1,693 ﷼ Find Cheap Flights to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
2,813 ﷼
Typical prices: 2,704 ﷼–3,830 ﷼
Multiple Airlines
Fri 1/19Sun 1/28
RUH - ORD • 2 stops
Cheapest one-way
1,693 ﷼
Typical prices: 1,945 ﷼-3,457 ﷼
Etihad Airways
Sun 12/23
DMM - ORD • 1 stop
Top airlines
Best reviews • Score: 8.1
Airline reviews
Airline reviews
Top route
Cheapest • 11% average savings
Most popular
Insights
Insights
When to travel
Cheapest • 16% price drop
Most popular
Good to know
+1
Good to know
+1
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Flight Deals

Cheap Flights to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Chicago

Tue, Jan 19 - Thu, Jan 28
Multiple Airlines Logo
2:55 am - 7:52 pmRiyadh  Riyadh King Khaled Intl-Chicago Chicago O'Hare Intl
25h 57m2 stops Rome Fiumicino Montreal Pierre Elliott Trudeau Intl
Multiple Airlines Logo
4:30 pm - 10:25 pmChicago  Chicago O'Hare Intl-Riyadh Riyadh King Khaled Intl
20h 55m2 stops Toronto Pearson Intl Rome Fiumicino
2,813 ﷼Multiple Airlines
1 day ago
Sun, Jan 17 - Thu, May 20
Lufthansa Logo
11:50 pm - 1:10 pmDammam  Dammam King Fahad Intl-Chicago Chicago O'Hare Intl
22h 20m2 stops Riyadh King Khaled Intl Frankfurt am Main
Lufthansa Logo
4:05 pm - 9:55 pmChicago  Chicago O'Hare Intl-Dammam Dammam King Fahad Intl
21h 50m2 stops Frankfurt am Main Riyadh King Khaled Intl
2,835 ﷼Lufthansa
2 days ago
Sun, Jan 17 - Tue, May 18
Multiple Airlines Logo
11:50 pm - 2:52 pmDammam  Dammam King Fahad Intl-Chicago Chicago O'Hare Intl
24h 02m3 stops Riyadh King Khaled Intl Frankfurt am Main Montreal Pierre Elliott Trudeau Intl
Multiple Airlines Logo
4:00 pm - 9:55 pmChicago  Chicago O'Hare Intl-Dammam Dammam King Fahad Intl
21h 55m3 stops Toronto Pearson Intl Frankfurt am Main Riyadh King Khaled Intl
2,872 ﷼Multiple Airlines
11 hours ago
Sun, Jan 17 - Tue, May 18
Multiple Airlines Logo
11:50 pm - 2:52 pmDammam  Dammam King Fahad Intl-Chicago Chicago O'Hare Intl
24h 02m3 stops Riyadh King Khaled Intl Frankfurt am Main Montreal Pierre Elliott Trudeau Intl
Multiple Airlines Logo
4:00 pm - 9:55 pmChicago  Chicago O'Hare Intl-Dammam Dammam King Fahad Intl
21h 55m3 stops Toronto Pearson Intl Frankfurt am Main Riyadh King Khaled Intl
2,876 ﷼Multiple Airlines
2 days ago
Sun, Jan 17 - Thu, May 20
Multiple Airlines Logo
11:50 pm - 2:52 pmDammam  Dammam King Fahad Intl-Chicago Chicago O'Hare Intl
24h 02m3 stops Riyadh King Khaled Intl Frankfurt am Main Montreal Pierre Elliott Trudeau Intl
Multiple Airlines Logo
4:05 pm - 9:55 pmChicago  Chicago O'Hare Intl-Dammam Dammam King Fahad Intl
21h 50m2 stops Frankfurt am Main Riyadh King Khaled Intl
2,883 ﷼Multiple Airlines
2 days ago
Fri, Jan 22 - Fri, Feb 5
Turkish Airlines Logo
6:35 am - 10:00 amJeddah  Jeddah King Abdulaziz Intl-Chicago Chicago O'Hare Intl
36h 25m1 stop Istanbul
Turkish Airlines Logo
8:15 pm - 1:35 pmChicago  Chicago O'Hare Intl-Jeddah Jeddah King Abdulaziz Intl
32h 20m1 stop Istanbul
2,890 ﷼Turkish Airlines
3+ days ago
Sun, Nov 8 - Fri, Nov 13
Turkish Airlines Logo
2:25 am - 6:20 pmJeddah  Jeddah King Abdulaziz Intl-Chicago Chicago O'Hare Intl
24h 55m1 stop Istanbul
Turkish Airlines Logo
11:45 am - 7:15 amChicago  Chicago O'Hare Intl-Jeddah Jeddah King Abdulaziz Intl
34h 30m1 stop Istanbul
2,890 ﷼Turkish Airlines
20 hours ago
Tue, Nov 10 - Tue, Dec 1
Turkish Airlines Logo
8:05 pm - 10:00 amMedina  Medina Mohammad Abdulaziz-Chicago Chicago O'Hare Intl
22h 55m1 stop Istanbul
Turkish Airlines Logo
8:15 pm - 5:05 amChicago  Chicago O'Hare Intl-Medina Medina Mohammad Abdulaziz
23h 50m1 stop Istanbul
2,890 ﷼Turkish Airlines
1 day ago
Tue, Nov 17 - Mon, Nov 30
Etihad Airways Logo
5:50 am - 7:35 amJeddah  Jeddah King Abdulaziz Intl-Chicago Chicago O'Hare Intl
34h 45m1 stop Abu Dhabi Zayed Intl
Etihad Airways Logo
1:15 pm - 4:20 pmChicago  Chicago O'Hare Intl-Jeddah Jeddah King Abdulaziz Intl
18h 05m1 stop Abu Dhabi Zayed Intl
3,016 ﷼Etihad Airways
3+ days ago
Thu, Nov 5 - Thu, Nov 12
Etihad Airways Logo
10:30 am - 7:35 amRiyadh  Riyadh King Khaled Intl-Chicago Chicago O'Hare Intl
30h 05m1 stop Abu Dhabi Zayed Intl
Etihad Airways Logo
1:15 pm - 2:55 amChicago  Chicago O'Hare Intl-Riyadh Riyadh King Khaled Intl
28h 40m1 stop Abu Dhabi Zayed Intl
3,046 ﷼Etihad Airways
3+ days ago
Booking Insights

Price, demand and travel trends for flights to Chicago

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What is the cheapest flight to Chicago?

Riyadh to Chicago is the cheapest route at 2,813 ﷼ round-trip, found in the past 5 days on KAYAK. KAYAK data shows this is also the most popular route.

How much is a flight to Chicago?

On average, a round-trip flight from Saudi Arabia to Chicago costs 3,079 ﷼, based on KAYAK data over the past 12 months. Round-trip fares from Jeddah average 2,689 ﷼, while Dammam runs a bit higher at 3,022 ﷼.

What is the cheapest day to fly to Chicago?

Sunday is the cheapest day to fly to Chicago at 2,979 ﷼ round-trip on average over the past 12 months on KAYAK. Wednesday is the most expensive at 3,364 ﷼.

What’s the cheapest month to fly to Chicago?

•October is the cheapest month to fly to Chicago, with an average price of 2,595 ﷼ round-trip.
•August (3,815 ﷼) and May (3,711 ﷼) are the most expensive.
•Based on KAYAK data over the past 12 months.

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

Evening flights to Chicago are the cheapest at 3,097 ﷼ round-trip on average. Afternoon flights are the most expensive at 3,319 ﷼.

What is a good deal for flights to Chicago?

Flights under 2,704 ﷼ are considered a good deal. 25% of KAYAK users found round-trip flights to Chicago at or below these prices, with the lowest fares from:
•Jeddah 2,499 ﷼.

Key details for flights to Chicago

Low season

February

Cheapest flight

1,693 ﷼
Beat the crowds with an average 41% drop in travelers.
The most popular month to fly with an average 44% increase in travelers.
One-way flight from Dammam to Chicago O'Hare Intl 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 round-trip price

Your questions about flights to Chicago, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • How do I know if a flight to Chicago is a good deal?

    A good deal on a flight to Chicago is around 2,704 ﷼ round-trip. This fare is in the lowest 25% of round-trip prices searched on KAYAK, averaged across the cities most often searched as origins by KAYAK users.

  • Which airports serve Chicago?

    Flights to Chicago arrive at: Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • What is the difference between the most popular and the most frequent airline at Chicago?

    British Airways operates the most flights from Saudi Arabia to Chicago at 0 per week, while Etihad Airways is the airline most often selected by KAYAK users searching for flights from Saudi Arabia to Chicago. The two are often different because flight volume reflects an airline's schedule, while popularity reflects traveler choice.

  • What airports serve Chicago and the surrounding area?

    Flights to Chicago can arrive at several major airports serving the metro area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Nearby alternatives within 80.5 km of Chicago include Chicago Midway (MDW). This airport is not in Chicago itself but may be useful depending on your route, airline, and final destination.

Your guide to booking Chicago flights

From booking to airport arrival, find tips to help you plan your flight with more confidence.
  • For flights to Chicago, a good round-trip fare is around 2,704 ﷼. If you find a fare below that, you're getting a strong deal.
  • If your travel dates are flexible, consider flying to Chicago in October. Round-trip fares historically average 2,595 ﷼, making October the cheapest month to travel based on KAYAK data from the last 12 months.
  • Before you book:

    • Check the route's typical price range so you can spot a deal.
    • Confirm baggage fees and seat selection costs on budget carriers.
    • Verify whether you need any travel documents beyond ID.
    • Pick a departure airport, since your nearest may not be the cheapest origin.
  • Shift your departure to afternoon to save up to 222 ﷼ per round-trip. Afternoon flights to Chicago average 3,097 ﷼ compared to 3,319 ﷼ for noon flights.
  • Once you arrive in Chicago, a great place to start is McCormick Place. It's popular with first-time visitors and can give you a good feel for the area.

Reviews of the top airlines flying to Chicago

 
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 1546 reviews
7.8Crew
7.3Comfort
7.2Entertainment
7.6Boarding
7.1Food
Airline reviews

Good could be better. Crew is good but not great. Not much snack options for kids. Bathrooms were not cleaned on time

8.0 Excellentpushparaj, Aug 2026
Read more Etihad Airways reviews

Good could be better. Crew is good but not great. Not much snack options for kids. Bathrooms were not cleaned on time

The crew were really bad mannered! And spoiled all my mood throughout the flight!

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.

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

On this flight...fine. The one from India to Abu Dahbi, awful.

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.

Nothing was good. Everything needs to improve. Everything was abysmal. Needs lots of improvement. The check-in and baggage drop at the New Delhi airport was manned by disrespectful people, horrible experience. We will never travel by Etihad ever again.

canceled flight. needed to fight to get same fare class. now they have canceled return.

need more US friendly food options. Directions on getting to the next gate were terrible - resulted in long walks to the terminal and then finding I couldn;t enter there and had long walk back, then train to security then train back to where I started in the first place

Late lights, lost baggage and cramped seats. Did not feel that lost baggage was a priority. Communication was slow and often unclear.

I will never want to book with these people. They are arrogant and rude. Food was really really bad, crew was even worst

Check-in in SAN was long. ORD was good. Flight delayed On board crew was ok. No warmth or personality. LHrR barely made connection

Check-in experience, for business call please provide a premium experience

Everything. Employees offered to help me because I had to use a cane.

Unfortunately, my flight was cancelled because of some sort of emergency over the Atlantic and had to return to London. While I think British Airways made every effort to mitigate the situation, I must say it was still pretty unpleasant. I do appreciate the fact, however, that British Airways put my safety first…and I think the effort to correct a bad situation was very sincere. But I think the process might be handled better in future.

The seat pads are past there sell by date now and are uncomfotable. Also, with screens in the back of the seat, the seats shouldnt be able to recline as this puts rhe screen in your face.

As I have said it sucked, the ticket counter to have to find and pay for another airline to get home. Now I understand this happened over the weekend but they should have someone there to talk to us instead of throwing the regular crew under the bus.

More options for your flight to Chicago