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Route overview: Richmond to Chicago (MDW) flight deals

Richmond (RIC) to Chicago (MDW), Jan 25, 2027 – Feb 1, 2027: from $320 round trip

Richmond (RIC) to Chicago (MDW), Jan 25, 2027 – Feb 1, 2027: from $320 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $320 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Jan 25, 2027 – Feb 1, 2027, 1 adult, economy, checked Oct 29, 2026.

RIC → MDW1 adulteconomyRound trip

5 flight options · 2 airlines

Nonstop flights

Mon, Jan 25 – Mon, Feb 1

Southwest Airlines
8:10 amRIC
2h 5m
Nonstop
9:15 amMDW
Southwest Airlines
7:10 pmMDW
1h 55m
Nonstop
10:05 pmRIC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Mon, Jan 25 – Mon, Feb 1

Delta Air Lines
12:59 pmRIC
6h 2m
DTW · 2h 40m
6:01 pmMDW
Delta Air Lines
1:02 pmMDW
6h 31m
ATL · 2h 58m
8:33 pmRIC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Mon, Jan 25 – Mon, Feb 1

Southwest Airlines
4:40 pmRIC
4h 35m
BWI · 1h 35m
8:15 pmMDW
Southwest Airlines
7:10 pmMDW
1h 55m
Nonstop
10:05 pmRIC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Mon, Jan 25 – Mon, Feb 1

Southwest Airlines
12:15 pmRIC
5h
BNA · 1h 40m
4:15 pmMDW
Southwest Airlines
7:10 pmMDW
1h 55m
Nonstop
10:05 pmRIC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Mon, Jan 25 – Mon, Feb 1

Delta Air Lines
5:23 amRIC
5h 37m
ATL · 1h 37m
10:00 amMDW
Delta Air Lines
1:02 pmMDW
6h 31m
ATL · 2h 58m
8:33 pmRIC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Hotels for these nights (Jan 25 – Feb 1, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago

Make this trip yours

RIC ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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All dates for this routeJan 24, 2027 · Return optionsJan 26, 2027 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

Richmond (RIC) to Chicago (MDW), Jan 25, 2027 – Feb 1, 2027: from $320 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $320 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Jan 25, 2027 – Feb 1, 2027, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2027-01-25 → 2027-02-01Southwest AirlinesWN4353 / WN441008:10:00→09:15:00 2h 05m nonstop · 19:10:00→22:05:00 1h 55m nonstopAxel-exclusive $330.002026-10-29T01:04:28Z
2027-01-25 → 2027-02-01Delta Air LinesDL5055 + DL4677 / DL2417 + DL126312:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATLAxel-exclusive $410.002026-10-29T01:04:28Z
2027-01-25 → 2027-02-01Southwest AirlinesWN909 + WN1072 / WN441016:40:00→20:15:00 4h 35m 1 stop via BWI · 19:10:00→22:05:00 1h 55m nonstopAxel-exclusive $320.002026-10-29T01:04:28Z
2027-01-25 → 2027-02-01Southwest AirlinesWN382 + WN2062 / WN441012:15:00→16:15:00 5h 00m 1 stop via BNA · 19:10:00→22:05:00 1h 55m nonstopAxel-exclusive $320.002026-10-29T01:04:28Z
2027-01-25 → 2027-02-01Delta Air LinesDL1460 + DL1063 / DL2417 + DL126305:23:00→10:00:00 5h 37m 1 stop via ATL · 13:02:00→20:33:00 6h 31m 1 stop via ATLAxel-exclusive $410.002026-10-29T01:04:28Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Chicago

Route overview: Richmond to Chicago (MDW) flight deals

2027-01-25 → 2027-02-01 · Axel-exclusive $330.00

  • Southwest Airlines WN4353: RIC 2027-01-25 08:10:00 → MDW 2027-01-25 09:15:00; nonstop; 125 minutes. Local airport times.
  • Southwest Airlines WN4410: MDW 2027-02-01 19:10:00 → RIC 2027-02-01 22:05:00; nonstop; 115 minutes. Local airport times.

2027-01-25 → 2027-02-01 · Axel-exclusive $410.00

  • Delta Air Lines DL5055 / DL4677: RIC 2027-01-25 12:59:00 → MDW 2027-01-25 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
    • DL5055: RIC 2027-01-25 12:59:00 → DTW 2027-01-25 15:00:00; layover at DTW: 160 minutes.
    • DL4677: DTW 2027-01-25 17:40:00 → MDW 2027-01-25 18:01:00.
  • Delta Air Lines DL2417 / DL1263: MDW 2027-02-01 13:02:00 → RIC 2027-02-01 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
    • DL2417: MDW 2027-02-01 13:02:00 → ATL 2027-02-01 16:01:00; layover at ATL: 178 minutes.
    • DL1263: ATL 2027-02-01 18:59:00 → RIC 2027-02-01 20:33:00.

2027-01-25 → 2027-02-01 · Axel-exclusive $320.00

  • Southwest Airlines WN909 / WN1072: RIC 2027-01-25 16:40:00 → MDW 2027-01-25 20:15:00; 1 stop(s) via BWI; 275 minutes. Local airport times.
    • WN909: RIC 2027-01-25 16:40:00 → BWI 2027-01-25 17:35:00; layover at BWI: 95 minutes.
    • WN1072: BWI 2027-01-25 19:10:00 → MDW 2027-01-25 20:15:00.
  • Southwest Airlines WN4410: MDW 2027-02-01 19:10:00 → RIC 2027-02-01 22:05:00; nonstop; 115 minutes. Local airport times.

2027-01-25 → 2027-02-01 · Axel-exclusive $320.00

  • Southwest Airlines WN382 / WN2062: RIC 2027-01-25 12:15:00 → MDW 2027-01-25 16:15:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN382: RIC 2027-01-25 12:15:00 → BNA 2027-01-25 13:05:00; layover at BNA: 100 minutes.
    • WN2062: BNA 2027-01-25 14:45:00 → MDW 2027-01-25 16:15:00.
  • Southwest Airlines WN4410: MDW 2027-02-01 19:10:00 → RIC 2027-02-01 22:05:00; nonstop; 115 minutes. Local airport times.

2027-01-25 → 2027-02-01 · Axel-exclusive $410.00

  • Delta Air Lines DL1460 / DL1063: RIC 2027-01-25 05:23:00 → MDW 2027-01-25 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
    • DL1460: RIC 2027-01-25 05:23:00 → ATL 2027-01-25 07:18:00; layover at ATL: 97 minutes.
    • DL1063: ATL 2027-01-25 08:55:00 → MDW 2027-01-25 10:00:00.
  • Delta Air Lines DL2417 / DL1263: MDW 2027-02-01 13:02:00 → RIC 2027-02-01 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
    • DL2417: MDW 2027-02-01 13:02:00 → ATL 2027-02-01 16:01:00; layover at ATL: 178 minutes.
    • DL1263: ATL 2027-02-01 18:59:00 → RIC 2027-02-01 20:33:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

  • This page: Richmond (RIC) to Chicago (MDW) · Jan 25, 2027 · return Feb 1, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
  • Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Richmond to Chicago (MDW) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.