$67 Cheap flight deals from Richmond (RIC) to Chicago (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

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.

Fri, Oct 24 - Sun, Oct 26
RIC
Richmond Intl.
ORD
O'Hare Intl.
$180 Roundtrip, found 1 hour ago
$180
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 24 from Richmond Intl. to O'Hare Intl., returning Sun, Oct 26, priced at $180 found 1 hour ago
Sun, Oct 26 - Sun, Nov 2
RIC
Richmond Intl.
MDW
Midway Intl.
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Oct 26 from Richmond Intl. to Midway Intl., returning Sun, Nov 2, priced at $321 found 5 days ago
Fri, Oct 24 - Sun, Oct 26
RIC
Richmond Intl.
RFD
Greater Rockford
$525 Roundtrip, found 18 hours ago
$525
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Fri, Oct 24 from Richmond Intl. to Greater Rockford, returning Sun, Oct 26, priced at $525 found 18 hours ago

Airfares from $67 One Way, $152 Round Trip from Richmond to Chicago

Prices starting at $152 for return flights and $67 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.

Fri, Nov 14 - Mon, Nov 17
RIC
Richmond
ORD
Chicago
$152 Roundtrip, found 3 hours ago
$152
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Nov 14 from Richmond to Chicago, returning Mon, Nov 17, priced at $152 found 3 hours ago
Thu, Nov 13 - Thu, Nov 20
RIC
Richmond
ORD
Chicago
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Nov 13 from Richmond to Chicago, returning Thu, Nov 20, priced at $155 found 3 days ago
Thu, Oct 30 - Sun, Nov 2
RIC
Richmond
ORD
Chicago
$156 Roundtrip, found 1 hour ago
$156
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Oct 30 from Richmond to Chicago, returning Sun, Nov 2, priced at $156 found 1 hour ago
Fri, Dec 5 - Thu, Dec 11
RIC
Richmond
ORD
Chicago
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Dec 5 from Richmond to Chicago, returning Thu, Dec 11, priced at $207 found 6 days ago
Sat, Feb 14 - Tue, Feb 17
RIC
Richmond
ORD
Chicago
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select United flight, departing Sat, Feb 14 from Richmond to Chicago, returning Tue, Feb 17, priced at $231 found 1 day ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago Downtown
4.0-star property

The Royal Sonesta Chicago Downtown

9.4/10 Exceptional! (3,013 reviews)

Dec 12 - Dec 15

3 night stay

Richmond (RIC) to Chicago (ORD)

United • Coach

Chicago (ORD) to Richmond (RIC)

Spirit Airlines • Coach
Price was $546, price is now $404 per person
$404
per person
found 1 day ago
This is the second time that my daughter, granddaughter and I have stayed at the Royal Sonesta Hotel. The location is perfect and the staff is friendly and welcoming. I highly recommend this hotel

Reviewed on May 10, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,602 reviews)

Dec 12 - Dec 15

3 night stay

Richmond (RIC) to Chicago (ORD)

United • Coach

Chicago (ORD) to Richmond (RIC)

Spirit Airlines • Coach
Price was $706, price is now $476 per person
$476
per person
found 1 day ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.6/10 Excellent! (1,994 reviews)

Dec 12 - Dec 15

3 night stay

Richmond (RIC) to Chicago (ORD)

United • Coach

Chicago (ORD) to Richmond (RIC)

Spirit Airlines • Coach
Price was $599, price is now $449 per person
$449
per person
found 1 day ago
When we checked in the bellman advised us not to touch the minibar or we'd incur a charge - 'very very sensitive'...but by then I had pulled a bottle of white to read the label before putting it back. He said that would have triggered a charge and he's ask the desk to make sure we didn't get charged. At 1 AM the next morning a $47 charge hit my card. The next morning I asked the front desk about the charge and they couldn't explain it - 'maybe a fee, we can't see it...'. When we checked out they didn't provide a receipt, said they'd email it...they have not. I called cust service which rang me to a voicemail in credit...probably will not get a call back. Also, Orbitz's 'what you see is what you'll pay' is not accurate...there are fees they don't show in the price.

Reviewed on Oct 10, 2025

Don't see what you're looking for?
See all available trips from Richmond to Chicago
View all trips

More About Flying To Chicago from Richmond

Route Information for Flights from Richmond to Chicago

Origin Airport IATA Code
RIC
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

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.

Attractions

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

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.
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 Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

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.