Cheap Flight Deals From Richmond (RIC) to Chicago (CHI) Starting at $87

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This Weekend's Flight Deals from Richmond to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $87 One Way, $193 Round Trip from Richmond to Chicago

Prices starting at $193 for return flights and $87 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

Fairmont Chicago at Millennium Park
Thompson Chicago
Trump International Hotel & Tower Chicago
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More About Flying To Chicago from Richmond

Route Information for Flights from Richmond to Chicago

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Fly from Richmond to Chicago

Get away from the capital of Virginia and explore some of the most renowned landmarks in the Midwest with a flight from Richmond International Airport (RIC) to Chicago. From the Art Institute of Chicago at Grant Park to the Willis Tower in downtown, there's a myriad of iconic landmarks in the Windy City. If you plan to drive to the airport in Richmond, use Williamsburg Road or Interstate 64. When you fly from Richmond to Chicago, expect a travel time of about two hours.


Covering more than 300 acres along the shores of Lake Michigan, Grant Park is an urban oasis that's lined with some of Chicago's most visited attractions. The southern tip of the park is home to the Shedd Aquarium and The Field Museum. After looking at tropical fish and studying prehistoric fossils, take astrology lessons at the nearby Adler Planetarium. For an afternoon of shopping and fine dining, you'll want to visit the Magnificent Mile. This thoroughfare is marked by Chicago's tallest buildings, including the 100-story John Hancock Tower, which offers views of the city at the 360 Chicago observation deck.

Hints and tips

The flight from Richmond takes you to Chicago s O'Hare International Airport (ORD). Freezing weather is common in Chicago during the winter with lows ranging from the teens to the 20s, and summer temperatures often peak in the high 80s. The Grant Park Music Festival and Chicago Festival Ballet are among cultural events held in Grant Park throughout the year.

Frequently asked questions

Am I able to catch a flight from Richmond to Chicago now?
Head to the Covid-19 Travel Advisor for the most comprehensive information on travel restrictions and quarantine requirements when catching a flight from Richmond to Chicago.
Are there non-stop flights from Richmond to Chicago?
Have your credit card at the ready, because there are two carriers that operate direct flights from Richmond, VA (RIC-Richmond Intl.) to ORD. Lock in a fantastic deal with United Airlines or American Airlines.
What is the shortest flight from Richmond to Chicago?
It can zip by in as little as 2 hours and 56 minutes. If you’re of the opinion that your vacation hours should be spent ‘vacationing’ instead of flying, you’ll enjoy the journey from Richmond Intl. Airport to Midway Intl. Airport (MDW).
What airlines fly from Richmond to Chicago most frequently?
The airlines that fly the most frequently between Richmond Intl. Airport and O’Hare Intl. Airport (ORD) include United Airlines (UA). This well-known option operates 104 flights on the route each month. If you can’t find the right flight there, look into the airfares with American Airlines (AA). This airline is a fantastic alternative and offers 73 flights between Richmond and Chicago monthly.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.