West Palm Beach (PBI) to Chicago (ORD), Jun 29, 2027: round trips from $275, one way from $145

West Palm Beach (PBI) to Chicago (ORD), Jun 29, 2027: round trips from $275, one way from $145 on Axel, checked Oct 29, 2026. Lowest published fares: $275 round trip, Axel-exclusive, American Airlines, nonstop, Jun 29–30, 2027; $145 one way, Axel-exclusive, American Airlines, nonstop, Jun 29, 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 (Jun 29–30, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $218 total · 4★ Sentral Michigan Avenue, $210 total · 5★ Sofitel Chicago Magnificent Mile, $566 total
• Hotels in Chicago for these nights (Jun 29 – Jul 1, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $432 total · 4★ Sentral Michigan Avenue, $434 total · 5★ Sofitel Chicago Magnificent Mile, $1,073 total
• Hotels in Chicago for these nights (Jun 29 – Jul 2, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $649 total · 4★ Sentral Michigan Avenue, $661 total · 5★ Sofitel Chicago Magnificent Mile, $1,490 total
• Hotels in Chicago for these nights (Jun 29 – Jul 3, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Versey, $911 total · 4★ Warwick Allerton - Chicago, $872 total · 5★ Sofitel Chicago Magnificent Mile, $1,884 total
• Hotels in Chicago for these nights (Jun 29 – Jul 4, 2027 · 5 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,167 total · 4★ Warwick Allerton - Chicago, $1,076 total · 5★ Sofitel Chicago Magnificent Mile, $2,341 total
• Hotels in Chicago for these nights (Jun 29 – Jul 5, 2027 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,429 total · 4★ Warwick Allerton - Chicago, $1,281 total · 5★ Sofitel Chicago Magnificent Mile, $2,857 total
• Hotels in Chicago for these nights (Jun 29 – Jul 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,631 total · 4★ Warwick Allerton - Chicago, $1,454 total · 5★ Sofitel Chicago Magnificent Mile, $3,258 total
• Hotels in Chicago for these nights (Jun 29 – Jul 7, 2027 · 8 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,829 total · 4★ Warwick Allerton - Chicago, $1,628 total · 5★ Sofitel Chicago Magnificent Mile, $3,723 total
• Hotels in Chicago for these nights (Jun 29 – Jul 8, 2027 · 9 nights · 2 adults, 1 room): 3★ Hotel Versey, $2,027 total · 4★ Warwick Allerton - Chicago, $1,805 total · 5★ Sofitel Chicago Magnificent Mile, $4,190 total
• Hotels in Chicago for these nights (Jun 29 – Jul 9, 2027 · 10 nights · 2 adults, 1 room): 3★ Hotel Versey, $2,244 total · 4★ Warwick Allerton - Chicago, $1,989 total · 5★ Sofitel Chicago Magnificent Mile, $4,665 total
• Hotels in Chicago for these nights (Jun 29 – Jul 10, 2027 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $2,603 total · 4★ Warwick Allerton - Chicago, $2,188 total · 5★ Sofitel Chicago Magnificent Mile, $5,251 total
• Hotels in Chicago for these nights (Jun 29 – Jul 11, 2027 · 12 nights · 2 adults, 1 room): 3★ Hotel Versey, $2,970 total · 4★ Warwick Allerton - Chicago, $2,411 total · 5★ Sofitel Chicago Magnificent Mile, $5,952 total
• Hotels in Chicago for these nights (Jun 29 – Jul 12, 2027 · 13 nights · 2 adults, 1 room): 3★ Hotel Versey, $3,419 total · 4★ Warwick Allerton - Chicago, $2,658 total · 5★ Sofitel Chicago Magnificent Mile, $6,488 total
• Hotels in Chicago for these nights (Jun 29 – Jul 13, 2027 · 14 nights · 2 adults, 1 room): 3★ Hotel Versey, $3,926 total · 4★ Warwick Allerton - Chicago, $2,927 total · 5★ Nobu Hotel Chicago, $7,912 total

All hotels in Chicago

Route overview: West Palm Beach to Chicago (ORD) flight deals

2027-06-29 · one way · Axel-exclusive $145.00

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.

2027-06-29 · one way · Axel-exclusive $150.00

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.

2027-06-29 → 2027-06-30 · Axel-exclusive $275.00

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA564: ORD 2027-06-30 10:30:00 → PBI 2027-06-30 14:45:00; nonstop; 195 minutes. Local airport times.

2027-06-29 → 2027-06-30 · Axel-exclusive $285.00

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA2342: ORD 2027-06-30 10:58:00 → PBI 2027-06-30 15:20:00; nonstop; 202 minutes. Local airport times.

2027-06-29 → 2027-07-01 · Axel-exclusive $302.50

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA2741: ORD 2027-07-01 06:49:00 → PBI 2027-07-01 10:51:00; nonstop; 182 minutes. Local airport times.

2027-06-29 → 2027-07-01 · Axel-exclusive $313.50

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA1575: ORD 2027-07-01 07:07:00 → PBI 2027-07-01 11:21:00; nonstop; 194 minutes. Local airport times.

2027-06-29 → 2027-07-02 · Axel-exclusive $302.50

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA575: ORD 2027-07-02 11:00:00 → PBI 2027-07-02 15:17:00; nonstop; 197 minutes. Local airport times.

2027-06-29 → 2027-07-02 · Axel-exclusive $313.50

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA2653: ORD 2027-07-02 10:49:00 → PBI 2027-07-02 15:11:00; nonstop; 202 minutes. Local airport times.

2027-06-29 → 2027-07-03 · Axel-exclusive $302.50

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA575: ORD 2027-07-03 11:00:00 → PBI 2027-07-03 15:17:00; nonstop; 197 minutes. Local airport times.

2027-06-29 → 2027-07-03 · Axel-exclusive $313.50

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA2018: ORD 2027-07-03 17:54:00 → PBI 2027-07-03 22:13:00; nonstop; 199 minutes. Local airport times.

2027-06-29 → 2027-07-05 · Axel-exclusive $302.50

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA575: ORD 2027-07-05 11:00:00 → PBI 2027-07-05 15:17:00; nonstop; 197 minutes. Local airport times.

2027-06-29 → 2027-07-05 · Axel-exclusive $313.50

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA729: ORD 2027-07-05 08:50:00 → PBI 2027-07-05 13:12:00; nonstop; 202 minutes. Local airport times.

2027-06-29 → 2027-07-06 · Axel-exclusive $302.50

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA564: ORD 2027-07-06 10:00:00 → PBI 2027-07-06 14:15:00; nonstop; 195 minutes. Local airport times.

2027-06-29 → 2027-07-06 · Axel-exclusive $313.50

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA1575: ORD 2027-07-06 07:07:00 → PBI 2027-07-06 11:21:00; nonstop; 194 minutes. Local airport times.

2027-06-29 → 2027-07-07 · Axel-exclusive $275.00

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA564: ORD 2027-07-07 10:30:00 → PBI 2027-07-07 14:45:00; nonstop; 195 minutes. Local airport times.

2027-06-29 → 2027-07-07 · Axel-exclusive $285.00

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA2342: ORD 2027-07-07 10:58:00 → PBI 2027-07-07 15:20:00; nonstop; 202 minutes. Local airport times.

2027-06-29 → 2027-07-09 · Axel-exclusive $275.00

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA575: ORD 2027-07-09 11:00:00 → PBI 2027-07-09 15:17:00; nonstop; 197 minutes. Local airport times.

2027-06-29 → 2027-07-09 · Axel-exclusive $285.00

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA2653: ORD 2027-07-09 10:49:00 → PBI 2027-07-09 15:11:00; nonstop; 202 minutes. Local airport times.

2027-06-29 → 2027-07-10 · Axel-exclusive $275.00

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA575: ORD 2027-07-10 11:00:00 → PBI 2027-07-10 15:17:00; nonstop; 197 minutes. Local airport times.

2027-06-29 → 2027-07-10 · Axel-exclusive $285.00

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA2018: ORD 2027-07-10 17:54:00 → PBI 2027-07-10 22:13:00; nonstop; 199 minutes. Local airport times.

2027-06-29 → 2027-07-11 · Axel-exclusive $275.00

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA1413: ORD 2027-07-11 19:16:00 → PBI 2027-07-11 23:27:00; nonstop; 191 minutes. Local airport times.

2027-06-29 → 2027-07-11 · Axel-exclusive $285.00

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA2653: ORD 2027-07-11 10:49:00 → PBI 2027-07-11 15:11:00; nonstop; 202 minutes. Local airport times.

2027-06-29 → 2027-07-13 · Axel-exclusive $275.00

• American Airlines AA575: PBI 2027-06-29 13:07:00 → ORD 2027-06-29 15:30:00; nonstop; 203 minutes. Local airport times.
• American Airlines AA564: ORD 2027-07-13 10:00:00 → PBI 2027-07-13 14:15:00; nonstop; 195 minutes. Local airport times.

2027-06-29 → 2027-07-13 · Axel-exclusive $285.00

• United Airlines UA1616: PBI 2027-06-29 12:23:00 → ORD 2027-06-29 14:51:00; nonstop; 208 minutes. Local airport times.
• United Airlines UA1575: ORD 2027-07-13 07:07:00 → PBI 2027-07-13 11:21:00; nonstop; 194 minutes. Local airport times.

Explore this route

• All dates for this route
• Jun 28, 2027 · Return options
• Jun 30, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: West Palm Beach (PBI) to Chicago (ORD) · Jun 29, 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.
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