฿20,685 Find Cheap Flights to Chicago – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest return fare
฿31,246
Typical prices: ฿35,568-฿44,346
โอมานแอร์
Thu 10/12Thu 31/12
BKK - ORD • 2 stops
Cheapest one-way flight
฿20,685
Multiple Airlines
Fri 2/10
CNX - ORD • 3 stops
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 50% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
Good to know
+1
+1
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Good to know
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals to Chicago

Thu 10 Dec - Thu 31 Dec
โอมานแอร์ Logo
19:10 - 15:05
BKK
-
ORD
56h 55m
2 stops
โอมานแอร์ Logo
10:35 - 06:45
ORD
-
BKK
31h 10m
2 stops
฿31,246โอมานแอร์
Thu 10 Dec - Thu 31 Dec
โอมานแอร์ Logo
19:10 - 15:05
BKK
-
ORD
56h 55m
2 stops
โอมานแอร์ Logo
10:35 - 06:45
ORD
-
BKK
31h 10m
2 stops
฿31,279โอมานแอร์
Thu 3 Sep - Thu 10 Sep
Multiple Airlines Logo
10:10 - 09:30
BKK
-
ORD
35h 20m
2 stops
Multiple Airlines Logo
21:10 - 06:45
ORD
-
BKK
21h 35m
1 stop
฿32,389Multiple Airlines
Tue 1 Sep - Tue 8 Sep
ANA Logo
07:00 - 14:55
BKK
-
ORD
19h 55m
1 stop
ANA Logo
11:50 - 22:15
ORD
-
BKK
22h 25m
1 stop
฿32,793ANA
Thu 3 Sep - Fri 18 Sep
Multiple Airlines Logo
10:10 - 09:30
BKK
-
ORD
35h 20m
2 stops
Multiple Airlines Logo
14:00 - 23:55
ORD
-
BKK
21h 55m
1 stop
฿33,264Multiple Airlines
Mon 31 Aug - Mon 7 Sep
Multiple Airlines Logo
21:05 - 16:10
BKK
-
ORD
31h 05m
2 stops
Multiple Airlines Logo
21:10 - 18:10
ORD
-
BKK
33h 00m
1 stop
฿33,600Multiple Airlines
Thu 10 Dec - Thu 31 Dec
Korean Air Logo
09:40 - 08:30
BKK
-
ORD
35h 50m
1 stop
Korean Air Logo
11:15 - 13:25
ORD
-
BKK
37h 10m
1 stop
฿33,634Korean Air
Thu 3 Sep - Thu 10 Sep
Korean Air Logo
21:40 - 09:30
BKK
-
ORD
23h 50m
1 stop
Korean Air Logo
12:10 - 13:35
ORD
-
BKK
37h 25m
1 stop
฿33,701Korean Air
Fri 4 Sep - Fri 25 Sep
เดลต้า Logo
09:50 - 23:57
BKK
-
ORD
26h 07m
2 stops
เดลต้า Logo
07:00 - 01:05
ORD
-
BKK
30h 05m
2 stops
฿34,071เดลต้า
Mon 19 Oct - Mon 2 Nov
เดลต้า Logo
23:30 - 12:48
BKK
-
MDW
25h 18m
2 stops
เดลต้า Logo
17:21 - 21:30
MDW
-
BKK
39h 09m
2 stops
฿34,071เดลต้า
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends into flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Chicago?

These are the best return prices found by users searching on KAYAK in the last 5 days.

In the last 5 days, the cheapest flight deal to Chicago was found on the route from Chiang Mai, at ฿31,246 return. The most popular connection is from Bangkok to Chicago, while KAYAK users have found return deals for as low as ฿31,246 in the last 5 days.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago is January, where tickets cost ฿34,744 on average for return flights. On the other hand, the most expensive months are March and April, where the average cost of tickets from Thailand is ฿51,930 and ฿50,551 respectively. For one-way flights, the best month to travel is November with an average price of ฿20,887.

How far in advance should I book a flight to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 2 weeks before departure, which saves you about 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Midway Airport (MDW), with an average flight price of ฿11,866.

Good to know – Book Cheap Chicago Plane Tickets

Low season

February

Cheapest flight

฿20,685
Best time to beat the crowds (18% less expensive on average)
Most popular time to fly and prices are also 7% lower on average.
Flight from Chiang Mai to Chicago O'Hare Airport

When to book flights to Chicago

Are your dates flexible? Find out the best times to travel to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Chicago flights

  • What is the cheapest flight to Chicago?

    In the last 5 days, the cheapest flight deal to Chicago was found on the route from Chiang Mai, at ฿31,246 return. The most popular connection is from Bangkok to Chicago, while KAYAK users have found return deals for as low as ฿31,246 in the last 5 days.

  • Which Chicago airport is closest to central Chicago?

    The distance between Chicago Midway Airport and the city centre of Chicago is 14 km, which makes it the closest of the 3 Chicago airports airports. Chicago O'Hare Airport is 26 km away from the centre and Chicago Greater Rockford is 126 km away.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 3 airlines flying to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Thailand to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.4
Korean AirOverall score based on 1221 reviews
8.1Food
8.7Crew
8.3Comfort
8.2Entertainment
8.5Boarding
Airline reviews

The business class is excellent. I loved the food, and the crew was very attentive and professional. From boarding to arrival, everything felt smooth and well-organised.

10.0 ExcellentFiruz, Apr 2026
ICN - LAX
Read more Korean Air reviews

The business class is excellent. I loved the food, and the crew was very attentive and professional. From boarding to arrival, everything felt smooth and well-organised.

AAAAHHHH... It was shocking in a very positive way, the attention to detail, the courtesy, the manners of all personnel on board, the constant honest smiling. You can see and feel they take pride in all they do no matter how trivial. The plane in general was very comfortable. I can't wait to do it again

Great service and comfort level. You can have more of vegetarian food options.

It’s great, long flight and arrive safe at destination

Everything was excellent as I expected. They also had a very caring crew. I had a headache and asked a Tylenol. The crew members kept checking with me how I was doing.

They were trying to get people to check luggage because the over head compartments were full but when we boarded there were lots of empty places that people could have put the luggage.

I can't believe they put my wife and I in the two middle seats! It is a very long flight and we had single flyers on either side of us blocking the way to the bathroom! There's no reason to not give one of us the isle seat so we could have managed bathroom needs and snacks with convenience. So I think very poorly of Korean air to put us both in the middle, I've never had that happen before and will probably avoid this airline in the future because of this. We tried to have them change it but they didn't so you pretty much lost a customer because of it.

One of the flight attendants stepped on my foot. I was on the aisle seat. A lady inside needed to get out. So Instood. Just then, a flight attentendant came wuicklybtheoughbthe aisle and stepprd on my sock covered toes. I let out a small sound. She stopped momentarily, but didn’t ask how I was just took off of the aisle. Never came back to see how I was. Fortunately, I was not really hurt other than a slight soreness in my toes. But I found that to be very negligent.

Korean Air is unlike any other major airline I have flown with. The grace and respect that the staff has from check in to de-boarding is unmatched. The flight attendants this time were especially wonderful to my five little children. They helped us rearrange to more suitable seating, brought our children’s meals, and patiently waited for them in the aisles when they had to use the bathroom. We felt so welcome and comfortable. I really appreciate the meal voucher when our flight was delayed. I am grateful to have had such an stress-free experience.

Not very comfortable seated in the back plane due to turbulence

I always enjoy flying with Japanese Airlines. The whole experience is always a pleasure. This flight was no exception. Thank you Kayak for making it so easy to decide.

Overall, it was ok. The attendants are nice. It was a short flight, and I did not use the restrooms. What I was frustrated was the check-in. I was to fly from ATL to Chicago (American) then change to Japan Airline to go to Japan. I checked in, but I only got a boarding pass for the flight from Atlanta to Chicago. It said I would need to check in for a flight to Japan on Japan Airline site. When I tried to check in on JAL website, it said I need to check in American... It was very confusing.

service was excellent. crew very polite, courteous, and good service especially to passengers like me who is a wheelchair passenger

The flights were on time and the cabin crew were very nice. The only downside was that the food was not good

Very comfortab flight. The flight crew and service was terrific. The food was average at best.

Excellent service, excellent food and beverage options, plenty of legroom

Check in procedure is harder than with other airlines, infotainment system is outdated

great experience - staff were kind and attentive and food was excellent. very comfortable flight that felt much shorter than 14 hours.

JAL is an exceptional airline that shows the true heart of Japanese omotenashi service. If the option is available I’ll always chose it

I would like to add American food so tired of rice after being there for 10 days didn’t want anymore to pay an airline did not have my bag marked right so it is still sitting in O’Hare. I am home.

Attendants were very kind and frequently offered water and snacks. Food was excellent. For some reason, my IFE system would not play dialogue for any media despite my efforts to change to different language voiceovers, restart the system, etc. so I could not watch any videos.

Staff at gate and crew on plane efficient and friendly.

As always, there is that one or two flight attendants that could be better.

It was good. The crew was efficient, food was good

Vegetarian options were not that great. However, the crew and service was awesome

Entertainment was good , comfort on airplane easy hoarding food and drinks was good and a friendly and good service of flight staff

I was good seat to keep stretch my legs . but couldn’t keep my bag in my hand . because they told me can’t keep my seat is no holder , because no seat fronts of us. wish I can put my leg on something higher. but instead of that everything goood.

Good airlines btu ORL airport messed up the return flight for me. Checking out a connecting flight pax is unacceptable.

Although the flight was delayed because of the equipment came in late, I still give them excellent service ..good food selection and in flight entertainment were sufficient.. I will continue to fly with them

Staff was rude and loud. No respect for customers unlike the Starflyer Osaka to Haneda sector where service was outstanding. What a stark difference. Maybe United should learn from ANA how to do customer service.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.