9:45-8:35
1 stop29h 50m
Chicago O'Hare Intl
Wed 31/12
0:00-8:00
Nonstop0h 00m
R12 656
JohannesburgChicago
JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl
JNBORD
Johannesburg OR Tambo
Sun 29/11
18:50-18:20
1 stop31h 30m
Chicago O'Hare Intl
Wed 31/12
0:00-8:00
Nonstop0h 00m
R12 673
JohannesburgChicago
JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl
JNBORD
Johannesburg OR Tambo
Wed 2/12
18:10-14:30
2 stops52h 20m
Chicago O'Hare Intl
Wed 31/12
0:00-8:00
Nonstop0h 00m
R13 942
JohannesburgChicago
JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl
JNBORD
Johannesburg OR Tambo
Tue 13/4
9:40-9:35
2 stops30h 55m
Chicago O'Hare Intl
Wed 31/12
0:00-8:00
Nonstop0h 00m
R14 469
JohannesburgChicago
JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl
JNBORD
Johannesburg OR Tambo
Tue 15/12
19:55-21:20
3 stops33h 25m
Chicago O'Hare Intl
Wed 31/12
0:00-8:00
Nonstop0h 00m
R15 590
JohannesburgChicago
JNB Johannesburg OR Tambo - ORD Chicago O'Hare Intl
JNBORD
Johannesburg OR Tambo
Sun 15/11
18:50-10:00
1 stop23h 10m
Chicago O'Hare Intl
Sat 28/11
11:45-22:25
1 stop26h 40m
R15 623
Fastest return journey
JohannesburgChicago
JNB Johannesburg OR Tambo - MDW Chicago Midway
JNBMDW
Johannesburg OR Tambo
Thu 22/4
21:55-11:56
1 stop21h 01m
Chicago Midway
Wed 31/12
0:00-8:00
Nonstop0h 00m
R15 903
JohannesburgChicago
JNB Johannesburg OR Tambo - MDW Chicago Midway
JNBMDW
Johannesburg OR Tambo
Tue 13/4
18:00-16:25
2 stops29h 25m
Chicago Midway
Wed 31/12
0:00-8:00
Nonstop0h 00m
R16 216
JohannesburgChicago
JNB Johannesburg OR Tambo - MDW Chicago Midway
JNBMDW
Johannesburg OR Tambo
Tue 16/2
21:40-22:45
2 stops33h 05m
Chicago Midway
Wed 11/8
10:35-19:40
1 stop26h 05m
R16 776
JohannesburgChicago
JNB Johannesburg OR Tambo - MDW Chicago Midway
JNBMDW
Johannesburg OR Tambo
Tue 16/2
21:20-16:36
1 stop27h 16m
Chicago Midway
Wed 4/8
13:05-19:40
1 stop23h 35m
R17 304
Flights are sorted by cheapest return flights first.
Deals found on 4/11
Showing 1-10 of 31 resultsSorted by cheapest first
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Best time to book a flight to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.
ZA1-CHI
JNB-ORD
JNB-MDW
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.
Cheapflights Insights
Everything you need to know about your flight to Chicago
ZA1-CHI
JNB-ORD
JNB-MDW
How long is the flight to Chicago?
On average, a flight from Johannesburg to Chicago takes 23 hours 25 minutes. Flights to Chicago from other popular cities in South Africa will vary in length. Below are a few examples of popular routes and their flight times.
What are the most popular airlines that fly to Chicago?
The most popular airlines flying from Johannesburg to Chicago are United Airlines, Qatar Airways and Etihad Airways.
What are the cheapest airlines that fly to Chicago?
The cheapest airlines flying from Johannesburg to Chicago are Turkish Airlines, Etihad Airways and United Airlines.
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
When is the best time to book a flight to Chicago?
The best time to book flights to Chicago is 62 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 5 November 2026.
Get a feel of what it's like to fly with KLM,Qatar Airways, andTurkish Airlines to the United States by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
It was a nice one. Crew were friendly and helpful.
FAQs about flying to Chicago
Can I find cheaper flights to Chicago if I am willing to have stopovers?
Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.
Based on reviews from Cheapflights users, KLM is rated the highest out of the airlines that fly to Chicago.
What is the cheapest airport to fly to in Chicago?
Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost R1 063, while return flights cost around R6 305.
Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0,0 km away from Chicago O'Hare Intl).
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 to Chicago?
900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago today with Cheapflights!
Why should you use Cheapflights to find cheap flight tickets to 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 to Chicago.
Can Cheapflights find flights to Chicago with no change fees?
Certainly. Search results for flights to 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 to Chicago become cheaper?
Yes, Cheapflights offers price alerts on Chicago flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.
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