Richmond (RIC) to Chicago (MDW), Jan 30, 2027: round trips from $330, one way from $175

Richmond (RIC) to Chicago (MDW), Jan 30, 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 30–31, 2027; $175 one way, Axel-exclusive, Southwest Airlines, nonstop, Jan 30, 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.

Exact travel dates Airline Flights Times, duration, stops Total price Price checked
2027-01-30 · one way Southwest Airlines WN4353 08:10:00→09:15:00 2h 05m nonstop Axel-exclusive $175.00 Nov 10, 2026
2027-01-30 · one way Delta Air Lines DL5055 + DL4677 12:59:00→18:01:00 6h 02m 1 stop via DTW Axel-exclusive $220.00 Nov 10, 2026
2027-01-30 → 2027-01-31 Southwest Airlines WN4353 / WN4410 08:10:00→09:15:00 2h 05m nonstop · 19:00:00→22:00:00 2h 00m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-01-31 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-01 Southwest Airlines WN4353 / WN4410 08:10:00→09:15:00 2h 05m nonstop · 19:10:00→22:05:00 1h 55m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-01 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-02 Southwest Airlines WN4353 / WN909 08:10:00→09:15:00 2h 05m nonstop · 13:15:00→16:00:00 1h 45m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-02 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-03 Southwest Airlines WN4353 / WN4410 08:10:00→09:15:00 2h 05m nonstop · 19:10:00→22:05:00 1h 55m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-03 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-04 Southwest Airlines WN4353 / WN1353 08:10:00→09:15:00 2h 05m nonstop · 12:45:00→15:35:00 1h 50m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-04 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-05 Southwest Airlines WN4353 / WN909 08:10:00→09:15:00 2h 05m nonstop · 13:15:00→16:00:00 1h 45m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-05 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-06 Southwest Airlines WN4353 / WN1353 08:10:00→09:15:00 2h 05m nonstop · 12:45:00→15:35:00 1h 50m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-06 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-07 Southwest Airlines WN4353 / WN4410 08:10:00→09:15:00 2h 05m nonstop · 19:00:00→22:00:00 2h 00m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-07 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-08 Southwest Airlines WN4353 / WN4410 08:10:00→09:15:00 2h 05m nonstop · 19:10:00→22:05:00 1h 55m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-08 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-09 Southwest Airlines WN4353 / WN909 08:10:00→09:15:00 2h 05m nonstop · 13:15:00→16:00:00 1h 45m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-09 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-10 Southwest Airlines WN4353 / WN4410 08:10:00→09:15:00 2h 05m nonstop · 19:10:00→22:05:00 1h 55m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-10 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-11 Southwest Airlines WN4353 / WN1353 08:10:00→09:15:00 2h 05m nonstop · 12:45:00→15:35:00 1h 50m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-11 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-12 Southwest Airlines WN4353 / WN909 08:10:00→09:15:00 2h 05m nonstop · 13:15:00→16:00:00 1h 45m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-12 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026
2027-01-30 → 2027-02-13 Southwest Airlines WN4353 / WN1353 08:10:00→09:15:00 2h 05m nonstop · 12:45:00→15:35:00 1h 50m nonstop Axel-exclusive $330.00 Nov 10, 2026
2027-01-30 → 2027-02-13 Delta Air Lines DL5055 + DL4677 / DL2417 + DL1263 12:59:00→18:01:00 6h 02m 1 stop via DTW · 13:02:00→20:33:00 6h 31m 1 stop via ATL Axel-exclusive $410.00 Nov 10, 2026

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.

All hotels in Chicago

Route overview: Richmond to Chicago (MDW) flight deals

2027-01-30 · one way · Axel-exclusive $175.00

2027-01-30 · one way · Axel-exclusive $220.00

2027-01-30 → 2027-01-31 · Axel-exclusive $330.00

2027-01-30 → 2027-01-31 · Axel-exclusive $410.00

2027-01-30 → 2027-02-01 · Axel-exclusive $330.00

2027-01-30 → 2027-02-01 · Axel-exclusive $410.00

2027-01-30 → 2027-02-02 · Axel-exclusive $330.00

2027-01-30 → 2027-02-02 · Axel-exclusive $410.00

2027-01-30 → 2027-02-03 · Axel-exclusive $330.00

2027-01-30 → 2027-02-03 · Axel-exclusive $410.00

2027-01-30 → 2027-02-05 · Axel-exclusive $330.00

2027-01-30 → 2027-02-05 · Axel-exclusive $410.00

2027-01-30 → 2027-02-06 · Axel-exclusive $330.00

2027-01-30 → 2027-02-06 · Axel-exclusive $410.00

2027-01-30 → 2027-02-07 · Axel-exclusive $330.00

2027-01-30 → 2027-02-07 · Axel-exclusive $410.00

2027-01-30 → 2027-02-09 · Axel-exclusive $330.00

2027-01-30 → 2027-02-09 · Axel-exclusive $410.00

2027-01-30 → 2027-02-10 · Axel-exclusive $330.00

2027-01-30 → 2027-02-10 · Axel-exclusive $410.00

2027-01-30 → 2027-02-11 · Axel-exclusive $330.00

2027-01-30 → 2027-02-11 · Axel-exclusive $410.00

2027-01-30 → 2027-02-13 · Axel-exclusive $330.00

2027-01-30 → 2027-02-13 · Axel-exclusive $410.00

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