Richmond (RIC) to Chicago (MDW), Jan 28, 2027: round trips from $330, one way from $175

Richmond (RIC) to Chicago (MDW), Jan 28, 2027: round trips from $330, one way from $175 on Axel, checked Nov 10, 2026. Lowest published fares: $330 round trip, Axel-exclusive, Southwest Airlines, nonstop, Jan 28–29, 2027; $175 one way, Axel-exclusive, Southwest Airlines, nonstop, Jan 28, 2027; 1 adult, economy, checked Nov 10, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Jan 28–29, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $75 a night · 4★ Warwick Allerton - Chicago, $100 a night · 5★ Sofitel Chicago Magnificent Mile, $262 a night
• Hotels in Chicago for these nights (Jan 28–30, 2027 · 2 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $80 a night, $159 for 2 nights · 4★ Warwick Allerton - Chicago, $102 a night, $203 for 2 nights · 5★ Sofitel Chicago Magnificent Mile, $260 a night, $520 for 2 nights
• Hotels in Chicago for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $78 a night, $234 for 3 nights · 4★ Warwick Allerton - Chicago, $101 a night, $303 for 3 nights · 5★ Sofitel Chicago Magnificent Mile, $259 a night, $778 for 3 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 1, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $79 a night, $317 for 4 nights · 4★ Warwick Allerton - Chicago, $99 a night, $395 for 4 nights · 5★ Sofitel Chicago Magnificent Mile, $260 a night, $1,040 for 4 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 2, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $81 a night, $406 for 5 nights · 4★ Warwick Allerton - Chicago, $97 a night, $484 for 5 nights · 5★ Sofitel Chicago Magnificent Mile, $260 a night, $1,298 for 5 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 3, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $83 a night, $495 for 6 nights · 4★ Warwick Allerton - Chicago, $96 a night, $578 for 6 nights · 5★ Sofitel Chicago Magnificent Mile, $260 a night, $1,560 for 6 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 4, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $83 a night, $584 for 7 nights · 4★ Warwick Allerton - Chicago, $95 a night, $667 for 7 nights · 5★ Sofitel Chicago Magnificent Mile, $260 a night, $1,822 for 7 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 5, 2027 · 8 nights · 2 adults, 1 room): 3★ Hotel Versey, $83 a night, $662 for 8 nights · 4★ Warwick Allerton - Chicago, $94 a night, $753 for 8 nights · 5★ Sofitel Chicago Magnificent Mile, $261 a night, $2,084 for 8 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 6, 2027 · 9 nights · 2 adults, 1 room): 3★ Hotel Versey, $85 a night, $764 for 9 nights · 4★ Warwick Allerton - Chicago, $94 a night, $845 for 9 nights · 5★ Sofitel Chicago Magnificent Mile, $261 a night, $2,348 for 9 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 7, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $86 a night, $861 for 10 nights · 4★ Warwick Allerton - Chicago, $93 a night, $934 for 10 nights · 5★ Sofitel Chicago Magnificent Mile, $261 a night, $2,610 for 10 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 8, 2027 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $87 a night, $960 for 11 nights · 4★ Warwick Allerton - Chicago, $93 a night, $1,026 for 11 nights · 5★ Sofitel Chicago Magnificent Mile, $262 a night, $2,883 for 11 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 9, 2027 · 12 nights · 2 adults, 1 room): 3★ Hotel Versey, $87 a night, $1,043 for 12 nights · 4★ Warwick Allerton - Chicago, $93 a night, $1,112 for 12 nights · 5★ Sofitel Chicago Magnificent Mile, $262 a night, $3,145 for 12 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 10, 2027 · 13 nights · 2 adults, 1 room): 3★ Hotel Versey, $86 a night, $1,124 for 13 nights · 4★ Warwick Allerton - Chicago, $93 a night, $1,208 for 13 nights · 5★ Sofitel Chicago Magnificent Mile, $262 a night, $3,403 for 13 nights
• Hotels in Chicago for these nights (Jan 28 – Feb 11, 2027 · 14 nights · 2 adults, 1 room): 3★ Hotel Versey, $86 a night, $1,208 for 14 nights · 4★ Warwick Allerton - Chicago, $93 a night, $1,308 for 14 nights · 5★ Sofitel Chicago Magnificent Mile, $262 a night, $3,670 for 14 nights

All hotels in Chicago

Route overview: Richmond to Chicago (MDW) flight deals

2027-01-28 · one way · Axel-exclusive $175.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.

2027-01-28 · one way · Axel-exclusive $220.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.

2027-01-28 → 2027-01-29 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN909: MDW 2027-01-29 13:15:00 → RIC 2027-01-29 16:00:00; nonstop; 105 minutes. Local airport times.

2027-01-28 → 2027-01-29 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-01-29 13:02:00 → RIC 2027-01-29 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-01-29 13:02:00 → ATL 2027-01-29 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-01-29 18:59:00 → RIC 2027-01-29 20:33:00.

2027-01-28 → 2027-01-30 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN1353: MDW 2027-01-30 12:45:00 → RIC 2027-01-30 15:35:00; nonstop; 110 minutes. Local airport times.

2027-01-28 → 2027-01-30 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-01-30 13:02:00 → RIC 2027-01-30 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-01-30 13:02:00 → ATL 2027-01-30 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-01-30 18:59:00 → RIC 2027-01-30 20:33:00.

2027-01-28 → 2027-01-31 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN4410: MDW 2027-01-31 19:00:00 → RIC 2027-01-31 22:00:00; nonstop; 120 minutes. Local airport times.

2027-01-28 → 2027-01-31 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-01-31 13:02:00 → RIC 2027-01-31 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-01-31 13:02:00 → ATL 2027-01-31 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-01-31 18:59:00 → RIC 2027-01-31 20:33:00.

2027-01-28 → 2027-02-01 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; 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.

2027-01-28 → 2027-02-01 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 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.

2027-01-28 → 2027-02-03 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN4410: MDW 2027-02-03 19:10:00 → RIC 2027-02-03 22:05:00; nonstop; 115 minutes. Local airport times.

2027-01-28 → 2027-02-03 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-02-03 13:02:00 → RIC 2027-02-03 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-02-03 13:02:00 → ATL 2027-02-03 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-02-03 18:59:00 → RIC 2027-02-03 20:33:00.

2027-01-28 → 2027-02-04 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN1353: MDW 2027-02-04 12:45:00 → RIC 2027-02-04 15:35:00; nonstop; 110 minutes. Local airport times.

2027-01-28 → 2027-02-04 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-02-04 13:02:00 → RIC 2027-02-04 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-02-04 13:02:00 → ATL 2027-02-04 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-02-04 18:59:00 → RIC 2027-02-04 20:33:00.

2027-01-28 → 2027-02-05 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN909: MDW 2027-02-05 13:15:00 → RIC 2027-02-05 16:00:00; nonstop; 105 minutes. Local airport times.

2027-01-28 → 2027-02-05 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-02-05 13:02:00 → RIC 2027-02-05 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-02-05 13:02:00 → ATL 2027-02-05 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-02-05 18:59:00 → RIC 2027-02-05 20:33:00.

2027-01-28 → 2027-02-07 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN4410: MDW 2027-02-07 19:00:00 → RIC 2027-02-07 22:00:00; nonstop; 120 minutes. Local airport times.

2027-01-28 → 2027-02-07 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-02-07 13:02:00 → RIC 2027-02-07 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-02-07 13:02:00 → ATL 2027-02-07 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-02-07 18:59:00 → RIC 2027-02-07 20:33:00.

2027-01-28 → 2027-02-08 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN4410: MDW 2027-02-08 19:10:00 → RIC 2027-02-08 22:05:00; nonstop; 115 minutes. Local airport times.

2027-01-28 → 2027-02-08 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-02-08 13:02:00 → RIC 2027-02-08 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-02-08 13:02:00 → ATL 2027-02-08 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-02-08 18:59:00 → RIC 2027-02-08 20:33:00.

2027-01-28 → 2027-02-09 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN909: MDW 2027-02-09 13:15:00 → RIC 2027-02-09 16:00:00; nonstop; 105 minutes. Local airport times.

2027-01-28 → 2027-02-09 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-02-09 13:02:00 → RIC 2027-02-09 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-02-09 13:02:00 → ATL 2027-02-09 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-02-09 18:59:00 → RIC 2027-02-09 20:33:00.

2027-01-28 → 2027-02-11 · Axel-exclusive $330.00

• Southwest Airlines WN1191: RIC 2027-01-28 07:05:00 → MDW 2027-01-28 08:10:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN1353: MDW 2027-02-11 12:45:00 → RIC 2027-02-11 15:35:00; nonstop; 110 minutes. Local airport times.

2027-01-28 → 2027-02-11 · Axel-exclusive $410.00

• Delta Air Lines DL1460 / DL1063: RIC 2027-01-28 05:23:00 → MDW 2027-01-28 10:00:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1460: RIC 2027-01-28 05:23:00 → ATL 2027-01-28 07:18:00; layover at ATL: 97 minutes.
  • DL1063: ATL 2027-01-28 08:55:00 → MDW 2027-01-28 10:00:00.
• Delta Air Lines DL2417 / DL1263: MDW 2027-02-11 13:02:00 → RIC 2027-02-11 20:33:00; 1 stop(s) via ATL; 391 minutes. Local airport times.
  • DL2417: MDW 2027-02-11 13:02:00 → ATL 2027-02-11 16:01:00; layover at ATL: 178 minutes.
  • DL1263: ATL 2027-02-11 18:59:00 → RIC 2027-02-11 20:33:00.

Explore this route

• All dates for this route
• Jan 27, 2027 · Return options
• Jan 29, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Richmond (RIC) to Chicago (MDW) · Jan 28, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. 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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
• Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested 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.

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