CHI - RIC

$94 Find Cheap Flights from Chicago to Richmond - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Richmond departing on 9/2. 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

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$282
Typical prices: $296-$459
Southwest
Mon 8/31Wed 9/2
MDW - RIC • 2 stops
Cheapest non-stop
$283
Typical prices: $313-$475
American Airlines
Fri 9/4Fri 9/11
ORD - RIC • Non-stop
Top airlines
Cheapest • from $282 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 12m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $163 (round-trip)
Shortest trip • 3h 39m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 41% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Richmond!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Richmond (CHI-RIC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Richmond 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 from Chicago to Richmond

Mon, Aug 31 - Wed, Sep 2
Southwest Logo
8:10 am - 7:10 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
10h 00m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington
Southwest Logo
3:30 pm - 6:45 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
4h 15m1 stop Baltimore/Washington
$282Southwest
Wed, Sep 9 - Mon, Sep 14
Southwest Logo
12:50 pm - 8:50 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
7h 00m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington
Southwest Logo
4:25 pm - 9:00 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
5h 35m1 stop Baltimore/Washington
$282Southwest
Sat, Sep 19 - Sat, Sep 26
Southwest Logo
1:55 pm - 8:30 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
5h 35m1 stop Baltimore/Washington
Southwest Logo
6:30 am - 1:05 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
7h 35m2 stops Baltimore/Washington Columbus
$282Southwest
Fri, Sep 4 - Fri, Sep 11
American Airlines Logo
8:15 am - 11:27 amORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
2h 12mnonstop
American Airlines Logo
8:27 pm - 10:00 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
2h 33mnonstop
$283American Airlines
Mon, Aug 31 - Thu, Sep 3
Multiple Airlines Logo
2:35 pm - 11:33 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
7h 58m1 stop Fort Lauderdale
Multiple Airlines Logo
12:01 pm - 11:08 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
12h 07m1 stop Orlando
$286Multiple Airlines
Sat, Oct 3 - Thu, Oct 8
American Airlines Logo
4:37 pm - 7:57 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
2h 20mnonstop
American Airlines Logo
5:24 pm - 6:59 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
2h 35mnonstop
$293American Airlines
Fri, Sep 4 - Fri, Sep 11
American Airlines Logo
4:00 pm - 9:57 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
4h 57m1 stop Philadelphia
American Airlines Logo
8:27 pm - 10:00 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
2h 33mnonstop
$293American Airlines
Thu, Oct 8 - Sun, Oct 11
Frontier Logo
6:05 am - 2:02 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
6h 57m1 stop Orlando
Frontier Logo
3:00 pm - 11:55 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
9h 55m1 stop Orlando
$295Frontier
Sat, Sep 5 - Sat, Sep 12
United Airlines Logo
6:15 pm - 9:36 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
2h 21mnonstop
United Airlines Logo
6:00 am - 7:23 amRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
2h 23mnonstop
$305United Airlines
Sat, Sep 5 - Sun, Sep 6
United Airlines Logo
7:29 am - 10:46 amORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
2h 17mnonstop
United Airlines Logo
12:40 pm - 1:59 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
2h 19mnonstop
$318United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Richmond flights

Get data-powered insights and trends into flights from Chicago to Richmond to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Richmond?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Richmond departing in September.

Flight prices are below average for this route right now.

Flights to Richmond from Chicago usually cost between $318 and $539 in September.
The lowest price found in the past 5 days was $282 on Southwest (Sep 19-Sep 26).

What is the cheapest Chicago to Richmond flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Chicago to Richmond costs $237 on the route between Chicago O'Hare Intl Airport (ORD) and Richmond (RIC). However, over the past month, flights between Chicago Midway Airport (MDW) and Richmond (RIC) were, on average, 4% cheaper than other Chicago-Richmond routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Richmond (RIC).

What’s the cheapest day of the week to fly from Chicago to Richmond?

The average price of all round-trip flights from Chicago to Richmond clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Richmond on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago to Richmond. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Chicago to Richmond?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Richmond, 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 from Chicago to Richmond is September, where tickets cost $348 (return) on average. On the other hand, the most expensive months are January and June, where the average cost of round-trip tickets is $460 and $450 respectively.

Can I save money by flying with a layover from Chicago to Richmond?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $377, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Richmond?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Richmond, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Richmond, you should book around 4 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Richmond

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low season

January

Cheapest flight

$94
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chicago O'Hare Airport to Richmond

When to book flights from Chicago to Richmond

Are your dates flexible? Find out the best times to travel from Chicago to Richmond 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. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Richmond

  • What is the cheapest flight from Chicago to Richmond?

    In the last 5 days, the lowest price for a flight from Chicago to Richmond was $94 for a one-way ticket and $282 for a round-trip.

  • Do I need a passport to fly between Chicago and Richmond?

    No

  • Which airports will I be using when flying from Chicago to Richmond?

    On your way to Richmond, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Richmond Byrd Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Richmond?

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Chicago to Richmond flight route.

  • Which aircraft models fly most regularly from Chicago to Richmond?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Richmond flight route.

  • Which airline alliances offer flights from Chicago to Richmond?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Richmond, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Richmond?

    There are nonstop flights from Chicago to Richmond on a daily basis.

  • Which is the best airline for flights from Chicago to Richmond, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Richmond are Southwest and United Airlines. With an average price for the route of $389 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $449 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Richmond?

    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 from Chicago to Richmond.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Richmond?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Richmond from 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 from Chicago to Richmond?

    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 Richmond with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Richmond?

    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 Richmond from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Richmond

  • Looking for a cheap flight? 25% of our users found flights on this route for $218 or less one-way and $316 or less round-trip.

Prefer to fly direct from Chicago to Richmond?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Richmond Byrd Intl.
Find which airlines fly direct from Chicago to Richmond Byrd Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Richmond Byrd Intl

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Richmond Byrd Intl to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 4 airlines serving from Chicago to Richmond

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Richmond. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Richmond? 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.
8.0
SouthwestOverall score based on 4216 reviews
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

The second half of terminal C at Hartsfield was 80 something degrees. I was sweating just sitting at the gate.

Seat was too small for someone as tall as I am. I was behind an exit row making my leg room even less. There flights were delayed by multiple hours. Some weather related and others staff related. The plane was hot. Horrible experience.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

Seats were really tight and the seat belts did not give enough slack.

Flight was changed from departing from Boston to departing from Detroit.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

It was a good experience, unfortunately my checked baggages were come late and not arrived on time.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

gate crew was courteous and helpful, flight attendant was nice and friendly once we got going. But we pushed off from the gate relatively on time, then sat there like 10 ft away, for an hour, with no announcement or explanation. Taxiing then took forever, and I get that there was runway congestion, but would be helpful to keep us posted on whats going on

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

Terrible. The flight I booked had a convenient departure time. Quick layover. And an arrival timed that worked for the people who had to pick me up. Thanks to delays and rebooking I got none of those things

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Delayed almost 4 hours for a 45 minute flight with no explanation.

The flight was excellent, provided that we had inclement weather. We departed earlier than scheduled and arrived early. There was a little turbulence, but nothing to be worried about.

I disliked that I didn’t have a flight today, not entirely sure why I’m being asked

Everything you need to know for your flight from Chicago to Richmond

Information on your arrival and departure airports