1,878 ﷼ Find Cheap Flights to Chicago

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 9/25. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
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Flights Deals

Cheap Flights to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip 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 round-trip flight deals to Chicago

Tue, Jul 8 - Tue, Aug 12
Royal Jordanian Logo
7:25 pm - 4:10 pmRUH-ORD
28h 45m1 stop
Royal Jordanian Logo
8:10 pm - 3:40 amORD-RUH
23h 30m1 stop
2,443 ﷼Royal Jordanian
Find Deal
Fri, Aug 15 - Mon, Sep 1
British Airways Logo
12:35 am - 1:50 pmRUH-ORD
21h 15m1 stop
British Airways Logo
7:15 pm - 6:35 amORD-RUH
27h 20m1 stop
2,736 ﷼British Airways
Find Deal
Mon, Jul 14 - Tue, Aug 5
Etihad Airways Logo
4:20 am - 10:28 pmRUH-ORD
50h 08m2 stops
Etihad Airways Logo
1:55 pm - 9:00 amORD-RUH
35h 05m1 stop
2,830 ﷼Etihad Airways
Find Deal
Thu, Jun 26 - Thu, Jul 24
British Airways Logo
8:25 am - 11:43 pmRUH-ORD
23h 18m2 stops
British Airways Logo
7:10 pm - 10:45 pmORD-RUH
19h 35m1 stop
2,856 ﷼British Airways
Find Deal
Mon, Jul 7 - Wed, Jul 9
Turkish Airlines Logo
5:00 pm - 9:40 amJED-ORD
24h 40m1 stop
Turkish Airlines Logo
7:50 pm - 5:05 amORD-JED
25h 15m1 stop
2,871 ﷼Turkish Airlines
Find Deal
Mon, Jul 14 - Tue, Aug 5
Etihad Airways Logo
10:15 am - 10:28 pmRUH-ORD
44h 13m2 stops
Etihad Airways Logo
6:10 am - 9:00 amORD-RUH
42h 50m2 stops
2,893 ﷼Etihad Airways
Find Deal
Fri, Jul 18 - Mon, Aug 4
ITA Airways Logo
1:45 am - 1:10 pmRUH-ORD
19h 25m1 stop
ITA Airways Logo
3:00 pm - 9:20 pmORD-RUH
22h 20m1 stop
3,189 ﷼ITA Airways
Find Deal
Fri, Jul 18 - Wed, Aug 6
ITA Airways Logo
1:45 am - 1:10 pmRUH-ORD
19h 25m1 stop
ITA Airways Logo
3:00 pm - 9:55 pmORD-RUH
22h 55m1 stop
3,324 ﷼ITA Airways
Find Deal
Sun, Jul 6 - Thu, Jul 10
Turkish Airlines Logo
5:00 pm - 9:40 amJED-ORD
24h 40m1 stop
Turkish Airlines Logo
11:25 am - 4:00 pmORD-JED
20h 35m1 stop
3,395 ﷼Turkish Airlines
Find Deal
Mon, Jul 7 - Fri, Jul 11
Royal Jordanian Logo
8:55 pm - 4:10 pmJED-ORD
27h 15m1 stop
Royal Jordanian Logo
8:10 pm - 7:50 pmORD-JED
15h 40m1 stop
3,418 ﷼Royal Jordanian
Find Deal
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KAYAK's insights & trends for flights to Chicago

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

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 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 February, where tickets cost 2,414 ﷼ on average for return flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from Saudi Arabia is 5,843 ﷼ and 5,768 ﷼ respectively. For one-way flights, the best month to travel is September with an average price of 2,485 ﷼.

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 558 ﷼.

Good to know - Book Cheap Chicago Plane Tickets

Low seasonFebruary
High seasonJuly
Cheapest flight1,878 ﷼
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Jeddah to Chicago

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 round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips 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

  • Which Chicago airport is closest to central Chicago?

    Chicago is served by 3 major airports. Chicago Midway Airport (14 km) is the closest to the center of Chicago. Chicago O'Hare Airport is 26 km from the center and Chicago Greater Rockford is 126 km away from the center.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Sunday where round-trip tickets can be as cheap as 2,671 ﷼. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are 5,449 ﷼ on average.

  • 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 travelers 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.

  • What is the cheapest time of day to fly to Chicago?

    The cheapest time of day to fly to Chicago is generally in the morning, when round-trip flights cost 829 ﷼ on average. The most expensive time of day to fly to Chicago is generally at night, which is peak travel time and where the average cost of a ticket is 1,016 ﷼.

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.

Prefer to fly direct to Chicago?

Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Nonstop departures

Saudi Arabia to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Tuesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Saudi Arabia

Monday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Tuesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Top 4 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 Saudi Arabia 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.
7.4
Etihad AirwaysOverall score based on 1211 reviews
7.8Crew
7.2Food
7.3Entertainment
7.6Boarding
7.3Comfort
Airline reviews

Horrible. After paying for seats, I was cramped, my daughters legs kept hitting the seat in front, I had no overhead bin space and no help from stewards on board, the food was served cold, when asked for snacks was told to wait and never received any, the flight was cold with no temperature controls. Entertainment was outdated. I booked this through partnership with American Airlines but will avoid in the future.

2.0 MediocreMelissa, Mar 2025AUH - ORD
Read more Etihad Airways reviews

Horrible. After paying for seats, I was cramped, my daughters legs kept hitting the seat in front, I had no overhead bin space and no help from stewards on board, the food was served cold, when asked for snacks was told to wait and never received any, the flight was cold with no temperature controls. Entertainment was outdated. I booked this through partnership with American Airlines but will avoid in the future.

Horrible. After paying for my seats, I was cramped, had no overhead bin space, freezing as the flight had no temperature controls, the food was awful and served cold, when asked for snacks was told to wait and then never received any. I booked this flight as a partner through American Airlines but will avoid in the future.

Took a long time for boarding. The flight was comfortable.

Flight was delayed due to slow boarding process by etihad. Update food options and movies as well.

Used to Etihad employees are very rude and unprofessional but now better than before over all is okay now

The flight take time was changed 23 times. The system kept sending messages it will be earlier at 4am and eventually the flight was at 9am I didn’t sleep all night because of that

In never flown this flight, because my flight coning from Barcelona was delayed.

Only 1 time food and drinks together was offered, for total 5 hours duration drinks and snacks was never offered. For some people food choice was not available, only veg was available. No entertainment option was there. Crew members were mostly back of the flight asking each other for KitKat and chips to share between them.

Seat selection screen while online check-in could include free seats to choose from and show the options before we proceed. Currently, it is auto-allocated and there are no options for free seat selections.

Liked leg room Disliked unable to book to sit with my family on same flight without paying extra

The check in process at Istanbul airport caused my family a great deal of stress and disappointment due to the following factors: 1) WE HAD TO PAY US$330 for check on bags, despite holding Economy tickets that Turkish airlines website clearly states that flights from Istanbul to Miami had a 2 checked bags allowance. 2) Airport staff not only lacked empathy for senior travelers (75 yrs old and 71 yrs old), but were also rude as well. The supervisor at check it offered "if you don't pay for the bags, you can just remain and sleep at the airport for however long you wish. What a terrible way to treat customers !!! 3) We were bumped from agent to agent to agent FIVE times, showing everyone the communication we received telling us we had the 2 bags entitlement. Two elderly people lugging 4 suitcase around and around the Turkish terminal. Again, what a sad way to treat customers !!! 4) We need a case opened to get a refund for the amount we paid. Something is amiss, screams unethical, and sounds unscrupulous......At First , we were told we must pay for 4 bags. All of a sudden, it became 2 bags, and finally all 4 bags were checked on with payments demanded for 2. Why did it vary from agent to agent???? 5) OVERALL, A TERRIBLE AND SUSPICIOUSLLY UNSCRUPULOUS EXPERIENCE FLYING WITH TURKISH AIRLINES. WE ARE TERRIBLY DISAPPOINTED AND SAD THAT OUR VISIT TO A BEAUTIFUL CITY ENDED IN SUCH A HORRIBLE EXPERIENCE

I recently flew with Turkish Airlines, and I can confidently say it was one of the best travel experiences I’ve ever had. From the moment I boarded, the crew was incredibly attentive, warm, and professional. They went above and beyond to ensure everyone was comfortable and well taken care of throughout the flight. The highlight, however, was the food! I’ve flown with many airlines, but Turkish Airlines sets the bar incredibly high when it comes to in-flight dining. Every meal was fresh, flavorful, and beautifully presented. The variety of dishes, even on a long-haul flight, was impressive. It felt like dining at a high-end restaurant at 35,000 feet! The seats were comfortable, the entertainment options were great, and the overall atmosphere made the journey enjoyable. Turkish Airlines truly excels in combining luxury and hospitality. I wouldn’t hesitate to fly with them again—highly recommend!

One of the best flights I have been on in a while.

Here's a sample answer: "Honestly, I was really impressed with Turkish Airlines, but if I had to suggest one area for improvement, it would be: - *More efficient boarding process*: I noticed that boarding took a bit longer than expected, which might be frustrating for passengers with tight connections.

Not worth pay business class and get service economy class

In this long haul flight, flight attendants never stopped moving and giving excellent service. Very impressive. Very comfortable seats and excellent food

In sharp contrast to the modern glitzy airport, boarding facilities were primitive. Passengers had to board buses and walk up steep stairs in bitter cold with carry-on baggages. I found no reason why aerobridge was not provided.

Service and food were decent, seats are a bit too narrow. Leg room is normal. Bathroom should be cleaned more frequently. WiFi is cumbersome and should be simplified.

they have cancell the flight with no reasons, My parents were in the cold weather in the airport for 24 hours they did not give any hotel and food. I hate Turkish Airline, this is our last time that we ha ve chosen Turkish Airline.

Same as before boarding process and lack of crew experience in the process

Short handed at the check in counter. There was only one person and so many people waiting

Plane is old and dirty. My recliner wasn’t working and I was in business class. And my entertainment kept freezing up Plane needs serviced and better maintained. And you may need to teach the crew a little customer service.

Staff were rude! Chairs are incredibly small! Comfort was minimal and food wasn’t edible.

It was a very stressful trip for me and my husband, main reason for the discomfort, kids behind our seat kept kicking the seat behind , screaming all the time of the flight , the seat in front of us has a kid with autism and a young sister with the dad , a nonstop all the 12h hours flight screening jumping overhead, stuff in his hand almost dropped on us and we have to be on alert for any move, I do understand that there will be kids but the thing is no one of the staff even bother to came near the seat and find solution , I believe there has to be a way to seat family with kids ,I’m a person who travel long distance almost every year and I used to take mostly air Canada, Lufthansa,British airways. I figured to use Royal Jordanian this time but it looks it wasn’t the right choice for us and I hope we don’t have to deal the same on our way back.

The flight was fine. There were a lot of babies and toddlers that did not do well on a 12pm flight that lasted for 13 hours. Some were awake and cranky all through nap time and bed time. I don’t understand why Royal Jordanian does not have WiFi on its planes, even for a fee.

Not reserving the bassinet seats for babies who need it. Baggage allowance isn't good. Food quality very poor.

Not so good. Within 24hrs of departure, I checked the seat map and 6E, 6F were available. So i selected them. After reaching the airport, the staff said that those seats were taken away by someone. I told how could that be possible since the seats were taken away by me. But she insisted that someone paid for those seats. I disagreed because the seats were assigned to me. So she assigned us seats all the way down. When we boarded and plane took off, those 2 seats were vacant throughout the journey. To add salt to the wound, one of my bags went missing. I was left with only 1 pair of clothes which was in my carryon bag. After so many followup calls, my bag was returned on the 4th day. I don't recommend Royal Jordanians to anyone.

Poor job on boarding...lot of delays on the landing

Terrible. My luggage didn’t make the connection, even though we had an hour and twenty minutes. My luggage arrived in my city a day ago and I still don’t have it. I will go three days without my luggage and there is no sense of urgency to get it to me.

Two hours late getting in with no apparent reason for repeated delays.

Better synchronizing the boarding processes. The audio announcements, the personnel and the digital signage were not saying the same thing. All confusion.

The first class seats were unusable, mine at the end of the flight, my husband's in the middle of the flight, and the one next to me was unusable either, they had to move the person to another seat.

Last minute gate change. Didn’t put our TSA global on our trip even though we asked multiple times to confirm. Did not help with food when could not eat what was served.

Our luggage didn’t arrive with us, that puts a damper on the whole trip.

The cabin was bit colder than I like but the crew members looked after us very well. They did even offer hot water bottle and hot chocolate. I cannot rate the crew enough excellent is not good enough. They really were wonderful.

Boarding is always a challenge as folks in al groups crowd around for no reason, but crew handled it well. I once again applaud the LHR ground baggage staff as they got our bags from a flight at Terminal 5A to a flight in Terminal 5C within 40 minutes...amazing!

This flight from London to Chicago was actually on an AA airline. I did book through BA but the flight was AA. Great flight, hectic in Chicago, I wouldn't choose to fly through Chicago again, but that's not the airlines fault. The flight itself was great.

Push back is not working when I complaint a male staff he told me that most of the seats are like that so we can’t do anything

Seats were way too small. I got claustrophobic waiting for trash from meal to be taken away. I couldn't move to even close my tray until trash was taken.

Was 3 hrs delayed and my poor friend I met in Barcelona was waiting at airport for 3 hrs. Dallas airport was awful

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.

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