R11 043 Cheap flights to Chicago
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 31/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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What is the cheapest month to fly to Chicago?
The month of February is, on average, the cheapest month to fly to Chicago from South Africa, with most prices found around R17 155. If you are unable to visit Chicago during the month of February, then departing from South Africa during the month October is also very affordable. Most momondo users find prices during this month for around R17 771.
What is the cheapest day to depart on your flight to Chicago?
On average, the least expensive day to fly to Chicago from South Africa is on a Thursday. momondo users have found tickets for Thursday departures for as low as R18 400. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Saturday is R20 498.
What is the cheapest time of day to depart on your flight to Chicago?
Our data shows that the cheapest South Africa to Chicago flights are usually those with departure times in the afternoon. Our users have found flights to Chicago in the afternoon for as low as R18 318. Try not to purchase tickets in the morning because they tend to be around R20 436. Of course, these prices can vary depending on the time of year and what airport you fly to.
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from South Africa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R20 280 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from South Africa for as low as R18 159 on momondo.
Cheapest flights to Chicago
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| CHEAPEST MONTH TO FLY TO CHICAGO FROM JOHANNESBURG OR TAMBO AIRPORT | February | 11% cheaper | Flying from Johannesburg OR Tambo Airport to Chicago costs on average just R17 155 in February |
| MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM JOHANNESBURG OR TAMBO AIRPORT | December | 11% more expensive | It costs about R21 470 for flights to Chicago from Johannesburg OR Tambo Airport in December |
| MOST POPULAR MONTH TO FLY TO CHICAGO FROM JOHANNESBURG OR TAMBO AIRPORT | June | 512% more users visited | More momondo users searched in flights to Chicago from Johannesburg OR Tambo Airport in June than any other month |
Cheap Chicago flight deals and tips
Summary info about Chicago flight prices, duration and airlines
Best One-Way Price | R11 043 |
|---|---|
Best Round-Trip Price | R15 746 |
Fastest flight time | 22h 45m |
Popular in | March |
Frequently asked questions about flying to Chicago
When is it best to fly to Chicago to go sightseeing?
Most momondo users would consider May and June to be the best times to fly to Chicago to see sights like Chicago Riverwalk. Typically, the weather in Chicago is under 70 degrees Fahrenheit (21°C) but still warm and the chance of rain is only moderate.
How far in advance should I book a flight to Chicago?
The best time to book a flight to Chicago from South Africa is 69 days out, which is when prices tend to be around R19 243.
Is there an alternative airport near Chicago?
Those flying to Chicago could potentially find better pricing at Chicago Midway Airport (14 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre) depending on the month and departure airport.
Is there a cheaper alternative to flying into Chicago?
Prices vary based on where travellers are departing from, but on average, the cheapest airport to fly to in Chicago is Chicago Midway Airport where the average price is R3 540. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.
What is the absolute cheapest flight to Chicago?
Users booking trips to Chicago from Toronto found flights 33% cheaper than the average price of flights to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.
Are there flights to Edgewater?
Yes, if you fly to Chicago O'Hare Intl in Chicago which is the closest available airport to Edgewater (20,1 km away).
What’s the closest airport to McCormick Place?
The closest airport to McCormick Place is 12,7 km away - Chicago’s Chicago Midway airport.
When did momondo last update prices for flights to Chicago?
Prices for flights to Chicago were last updated today.
How many operators does momondo search for flights to Chicago?
As of July 2025, there are 11 operators available to choose from for flights to Chicago.
How old do you have to be to fly to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's licence and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago.
Can I find flights to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for flights to Chicago to just show those with flexible booking policies.
How can momondo help me find flights to Chicago?
Once all potential Chicago flight options are in front of you momondo lets you sort and filter flights based on preferences such as airline, price and flight times, amongst many other options.
I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.