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Welcome to Chicago City

Best Time to Visit Chicago

Explore the Beautiful Country of Chicago

Tourism in Chicago

Rated 4.40/5 ( based on 27 reviews )

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Quick Information

Best time to visit
Apr - Oct
Ideal Duration
6-7 Days
Visa
On Arrival
Starting from
Rs. 12,345
  • Beach
  • Ideal for friends
  • City Tour

Weather in Chicago

Wed, Jul 06 2022

25.97ºC | 20.72ºC

Rain from morning to night

88.0% Humidity

Thu, Jul 07 2022

26.33ºC | 20.2ºC

Clouds in morning , afternoon and night and rain in evening

89.88% Humidity

Fri, Jul 08 2022

24.46ºC | 20.36ºC

Rain in morning and afternoon and clouds from evening to night

89.38% Humidity

Sat, Jul 09 2022

24.83ºC | 20.94ºC

Clouds from morning to night

71.63% Humidity

Sun, Jul 10 2022

26.02ºC | 19.02ºC

Clear in morning , afternoon and evening and clouds in night

61.25% Humidity

Mon, Jul 11 2022

24.69ºC | 24.69ºC

Clouds from morning to night

53.0% Humidity

Best Time To Visit Chicago

Plan your trip during best season to experience the best of this stunning destination

The best time to visit Chicago is during early summer and late fall seasons that are the months from May to June, and also from September to October when the weather will be pleasant and the prices will not be exorbitantly high. The average temperature ranges between 12 to 21 degree Celsius during these months. 

The peak season when Chicago sees the maximum number of travelers is the summer season, mainly because the beaches are best enjoyed during summer. Winters get extremely low tourism because of the biting cold. It is quite frigid from December to March.

There is no particular monsoon season in Chicago, however spring season, which are the months of May and June witnesses some amount of rainfall, so it is advisable to carry an umbrella due to impromptu rain. 

April - May (7°C to 18°C)

April-May is when tourism begins to go up slowly after the shivering winter. April-May is not warm enough for beaches, but you can comfortably take a walk outside without freezing your toes. The temperature stays around 18°C during the daytime and 7°C at night. This is the cheapest time to visit Chicago, as the prices are yet to reach the peak like they are in summers, and you can have a vacation in moderate weather at a pocket-friendly budget. However, you should be prepared for a little rain, so better pack the umbrellas and jackets.

Attend Chicago Comic and Entertainment Expo, Mayfest Chicago and some other amazing events for a gala time.

June - August (18°C to 29°C)

June to August is the best season to visit Chicago. By the beginning of June, the chill is gone completely. Warm, sunny weather spreads all over the Windy City. The average temperature during June-August can range from 18°-29°C, which is extremely pleasant for a vacation. Temperatures can fluctuate suddenly because of strong breezes from Lake Michigan or a passing heatwave.

But despite that, it is when Chicago is most happening. This period sees a lot of events and festivals, including the famous Chicago Blues Festival, Chicago Air and Water Show, and more.

September - October (11°C to 18°C)

Just like April-May, this time is also a shoulder season for Chicago. Prices come down significantly after the crazy summer season and so does the temperature. It stays around 11°-18°C on average. Chicago in September-October is the most beautiful sight. With fewer people, cheaper rates and the essence of the fall season all around, it will be one great vacation to Chicago.

And, some famous festivals like: Oktoberfest Chicago, Hyde Park Jazz Festival and more make the tour even more interesting.

November - March (-4°C to 5°C)

One cannot emphasize enough how cold the winters of Chicago are. For anyone who comes from a warm country, it can get really, really difficult to cope. The temperature stays less than 5°C at all times till March, and for most of the time at a sub-zero stage. There is a biting chill in the air and the weather, to put it mildly, is pretty harsh. Flights and hotels are exceptionally cheap and rise only a little bit during the holiday season.

Best Time To Visit Chicago For Chicago Beer Festival: The famous Chicago beer festival takes place in the month of March when around 70 fresh spring breweries are collected together. It is a fun and frolicking festival of beer tasting. 

Best Time To Visit Chicago For Chicago Blues Festival: This is the biggest music festival of Chicago which takes place in the month of June. It is a 3 days festivity that is mostly attended by half a million people at a time. 

Best Time To Visit Chicago For Chicago International Film Festival: This is one of the most popular festivals that take place in the month of October. It is a two weeks event in which screenings of the movies take place and then the discussions between the audience and the directors. 

Best Time To Visit Chicago For Renegade Craft Fair: Renegade Craft Fair is a fun, lively festival of music, food, and shopping that takes place in the month of December. One can shop for quirky handmade items from this fair and can enjoy live music performances. 

Climate in Chicago

Summer Season in Chicago

Summers in Chicago are very pleasant. From beach to local sightseeing to shopping, everything can be done under the bright, warm sun. The air feels perfect during the month of June, neither too dry nor too humid.

Monsoon Season in Chicago

Rain hits Chicago hardest during July-August. July is the hottest and muddiest month of the year, with regular thunderstorms and torrential rains. There is an average precipitation of 100mm. However, water is the warmest in August, opening up a chance to hit the beach for swimming, kayaking or surfing.

Winter Season in Chicago

The temperature in Chicago in November already starts to go down along with the price and becomes freezing cold in December. January is the coldest month of winter, with mercury as low as -6°C. It also gets the most snowfall. If you must travel during winter, carry the best gears possible, which must include the thickest waterproof boots you have.

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    Authentic Traveler Reviews

    Read on to find out why our customers love us!

    N

    Nassercustoms

    Bangalore

    Nassercustoms's 5 days trip to Chicago

    I travelled through TMS Holiday s in 3 cities of USA. The arrangement s were excellent. Nice hotels, smooth travel and timely pick up and drop. TMS Holidays person Mr Rashid was in touch with me and closely followed up my travel to ensure everything is smooth. Avis India person Mr Babloo was followi
    ng up my pickup and drop abroad minute by minute. It was a great experience. Thanks to TMS Holidays and Travel triangle. Nasser khan
    M

    Murli

    Mumbai

    Murli's 14 days trip to Chicago

    Myself and my wife booked our US trip for 2 weeks through TMS Holidays overseen by Travel Triangle for travel in the first week of Feb 2020. Straight Away I would give them a thumbs Up for a thoroughly enjoyable and fully satisfied trip which included several states including our start from St Fra
    ncisco , Los Angeles , Las Vegas , New York , Washington and Miami. The chief person in this entire trip RASHID is a perfect professional and a lovely person. I was circumspect about trusting such a big tour and the money being invested and god forbid get a bad deal in hotels or so but I must say that every service and co-ordination be it hotel or transfers or sight seeings etc were all precise and absolutely as agreed and understood between us. He is a very knowledgeable person and one who keeps his word and continuously follows up before the tour for any required changes and feeding of documents / tickets / vouchers etc as also whilst on tour as to our timing , any issues or dissatisfaction or any matter if at all. This is professionalism as usually tour operators take the money and look for their next potential customer without ensuring whether the clients are getting it all what they have been committed too. I have myself t ravelled a lot in the past 3 decades so I know where the tour operators can let you down and swallow a good chunk for their profits but with Rashid and TMS Holidays I am completely satisfied and the 9 out of 10 is because there is always room for improvement and few small things can be ironed out but they are not at any negative for me. I will surely consider TMS Holidays and Rashid for my future tours whenever and It is my honest statement that TMS Holdays with Rashid in it is GENUINE AND RELIABLE TOUR OPERATOR and wish he keeps and maintains the same good attitude and commitment. This is all possible when customers/ clients also make their requirement clear and confirm to the tour programme without any misunderstanding like I felt I had this understanding with them. I would also commend Babloo of the transfer section from Avis India who was excellent his co-ordination and regular follow ups and timely intimation of pick ups and drop offs even though it was very odd timing with the time difference in India and US., Good Luck and wish you the very best of success and Life always. Murali Narayan Mumbai
    PM

    Priya M

    Bangalore

    Priya's 13 days trip to Chicago

    Thank you so much! All the arrangements were good.
    SV

    Sujay Vittal

    Bangalore

    Sujay's 12 days trip to Chicago

    I had to cancel my east coast and west coast travel due to personal emergency. What disappointed me was that the agency did not offer to refund any money incurred for west and east coast travels (the unused portion of my trip) . In fact, for the rerouting I was asked to pay INR 14500. I had already
    paid a total of INR 6.8L for the whole trip but ended up using only a portion of the trip. I felt that the agency could have been fair and refunded a portion of the money paid for the unused trip.
    BN

    Bharti Namrata

    Mumbai

    Bharti's 7 days trip to Chicago

    The trip should have been managed better. There were constant hiccups. Despite mentioning that the cost should be inclusive of everything, we paid extra tax at the hotel. This was later refunded after explanation. Trip to Niagara Falls, required a Canadian Visa which wasn't mentioned. Money was ch
    arged but we missed the attraction "Made of Mist" because we were never told that candadian visa is required. No one got back on the ride that happens from American side. Despite paying the money for New York city tour attractions, we were separately charged for it. This was later refunded. Missed the island tour of Statue of Liberty, because we were told our tour will cover the same, but that dint happen. Other attractions like central park, Brooklyn bridge and Rockefeller Center got missed, cause we were told the tour will cover it. But did not happen, and no time was left for us to visit on our own. Also the travel agency commission should be kept transparent. The customer should know how much is just the tour cost and how much is commission.
    SB

    Sushma Bali

    New delhi

    Sushma's 8 days trip to Chicago

    Flights booked were very inconvenient. 12 hrs stopover in Hongkong. Why book visit Hongkong flights for East Coast trip?? On teaching Newyork we were not taken to Hotel to freshen up. Instead dropped at a vague place where we got no vegetarion food. We were asked to shell out 120usd if we wanted t
    o go to hotel first, whereas the same was part of itinerary. We should actually be given refund of the same amount as a promised service was not given pl
    AK

    Ayyappan Kalaivanan

    Chennai

    Ayyappan's 12 days trip to Chicago

    Hi My trip to USA was great, even though its a tailor made package it was leisurely planned and well organised. I cannot miss out to say the complete coordination of Mr. Piyush who has been throughout live 24/7 in case of any emergency and the hotel locations was just awesome and just the right l
    ocality. only disappointment was every hotel charges a recreation fee or resort fee which was not mentioned earlier in terms of value. it varies from 30usd to 50usd for 3 nights appx depends upon the class and location. needless to mention all events or tours organised with overseas suppliers need to be reconfirmed with the supplier 24 hrs in advance, this was not insisted which made us to have some communication issues. if this would have been cared by Travel triangle its of great support. Overall we had a great holiday with travel triangle...and a big thank to Mr.Piyush for the complete coordination. Would highly recommend travel triangle for any overseas trip.
    S

    Sharad

    Dubai

    Sharad's 12 days trip to Chicago

    The trip was excellent, i was in San Diego for 1 day and the hotel they booked was not ready for early checking or keep my luggage in safe storage. Due to which i had to wait till 3:00 pm. After which I was allowed to check in. There was delay as their systems were not working and manage to enter my
    room after 4:00 pm. Realized it was late and not to spend 30$ taxi fare to and fro for few hours. Decided to skip Sea World hotel had worn and old furniture with cockroaches. Rest everything was as planned. Apart from small hiccup, i would say rest of the trip was well planned and would choose them
    V

    Vmlawyers

    New delhi

    Vmlawyers's 9 days trip to Chicago

    Holiday aces organized my trip to USA. Everything was arranged and been taken care of by Aaryan and the operationsteam. They took care of every small thing and were with me through out the trip. I recommend Holiday aces for Europe and USA trip. If you are looking for a company that can assist you in
    middle of night Holiday aces is the name.I also want to thanks Submit ji.
    V

    Vamanakulakarni

    Bengaluru

    Vamanakulakarni's 5 days trip to Chicago

    The details of contacts in US were sent last minute. This caused some anxiety.

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    FAQ's of Chicago

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    When is the best time to visit Chicago?

    The fall season is the best time to visit Chicago, right after the rains have stopped. This is when the summer crowd is gone and the winter chill is yet to settle in and make itself feel at home.

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