Philadelphia (PHL) to Chicago (MDW), Jan 17, 2027: round trips from $171, one way from $90

Philadelphia (PHL) to Chicago (MDW), Jan 17, 2027: round trips from $171, one way from $90 on Axel, checked Oct 29, 2026. Lowest published fares: $171 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Jan 17–18, 2027; $90 one way, Axel-exclusive, Frontier Airlines, 1 stop, Jan 17, 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.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time 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 issuance times 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 lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Jan 17–18, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $73 total · 4★ Freehand Chicago, $72 total · 5★ Sofitel Chicago Magnificent Mile, $206 total
• Hotels in Chicago for these nights (Jan 17–19, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $140 total · 4★ Freehand Chicago, $144 total · 5★ Sofitel Chicago Magnificent Mile, $433 total
• Hotels in Chicago for these nights (Jan 17–20, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $214 total · 4★ Freehand Chicago, $216 total · 5★ Sofitel Chicago Magnificent Mile, $639 total
• Hotels in Chicago for these nights (Jan 17–21, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Versey, $287 total · 4★ Freehand Chicago, $289 total · 5★ Sofitel Chicago Magnificent Mile, $897 total
• Hotels in Chicago for these nights (Jan 17–22, 2027 · 5 nights · 2 adults, 1 room): 3★ Hotel Versey, $360 total · 4★ Freehand Chicago, $361 total · 5★ Sofitel Chicago Magnificent Mile, $1,106 total
• Hotels in Chicago for these nights (Jan 17–23, 2027 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey, $462 total · 4★ Freehand Chicago, $441 total · 5★ Sofitel Chicago Magnificent Mile, $1,355 total
• Hotels in Chicago for these nights (Jan 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $542 total · 4★ Freehand Chicago, $519 total · 5★ Sofitel Chicago Magnificent Mile, $1,942 total
• Hotels in Chicago for these nights (Jan 17–25, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $612 total · 4★ Freehand Chicago, $591 total · 5★ Nobu Hotel Chicago, $3,127 total
• Hotels in Chicago for these nights (Jan 17–26, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $685 total · 4★ Freehand Chicago, $662 total · 5★ Nobu Hotel Chicago, $3,560 total
• Hotels in Chicago for these nights (Jan 17–27, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $766 total · 4★ Freehand Chicago, $734 total · 5★ Nobu Hotel Chicago, $3,988 total
• Hotels in Chicago for these nights (Jan 17–28, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $839 total · 4★ Freehand Chicago, $806 total · 5★ Nobu Hotel Chicago, $4,375 total
• Hotels in Chicago for these nights (Jan 17–29, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $912 total · 4★ Freehand Chicago, $877 total · 5★ Nobu Hotel Chicago, $4,747 total
• Hotels in Chicago for these nights (Jan 17–30, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $997 total · 4★ Freehand Chicago, $955 total · 5★ Nobu Hotel Chicago, $5,134 total
• Hotels in Chicago for these nights (Jan 17–31, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,070 total · 4★ Freehand Chicago, $1,035 total · 5★ Nobu Hotel Chicago, $5,510 total

All hotels in Chicago

Route overview: Philadelphia to Chicago (MDW) flight deals

2027-01-17 · one way · Axel-exclusive $90.25

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.

2027-01-17 · one way · Axel-exclusive $142.50

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.

2027-01-17 → 2027-01-18 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-18 12:28:00 → PHL 2027-01-18 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-18 12:28:00 → ATL 2027-01-18 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-18 18:58:00 → PHL 2027-01-18 21:07:00.

2027-01-17 → 2027-01-18 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2941: MDW 2027-01-18 11:25:00 → PHL 2027-01-18 14:15:00; nonstop; 110 minutes. Local airport times.

2027-01-17 → 2027-01-19 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-19 12:28:00 → PHL 2027-01-19 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-19 12:28:00 → ATL 2027-01-19 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-19 18:58:00 → PHL 2027-01-19 21:07:00.

2027-01-17 → 2027-01-19 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2941: MDW 2027-01-19 11:25:00 → PHL 2027-01-19 14:15:00; nonstop; 110 minutes. Local airport times.

2027-01-17 → 2027-01-20 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-20 12:28:00 → PHL 2027-01-20 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-20 12:28:00 → ATL 2027-01-20 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-20 18:58:00 → PHL 2027-01-20 21:07:00.

2027-01-17 → 2027-01-20 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN4363: MDW 2027-01-20 07:35:00 → PHL 2027-01-20 10:25:00; nonstop; 110 minutes. Local airport times.

2027-01-17 → 2027-01-21 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-21 12:28:00 → PHL 2027-01-21 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-21 12:28:00 → ATL 2027-01-21 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-21 18:58:00 → PHL 2027-01-21 21:07:00.

2027-01-17 → 2027-01-21 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN4363: MDW 2027-01-21 07:35:00 → PHL 2027-01-21 10:25:00; nonstop; 110 minutes. Local airport times.

2027-01-17 → 2027-01-23 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-23 12:28:00 → PHL 2027-01-23 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-23 12:28:00 → ATL 2027-01-23 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-23 18:58:00 → PHL 2027-01-23 21:07:00.

2027-01-17 → 2027-01-23 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN883: MDW 2027-01-23 15:40:00 → PHL 2027-01-23 18:35:00; nonstop; 115 minutes. Local airport times.

2027-01-17 → 2027-01-24 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-24 12:28:00 → PHL 2027-01-24 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-24 12:28:00 → ATL 2027-01-24 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-24 18:58:00 → PHL 2027-01-24 21:07:00.

2027-01-17 → 2027-01-24 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN4363: MDW 2027-01-24 07:35:00 → PHL 2027-01-24 10:25:00; nonstop; 110 minutes. Local airport times.

2027-01-17 → 2027-01-25 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-25 12:28:00 → PHL 2027-01-25 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-25 12:28:00 → ATL 2027-01-25 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-25 18:58:00 → PHL 2027-01-25 21:07:00.

2027-01-17 → 2027-01-25 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2941: MDW 2027-01-25 11:25:00 → PHL 2027-01-25 14:15:00; nonstop; 110 minutes. Local airport times.

2027-01-17 → 2027-01-27 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-27 12:28:00 → PHL 2027-01-27 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-27 12:28:00 → ATL 2027-01-27 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-27 18:58:00 → PHL 2027-01-27 21:07:00.

2027-01-17 → 2027-01-27 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN4363: MDW 2027-01-27 07:35:00 → PHL 2027-01-27 10:25:00; nonstop; 110 minutes. Local airport times.

2027-01-17 → 2027-01-28 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-28 12:28:00 → PHL 2027-01-28 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-28 12:28:00 → ATL 2027-01-28 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-28 18:58:00 → PHL 2027-01-28 21:07:00.

2027-01-17 → 2027-01-28 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN4363: MDW 2027-01-28 07:35:00 → PHL 2027-01-28 10:25:00; nonstop; 110 minutes. Local airport times.

2027-01-17 → 2027-01-29 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-29 12:28:00 → PHL 2027-01-29 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-29 12:28:00 → ATL 2027-01-29 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-29 18:58:00 → PHL 2027-01-29 21:07:00.

2027-01-17 → 2027-01-29 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2993: MDW 2027-01-29 15:50:00 → PHL 2027-01-29 18:45:00; nonstop; 115 minutes. Local airport times.

2027-01-17 → 2027-01-31 · Axel-exclusive $171.00

• Frontier Airlines F91147 / F92291: PHL 2027-01-17 17:14:00 → MDW 2027-01-17 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2027-01-17 17:14:00 → ATL 2027-01-17 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2027-01-17 22:48:00 → MDW 2027-01-17 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2027-01-31 12:28:00 → PHL 2027-01-31 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2027-01-31 12:28:00 → ATL 2027-01-31 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2027-01-31 18:58:00 → PHL 2027-01-31 21:07:00.

2027-01-17 → 2027-01-31 · Axel-exclusive $266.00

• Southwest Airlines WN3372: PHL 2027-01-17 07:40:00 → MDW 2027-01-17 09:05:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN4363: MDW 2027-01-31 07:35:00 → PHL 2027-01-31 10:25:00; nonstop; 110 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 16, 2027 · Return options
• Jan 18, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Philadelphia (PHL) to Chicago (MDW) · Jan 17, 2027 · choose your return date: 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 row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); 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 Philadelphia 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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