1,466 ﷼ 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 6/16. 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

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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Everything you should know

Cheapest round-trip
2,363 ﷼
Typical prices: 3,149 ﷼-3,003 ﷼
Royal Jordanian
Fri 7/3Sat 7/18
JED - ORD • 1 stop
Cheapest one-way
1,466 ﷼
Royal Jordanian
Tue 6/16
DMM - ORD • 1 stop
When to travel
Cheapest • 8% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
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 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

Fri, Jul 3 - Sat, Jul 18
Royal Jordanian Logo
8:55 pm - 6:50 am
JED
-
ORD
17h 55m
1 stop
Royal Jordanian Logo
11:10 am - 7:40 pm
ORD
-
JED
24h 30m
1 stop
2,363 ﷼Royal Jordanian
Sun, Nov 8 - Thu, Nov 12
United Airlines Logo
8:25 pm - 11:42 pm
DMM
-
ORD
36h 17m
2 stops
United Airlines Logo
2:20 pm - 9:30 pm
ORD
-
DMM
22h 10m
2 stops
2,564 ﷼United Airlines
Sun, Nov 8 - Thu, Nov 12
United Airlines Logo
9:45 am - 9:47 pm
DMM
-
ORD
45h 02m
2 stops
United Airlines Logo
9:00 am - 7:35 am
ORD
-
DMM
37h 35m
2 stops
2,568 ﷼United Airlines
Fri, Jul 3 - Sat, Jul 18
Royal Jordanian Logo
7:25 pm - 6:50 am
RUH
-
ORD
19h 25m
1 stop
Royal Jordanian Logo
11:10 am - 6:25 pm
ORD
-
RUH
23h 15m
1 stop
2,579 ﷼Royal Jordanian
Sun, Jun 21 - Wed, Jul 1
Etihad Airways Logo
4:40 am - 8:35 am
DMM
-
ORD
35h 55m
1 stop
Etihad Airways Logo
8:25 pm - 9:10 am
ORD
-
DMM
28h 45m
1 stop
2,605 ﷼Etihad Airways
Mon, Jun 22 - Sun, Jul 5
Etihad Airways Logo
4:40 am - 8:35 am
DMM
-
ORD
35h 55m
1 stop
Etihad Airways Logo
8:25 pm - 2:50 am
ORD
-
DMM
22h 25m
1 stop
2,609 ﷼Etihad Airways
Tue, Nov 24 - Mon, Nov 30
Lufthansa Logo
2:55 am - 1:10 pm
RUH
-
ORD
19h 15m
1 stop
Lufthansa Logo
3:40 pm - 10:25 pm
ORD
-
RUH
21h 45m
1 stop
2,669 ﷼Lufthansa
Mon, Jul 6 - Thu, Jul 30
Multiple Airlines Logo
8:55 pm - 6:50 am
JED
-
ORD
17h 55m
1 stop
Multiple Airlines Logo
9:40 am - 7:40 pm
ORD
-
JED
26h 00m
2 stops
2,840 ﷼Multiple Airlines
Sat, Nov 7 - Thu, Nov 12
Qatar Airways Logo
4:40 am - 2:30 pm
DMM
-
ORD
18h 50m
1 stop
Qatar Airways Logo
6:50 pm - 9:00 pm
ORD
-
DMM
17h 10m
1 stop
3,070 ﷼Qatar Airways
Wed, Jul 1 - Fri, Aug 14
Multiple Airlines Logo
10:20 pm - 3:05 pm
ELQ
-
ORD
24h 45m
2 stops
Multiple Airlines Logo
7:20 pm - 9:35 pm
ORD
-
ELQ
42h 15m
2 stops
4,027 ﷼Multiple Airlines
Booking Insights

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 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 June, where tickets cost 2,207 ﷼ on average for return flights. On the other hand, the most expensive months are August and May, where the average cost of tickets from Saudi Arabia is 2,866 ﷼ and 2,579 ﷼ respectively. For one-way flights, the best month to travel is May with an average price of 1,176 ﷼.

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 O'Hare Intl Airport (ORD), with an average flight price of 2,046 ﷼.

Good to know - Book Cheap Chicago Plane Tickets

Low seasonFebruary
Cheapest flight1,466 ﷼
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Dammam 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.

  • 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.

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 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.
7.3
Etihad AirwaysOverall score based on 1452 reviews
7.6Boarding
7.3Comfort
7.2Entertainment
7.2Food
7.8Crew
Airline reviews

They lost the baggage and said it was deleted from the system. I had baggage tag so was able to file the complaint but there was no PIR number and update so far

2.0 MediocrePrajakta, May 2026
ORD - AUH
Read more Etihad Airways reviews

They lost the baggage and said it was deleted from the system. I had baggage tag so was able to file the complaint but there was no PIR number and update so far

Limit the number of usage of wine or please arrange our seats. The passenger was drunk on this flight and not on Thiruvananthapuram to Abudhabi.

The seats seemed smaller than other business class offerings. The entertainment menu was limited. Flight crew was good.

It was excellent service in the snow storm gives us hotel and transportation. It will be more better if u can add one more meal because it’s a long flight boring journey. If you give extra meal time passes faster and can enjoy the trip better

Food quality and varites were very minimum. Surprised to have no desserts. Business class tickets should have lounge access and seats selection. They should be allowed to board while people with wheel chair, secial assistance and family with childrem.

Business class ticket should include lounge access and seat selection. The food quality and varieties should be more. It was surpirise that no dessert was offered.

Good service. But on flight to Kochi no entertainment except in app. And no working outlets to charge phone.

No entertainment except on app. No outlets working to charge. Good service

Good flight. There were a few issues with the flat bed. It was some technical issues. Otherwise everything was good

It was great! Kept the time. Provided what was promised

Seats not as comfortable as I had hoped. Food was very nice, service was fine. Entertainment options very nice. Had thought the premium economy was a more plus 2-3-2 layout but it was a 2-4-2 with seats not as wide as I had expected.

I liked my seats on the return trip. Didn't like having to pay for luggage on an international flight. Also didn't like that it was on American airlines and not British Airways. I specifically selected a BA flight to experience that airline.

I flew four flights on British Airways within two weeks. I was unable to download the boarding pass to my phone for any of the four flights. I could check-in for my flight but the system would not give me boarding pass. I tried multiple ways and multiple times. I discovered many other passengers also had the same issue with their boarding passes. No explanation or acknowledgement by BA.

Lovely big plane. Excellent take off and landing. Cabin crew were so nice. Flight in time no delays

Because our ABZ-LHR flight was cancelled by BA for reasons they refuse to tell us--not weather--we did not make this flight and were booked on the following day. BA offered no assistance to us on the phone or in the airport, and we had to find a hotel at Heathrow on our own.

Horrible - flight was delayed by 6 hours - we boarded, were made to de-board due some technical fault; aircraft changed; special meals request on new flight - all went awry. Landed in Dulles airport; breezed thru immigration; as Business Class passengers or baggage was delivered almost 90 minutes after landing; air tags indicated the bags were just near the carousel but the unhelpful BA staff - Maria and Ghina refused to give any update - palming it off on some imaginary invisible “manager” despite air tags evidence showing it right there. So about 50-60 passengers waiting and getting infuriatingly impatient for their bags coz one container was not delivered. Finally after much argument by some other passengers Maria condescended to go to the “ramp” and within 5 minutes the baggage was delivered miraculously. Question is why couldn’t she have done it one hour earlier ? Poor poor experience once again on Business Class BA.

Cheap Flight Fares would not provide booking info. I canceled the reservation and we arbitrated with American Express. They provided erroneous info to Amex and it was determined that C.F.F. deserved the price of the ticket. Worse experience I've ever had.

Seating space is appalling. Seats and all surrounding area in "Economy" is built for individuals shorter than 4' 10" and below 120 lbs. Ridiculous. While I'm not expecting fine dining, the food was the worst airplane food that I can recall.

My luggage was lost at the airport but American Airlines contacted me and got it to me the next day.

Business class lounge for my gate was closed and no email was sent, causing me to walk back and forth to different gates, etc for over 20 minutes one way. Flight entertainment was mediocre with very poor choices especially for business class cabin. Original flight was cancelled and rebooking was difficult and no reason given for cancellation.

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.