$78 Cheap flight deals from Richmond (RIC) to Chicago (CHI)

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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.

Sun, Mar 30 - Wed, Apr 2
RIC
Richmond Intl.
MDW
Midway Intl.
$495 Roundtrip, found 5 days ago
$495
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sun, Mar 30 from Richmond Intl. to Midway Intl., returning Wed, Apr 2, priced at $495 found 5 days ago
Sun, Mar 30 - Wed, Apr 2
RIC
Richmond Intl.
ORD
O'Hare Intl.
$579 Roundtrip, found 11 hours ago
$579
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sun, Mar 30 from Richmond Intl. to O'Hare Intl., returning Wed, Apr 2, priced at $579 found 11 hours ago

Airfares from $78 One Way, $161 Round Trip from Richmond to Chicago

Prices starting at $161 for return flights and $78 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.

Sat, May 10 - Tue, May 13
RIC
Richmond
ORD
Chicago
$161 Roundtrip, found 1 hour ago
$161
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, May 10 from Richmond to Chicago, returning Tue, May 13, priced at $161 found 1 hour ago
Mon, May 5 - Tue, May 6
RIC
Richmond
ORD
Chicago
$163 Roundtrip, found 6 days ago
$163
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, May 5 from Richmond to Chicago, returning Tue, May 6, priced at $163 found 6 days ago
Tue, May 6 - Wed, May 7
RIC
Richmond
ORD
Chicago
$163 Roundtrip, found 6 days ago
$163
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, May 6 from Richmond to Chicago, returning Wed, May 7, priced at $163 found 6 days ago
Mon, May 19 - Wed, May 21
RIC
Richmond
ORD
Chicago
$166 Roundtrip, found 6 days ago
$166
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, May 19 from Richmond to Chicago, returning Wed, May 21, priced at $166 found 6 days ago
Mon, May 12 - Tue, May 20
RIC
Richmond
ORD
Chicago
$166 Roundtrip, found 6 days ago
$166
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, May 12 from Richmond to Chicago, returning Tue, May 20, priced at $166 found 6 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,021 reviews)

Apr 25 - Apr 30

5 night stay

Richmond (RIC) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 2 hours ago
Excellent hotel with beautiful view.

Reviewed on Aug 5, 2024

LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (3,536 reviews)

Apr 25 - Apr 30

5 night stay

Richmond (RIC) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 2 hours ago
Very family friendly and convenient. Only drawback is the rooms facing the river needs darker shades to block out the brightness from the Trump plaza.

Reviewed on Mar 17, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,000 reviews)

Apr 25 - Apr 30

5 night stay

Richmond (RIC) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 2 hours ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

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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
640 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Alaska Airlines, Air Canada, Avianca, Emirates, Royal Jordanian, ANA, Air New Zealand, United Airlines
Earliest Flight Arrival
11:33AM UTC
Latest Flight Arrival
10:54PM UTC

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.

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.