In the past two weeks, users have booked deals to Chicago for $31/person, which is 94% cheaper than the average flight to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.
In general, February is the cheapest month to fly from United States to Chicago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $125. If you don’t want to visit Chicago in February, then you should wait until January to fly from United States, when ticket prices are also cheap, with an average price of $131.
The best time to book a flight to Chicago from United States is 54 days out, which is when prices tend to be around $183. Keep in mind that you might be able to find cheaper flights to Chicago at any time. In fact, our users found flights for as low as $32 in the past 72 hours.
According to our data, Tuesday is the cheapest day to fly to Chicago from United States. The lowest ticket price found for a Tuesday departure recently was $187. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $225. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.
In the evening is the cheapest time of day to fly from United States to Chicago when you can find flight prices for as low as $181. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $223.
During the warmer months, hikers around the Chicago area find that parks like Grant Park are the best for taking long walks with their families and/or pets. Those looking for this type of experience are likely best suited to fly to Chicago in September or October.
The best time to plan to fly to Chicago to go sightseeing would be when the temperature is not unbearable and the chance of rain is only moderate. Considering those guidelines, May or June seems like the best time of year to plan your visit.
Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago O'Hare Intl Airport (16 mi from Chicago city center) or Chicago Greater Rockford Airport (79 mi from Chicago city center).
The cheapest airport near Chicago is typically Chicago Midway Airport with an average price of $401/person. These prices vary based on where travelers are coming from. It is suggested that travelers looking to save money try momondo’s Airport-to-Airport Pricing Tool.
Currently, United States travel restrictions include travel to Chicago. The United States has restricted the entry of all foreign nationals who have passed through or have been in China, Iran, European Schengen Area, the UK, Ireland and Brazil in the past 14 days. US citizens and permanent residents who have passed through or have been in any of the above countries in the past 14 days may still enter the United States, but must arrive at one of the following airports: Atlanta (ATL), Boston (BOS), Chicago (ORD), Dallas, (DFW), Detroit (DTW), Honolulu (HNL), Los Angeles (LAX), Miami (MIA), New York (JFK or EWR), San Francisco (SFO), Seattle (SEA), and Washington (IAD). US citizens and permanent residents who have passed through or have been in any of the countries named don't have to isolate for two weeks, unless they have had close contact with someone who has COVID-19. If you are planning to travel to Chicago at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.