Flights from Chicago O'Hare

Curated weekend trip ideas. Prices are indicative from recent updates — verify availability before booking.

Last synced: Thu 19:00

Outbound partner clickouts are enabled only for deals updated in the last 72h.

SortPrice Freshness ScoreViewBest per destination All dates

SourceAll Amadeus Aviasales

StopsDirect 1 stop 2+ stops All

AirlineAll AA AC AS AV CX F9 FI JU KE LH MS PD TK UA+2 more

Showing 38 destinations • From 58 matching deals

ORD → Fort Lauderdale (FLL)

2026-08-19 → 2026-08-27 • Direct • 3h

[Out: Wed 13:05 → Wed 16:05 • 3h] — [Stay: 7d 22h] — [Back: Thu 14:18 → Thu 17:18 • 3h]

F9Source: Aviasales (cached)

See more dates for FLL• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 97

Updated ~37h agoExpires in ~10h

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ORD → Atlanta (ATL)

2026-08-06 → 2026-08-09 • Direct • 2h 20m

[Out: Thu 18:50 → Thu 21:10 • 2h 20m] — [Stay: 2d 14h] — [Back: Sun 10:44 → Sun 13:04 • 2h 20m]

Source: Aviasales (cached)

See more dates for ATL• Inserted 2026-07-15 · Wed 19:00• Cached since 2026-07-16 · Thu 04:07• Synced 2026-07-16 · Thu 19:00

Est. USD 113

Cached ~24h agoExpires in ~1d

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ORD → ORL

2026-08-26 → 2026-08-31 • Direct • 3h 10m

[Out: Wed 22:59 → Thu 02:09 • 3h 10m] — [Stay: 4d 23h] — [Back: Tue 01:00 → Tue 04:10 • 3h 10m]

Source: Aviasales (cached)

See more dates for ORL• Inserted 2026-07-13 · Mon 01:00• Cached since 2026-07-15 · Wed 18:07• Synced 2026-07-16 · Thu 19:00

Est. USD 137

Cached ~90h agoExpires in ~2d

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ORD → Las Vegas (LAS)

2026-08-27 → 2026-08-28 • Direct • 3h

[Out: Fri 01:11 → Fri 04:11 • 3h] — [Stay: 16h] — [Back: Fri 19:56 → Fri 22:56 • 3h]

F9Source: Aviasales (cached)

See more dates for LAS• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 142

Updated ~37h agoExpires in ~10h

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ORD → New York (NYC)

2026-08-24 → 2026-08-31 • Direct • 3h

[Out: Mon 23:29 → Tue 02:29 • 3h] — [Stay: 6d 16h] — [Back: Mon 18:29 → Mon 21:29 • 3h]

UASource: Aviasales (cached)

See more dates for NYC• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 144

Updated ~37h agoExpires in ~10h

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ORD → New Orleans (MSY)

2026-08-14 → 2026-08-18 • Direct • 3h

[Out: Fri 12:00 → Fri 15:00 • 3h] — [Stay: 4d] — [Back: Tue 15:24 → Tue 18:24 • 3h]

UASource: Aviasales (cached)

See more dates for MSY• Inserted 2026-07-16 · Thu 18:00• Synced 2026-07-16 · Thu 19:00

Est. USD 167

Updated ~1h agoExpires in ~2d

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ORD → Dallas (DFW)

2026-08-10 → 2026-08-12 • Direct • 2h 47m

[Out: Mon 14:20 → Mon 17:07 • 2h 47m] — [Stay: 2d 1h] — [Back: Wed 18:17 → Wed 21:05 • 2h 48m]

Source: Aviasales (cached)

See more dates for DFW• Inserted 2026-07-16 · Thu 19:00• Cached since 2026-07-14 · Tue 21:43• Synced 2026-07-16 · Thu 19:00

Est. USD 216

Cached ~0h agoExpires in ~2d

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ORD → San Diego (SAN)

2026-08-11 → 2026-08-18 • Direct • 3h

[Out: Tue 11:20 → Tue 14:20 • 3h] — [Stay: 7d 10h] — [Back: Wed 24:23 → Wed 03:23 • 3h]

ASSource: Aviasales (cached)

See more dates for SAN• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 224

Updated ~37h agoExpires in ~10h

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ORD → YTO

2026-11-06 → 2026-11-08 • Direct • 1h 47m

[Out: Fri 17:45 → Fri 19:32 • 1h 47m] — [Stay: 2d 2h] — [Back: Sun 21:35 → Sun 23:23 • 1h 48m]

Source: Aviasales (cached)

See more dates for YTO• Inserted 2026-07-16 · Thu 01:00• Cached since 2026-07-15 · Wed 23:42• Synced 2026-07-16 · Thu 19:00

Est. USD 229

Cached ~18h agoExpires in ~1d

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ORD → San Francisco (SFO)

2026-10-03 → 2026-10-06 • Direct • 3h

[Out: Sat 11:07 → Sat 14:07 • 3h] — [Stay: 3d 8h] — [Back: Tue 22:00 → Wed 01:00 • 3h]

UASource: Aviasales (cached)

See more dates for SFO• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 236

Updated ~13h agoExpires in ~1d

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ORD → SAV

2026-09-14 → 2026-09-16 • Direct • 2h 31m

[Out: Mon 13:00 → Mon 15:31 • 2h 31m] — [Stay: 2d] — [Back: Wed 15:56 → Wed 18:28 • 2h 32m]

Source: Aviasales (cached)

See more dates for SAV• Inserted 2026-07-16 · Thu 01:00• Cached since 2026-07-16 · Thu 24:37• Synced 2026-07-16 · Thu 19:00

Est. USD 237

Cached ~18h agoExpires in ~1d

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ORD → TYS

2026-12-30 → 2027-01-05 • Direct • 1h 53m

[Out: Wed 14:20 → Wed 16:13 • 1h 53m] — [Stay: 6d] — [Back: Tue 16:35 → Tue 18:29 • 1h 54m]

Source: Aviasales (cached)

See more dates for TYS• Inserted 2026-07-15 · Wed 13:00• Cached since 2026-07-15 · Wed 11:55• Synced 2026-07-16 · Thu 19:00

Est. USD 251

Cached ~30h agoExpires in ~17h

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ORD → MBJ

2026-09-01 → 2026-09-05 • Direct • 3h

[Out: Tue 14:00 → Tue 17:00 • 3h] — [Stay: 4d 2h] — [Back: Sat 19:12 → Sat 22:12 • 3h]

AASource: Aviasales (cached)

See more dates for MBJ• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 262

Updated ~13h agoExpires in ~1d

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ORD → San Juan (SJU)

2026-08-20 → 2026-08-23 • Direct • 3h

[Out: Thu 05:44 → Thu 08:44 • 3h] — [Stay: 3d 15h] — [Back: Sun 23:14 → Mon 02:14 • 3h]

F9Source: Aviasales (cached)

See more dates for SJU• Inserted 2026-07-15 · Wed 18:00• Synced 2026-07-16 · Thu 19:00

Est. USD 271

Updated ~25h agoExpires in ~22h

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ORD → Guadalajara (GDL)

2026-10-01 → 2026-10-15 • Direct • 3h

[Out: Thu 17:30 → Thu 20:30 • 3h] — [Stay: 14d 3h] — [Back: Thu 23:52 → Fri 02:52 • 3h]

VBSource: Aviasales (cached)

See more dates for GDL• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 287

Updated ~37h agoExpires in ~10h

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ORD → MYR

2026-08-16 → 2026-08-20 • Direct • 2h 30m

[Out: Sun 16:27 → Sun 18:57 • 2h 30m] — [Stay: 4d 3h] — [Back: Thu 22:21 → Fri 24:52 • 2h 31m]

Source: Aviasales (cached)

See more dates for MYR• Inserted 2026-07-14 · Tue 19:00• Cached since 2026-07-14 · Tue 22:42• Synced 2026-07-16 · Thu 19:00

Est. USD 303

Cached ~48h agoExpires in ~5h

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ORD → San Jose (SJC)

2026-10-03 → 2026-10-06 • Direct • 3h

[Out: Sun 24:55 → Sun 03:55 • 3h] — [Stay: 2d 18h] — [Back: Tue 22:00 → Wed 01:00 • 3h]

UASource: Aviasales (cached)

See more dates for SJC• Inserted 2026-07-15 · Wed 18:00• Synced 2026-07-16 · Thu 19:00

Est. USD 310

Updated ~25h agoExpires in ~22h

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ORD → Seattle (SEA)

2026-07-23 → 2026-07-27 • Direct • 3h

[Out: Thu 11:00 → Thu 14:00 • 3h] — [Stay: 3d 17h] — [Back: Mon 07:17 → Mon 10:17 • 3h]

ASSource: Aviasales (cached)

See more dates for SEA• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 323

Updated ~13h agoExpires in ~16h

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ORD → YMQ

2026-09-03 → 2026-09-07 • Direct • 3h

[Out: Thu 13:40 → Thu 16:40 • 3h] — [Stay: 3d 20h] — [Back: Mon 12:40 → Mon 15:40 • 3h]

ACSource: Aviasales (cached)

See more dates for YMQ• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 345

Updated ~13h agoExpires in ~1d

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ORD → BJX

2026-08-17 → 2026-08-31 • Direct • 3h

[Out: Mon 06:59 → Mon 09:59 • 3h] — [Stay: 14d 14h] — [Back: Tue 24:07 → Tue 03:07 • 3h]

Y4Source: Aviasales (cached)

See more dates for BJX• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 347

Updated ~13h agoExpires in ~1d

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ORD → ANC

2026-08-27 → 2026-08-31 • Direct • 3h

[Out: Thu 12:20 → Thu 15:20 • 3h] — [Stay: 4d 15h] — [Back: Tue 06:28 → Tue 09:28 • 3h]

ASSource: Aviasales (cached)

See more dates for ANC• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 360

Updated ~37h agoExpires in ~10h

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ORD → MEM

2026-07-25 → 2026-07-28 • Direct • 2h 2m

[Out: Sat 20:59 → Sat 23:01 • 2h 2m] — [Stay: 2d 13h] — [Back: Tue 12:25 → Tue 14:27 • 2h 2m]

Source: Aviasales (cached)

See more dates for MEM• Inserted 2026-07-16 · Thu 19:00• Cached since 2026-07-16 · Thu 24:51• Synced 2026-07-16 · Thu 19:00

Est. USD 372

Cached ~0h agoExpires in ~2d

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ORD → REK

2026-09-18 → 2026-09-27 • Direct • 3h

[Out: Sat 03:25 → Sat 06:25 • 3h] — [Stay: 8d 13h] — [Back: Sun 19:45 → Sun 22:45 • 3h]

FISource: Aviasales (cached)

See more dates for REK• Inserted 2026-07-15 · Wed 18:00• Synced 2026-07-16 · Thu 19:00

Est. USD 373

Updated ~25h agoExpires in ~22h

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ORD → Punta Cana (PUJ)

2026-08-15 → 2026-08-29 • Direct • 4h 57m

[Out: Sat 17:12 → Sat 22:09 • 4h 57m] — [Stay: 13d 13h] — [Back: Sat 11:02 → Sat 16:00 • 4h 58m]

Source: Aviasales (cached)

See more dates for PUJ• Inserted 2026-05-20 · Wed 01:00• Cached since 2026-07-16 · Thu 16:11• Synced 2026-07-16 · Thu 19:00

Est. USD 387

Cached ~1386h agoExpires in ~2d

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ORD → Salt Lake City (SLC)

2026-08-12 → 2026-08-16 • Direct • 3h

[Out: Wed 12:20 → Wed 15:20 • 3h] — [Stay: 3d 21h] — [Back: Sun 12:12 → Sun 15:12 • 3h]

AASource: Aviasales (cached)

See more dates for SLC• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 413

Updated ~37h agoExpires in ~10h

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ORD → Vancouver (YVR)

2026-08-11 → 2026-08-18 • Direct • 3h

[Out: Tue 20:40 → Tue 23:40 • 3h] — [Stay: 6d 21h] — [Back: Tue 20:26 → Tue 23:26 • 3h]

ACSource: Aviasales (cached)

See more dates for YVR• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 489

Updated ~37h agoExpires in ~10h

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ORD → VPS

2026-07-31 → 2026-08-07 • Direct • 2h 38m

[Out: Fri 13:29 → Fri 16:07 • 2h 38m] — [Stay: 7d] — [Back: Fri 16:28 → Fri 19:07 • 2h 39m]

Source: Aviasales (cached)

See more dates for VPS• Inserted 2026-07-15 · Wed 19:00• Cached since 2026-07-15 · Wed 13:31• Synced 2026-07-16 · Thu 19:00

Est. USD 491

Cached ~24h agoExpires in ~23h

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ORD → DAY

2026-07-22 → 2026-07-23 • Direct • 1h 31m

[Out: Thu 01:39 → Thu 03:10 • 1h 31m] — [Stay: 10h] — [Back: Thu 12:49 → Thu 14:21 • 1h 32m]

Source: Aviasales (cached)

See more dates for DAY• Inserted 2026-07-16 · Thu 13:00• Cached since 2026-07-16 · Thu 11:47• Synced 2026-07-16 · Thu 19:00

Est. USD 495

Cached ~6h agoExpires in ~11h

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ORD → CHS

2026-07-17 → 2026-07-19 • Direct • 3h

[Out: Sat 24:45 → Sat 03:45 • 3h] — [Stay: 1d 9h] — [Back: Sun 12:56 → Sun 15:56 • 3h]

AASource: Aviasales (cached)

See more dates for CHS• Inserted 2026-07-16 · Thu 18:00• Synced 2026-07-16 · Thu 19:00

Est. USD 562

Updated ~1h agoExpires in ~2h

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ORD → SAL

2026-08-15 → 2026-08-29 • Direct • 3h

[Out: Sat 22:15 → Sun 01:15 • 3h] — [Stay: 13d 15h] — [Back: Sat 15:55 → Sat 18:55 • 3h]

AVSource: Aviasales (cached)

See more dates for SAL• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 618

Updated ~13h agoExpires in ~1d

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ORD → CAIRO (CAI)

2026-09-04 → 2026-09-18 • Direct • 3h

[Out: Fri 15:30 → Fri 18:30 • 3h] — [Stay: 13d 4h] — [Back: Thu 22:50 → Fri 01:50 • 3h]

MSSource: Aviasales (cached)

See more dates for CAI• Inserted 2026-07-15 · Wed 18:00• Synced 2026-07-16 · Thu 19:00

Est. USD 665

Updated ~25h agoExpires in ~1d

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ORD → ISTANBUL AIRPORT (IST)

2026-09-14 → 2026-10-15 • Direct • 3h

[Out: Mon 16:25 → Mon 19:25 • 3h] — [Stay: 30d 8h] — [Back: Thu 03:30 → Thu 06:30 • 3h]

TKSource: Aviasales (cached)

See more dates for IST• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 733

Updated ~13h agoExpires in ~1d

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ORD → London (LON)

2026-10-14 → 2026-10-21 • Direct • 3h

[Out: Wed 21:25 → Thu 01:25 • 3h] — [Stay: 6d 10h] — [Back: Wed 11:05 → Wed 13:05 • 3h]

UASource: Aviasales (cached)

See more dates for LON• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 871

Updated ~13h agoExpires in ~1d

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ORD → Athens (ATH)

2026-09-30 → 2026-10-12 • Direct • 3h

[Out: Wed 21:20 → Thu 24:20 • 3h] — [Stay: 11d 9h] — [Back: Mon 09:35 → Mon 12:35 • 3h]

UASource: Aviasales (cached)

See more dates for ATH• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 872

Updated ~37h agoExpires in ~10h

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ORD → Belgrade (BEG)

2026-08-19 → 2026-09-02 • Direct • 3h

[Out: Wed 21:40 → Thu 24:40 • 3h] — [Stay: 13d 8h] — [Back: Wed 08:35 → Wed 11:35 • 3h]

JUSource: Aviasales (cached)

See more dates for BEG• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 1,089

Updated ~13h agoExpires in ~1d

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ORD → Hong Kong (HKG)

2026-08-12 → 2026-08-17 • Direct • 3h

[Out: Wed 21:00 → Thu 24:00 • 3h] — [Stay: 4d 4h] — [Back: Mon 04:10 → Mon 07:10 • 3h]

CXSource: Aviasales (cached)

See more dates for HKG• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 1,443

Updated ~13h agoExpires in ~1d

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ORD → Frankfurt (FRA)

2026-12-23 → 2027-01-03 • Direct • 3h

[Out: Wed 22:20 → Thu 01:20 • 3h] — [Stay: 10d 6h] — [Back: Sun 07:40 → Sun 10:40 • 3h]

Lufthansa (LH)Source: Aviasales (cached)

See more dates for FRA• Inserted 2026-07-15 · Wed 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 1,467

Updated ~37h agoExpires in ~10h

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ORD → Seoul (SEL)

2026-08-19 → 2026-08-26 • Direct • 3h

[Out: Wed 17:30 → Wed 20:30 • 3h] — [Stay: 6d 5h] — [Back: Wed 01:40 → Wed 04:40 • 3h]

KESource: Aviasales (cached)

See more dates for SEL• Inserted 2026-07-16 · Thu 06:00• Synced 2026-07-16 · Thu 19:00

Est. USD 2,002

Updated ~13h agoExpires in ~1d

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Price may differ at booking.