Flights from Chicago O'Hare

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

Last synced: Thu 03:30

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SortPrice Freshness ScoreViewBest per destination All dates

SourceAll Amadeus Aviasales

StopsDirect 1 stop 2+ stops All

AirlineAll AA AC AS BR F9 JU MS NH PD UA VB Y4

Showing 36 destinations • From 52 matching deals

ORD → Minneapolis (MSP)

2026-10-03 → 2026-10-06 • Direct • 1h 39m

[Out: Sun 03:35 → Sun 05:14 • 1h 39m] — [Stay: 2d 6h] — [Back: Tue 10:53 → Tue 12:33 • 1h 40m]

Source: Aviasales (cached)

See more dates for MSP• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-24 · Wed 15:43• Synced 2026-06-25 · Thu 03:30

Est. USD 126

Cached ~8h agoExpires in ~2d

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ORD → ORL

2026-08-01 → 2026-08-10 • Direct • 3h

[Out: Sat 22:13 → Sun 01:13 • 3h] — [Stay: 8d 10h] — [Back: Mon 11:00 → Mon 14:00 • 3h]

F9Source: Aviasales (cached)

See more dates for ORL• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 143

Updated ~46h agoExpires in ~0h

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ORD → New York (NYC)

2026-07-17 → 2026-07-19 • Direct • 2h 31m

[Out: Sat 02:30 → Sat 05:01 • 2h 31m] — [Stay: 1d 5h] — [Back: Sun 10:10 → Sun 12:41 • 2h 31m]

Source: Aviasales (cached)

See more dates for NYC• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-22 · Mon 19:44• Synced 2026-06-25 · Thu 03:30

Est. USD 145

Cached ~8h agoExpires in ~19h

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ORD → New Orleans (MSY)

2026-07-23 → 2026-07-27 • Direct • 2h 44m

[Out: Fri 01:11 → Fri 03:55 • 2h 44m] — [Stay: 3d 19h] — [Back: Mon 22:35 → Tue 01:19 • 2h 44m]

Source: Aviasales (cached)

See more dates for MSY• Inserted 2026-06-24 · Wed 01:00• Cached since 2026-06-23 · Tue 21:26• Synced 2026-06-25 · Thu 03:30

Est. USD 146

Cached ~27h agoExpires in ~19h

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ORD → Atlanta (ATL)

2026-07-31 → 2026-08-02 • Direct • 2h 20m

[Out: Fri 18:50 → Fri 21:10 • 2h 20m] — [Stay: 1d 13h] — [Back: Sun 10:35 → Sun 12:55 • 2h 20m]

Source: Aviasales (cached)

See more dates for ATL• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-24 · Wed 13:09• Synced 2026-06-25 · Thu 03:30

Est. USD 155

Cached ~8h agoExpires in ~2d

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ORD → EDWARD L LOGAN INTL (BOS)

2026-07-24 → 2026-07-28 • Direct • 2h 43m

[Out: Sat 02:41 → Sat 05:24 • 2h 43m] — [Stay: 3d 8h] — [Back: Tue 13:50 → Tue 16:33 • 2h 43m]

Source: Aviasales (cached)

See more dates for BOS• Inserted 2026-06-25 · Thu 01:00• Cached since 2026-06-22 · Mon 24:00• Synced 2026-06-25 · Thu 03:30

Est. USD 156

Cached ~2h agoExpires in ~19h

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ORD → Houston (HOU)

2026-07-24 → 2026-07-29 • Direct • 3h

[Out: Fri 10:30 → Fri 13:30 • 3h] — [Stay: 5d 14h] — [Back: Thu 03:08 → Thu 06:08 • 3h]

UASource: Aviasales (cached)

See more dates for HOU• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 160

Updated ~22h agoExpires in ~1d

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ORD → YTO

2026-09-14 → 2026-09-22 • Direct • 1h 47m

[Out: Mon 12:00 → Mon 13:47 • 1h 47m] — [Stay: 8d 11h] — [Back: Wed 24:40 → Wed 02:28 • 1h 48m]

Source: Aviasales (cached)

See more dates for YTO• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-24 · Wed 15:40• Synced 2026-06-25 · Thu 03:30

Est. USD 195

Cached ~8h agoExpires in ~2d

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ORD → Phoenix (PHX)

2026-08-19 → 2026-08-23 • Direct • 3h

[Out: Wed 10:00 → Wed 13:00 • 3h] — [Stay: 3d 18h] — [Back: Sun 07:20 → Sun 10:20 • 3h]

AASource: Aviasales (cached)

See more dates for PHX• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 234

Updated ~46h agoExpires in ~0h

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ORD → St. Louis (STL)

2026-09-13 → 2026-09-29 • Direct • 3h

[Out: Mon 04:05 → Mon 07:05 • 3h] — [Stay: 15d 9h] — [Back: Tue 16:01 → Tue 19:01 • 3h]

AASource: Aviasales (cached)

See more dates for STL• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 242

Updated ~46h agoExpires in ~0h

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ORD → Philadelphia (PHL)

2026-07-14 → 2026-07-17 • Direct • 3h

[Out: Wed 02:45 → Wed 05:45 • 3h] — [Stay: 2d 16h] — [Back: Fri 22:11 → Sat 01:11 • 3h]

UASource: Aviasales (cached)

See more dates for PHL• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 268

Updated ~46h agoExpires in ~0h

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ORD → ORF

2026-07-27 → 2026-07-30 • Direct • 3h

[Out: Tue 24:14 → Tue 03:14 • 3h] — [Stay: 2d 7h] — [Back: Thu 10:40 → Thu 13:40 • 3h]

AASource: Aviasales (cached)

See more dates for ORF• Inserted 2026-06-23 · Tue 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 279

Updated ~34h agoExpires in ~12h

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ORD → GSP

2026-08-14 → 2026-08-15 • Direct • 2h 6m

[Out: Fri 20:05 → Fri 22:11 • 2h 6m] — [Stay: 17h] — [Back: Sat 15:31 → Sat 17:37 • 2h 6m]

Source: Aviasales (cached)

See more dates for GSP• Inserted 2026-06-25 · Thu 01:00• Cached since 2026-06-24 · Wed 22:37• Synced 2026-06-25 · Thu 03:30

Est. USD 281

Cached ~2h agoExpires in ~2d

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ORD → Guadalajara (GDL)

2026-07-23 → 2026-07-30 • Direct • 3h

[Out: Thu 17:30 → Thu 20:30 • 3h] — [Stay: 7d 3h] — [Back: Thu 23:50 → Fri 02:50 • 3h]

VBSource: Aviasales (cached)

See more dates for GDL• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 309

Updated ~10h agoExpires in ~2d

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ORD → ONT

2026-08-06 → 2026-08-10 • Direct • 3h

[Out: Fri 01:18 → Fri 04:18 • 3h] — [Stay: 4d 3h] — [Back: Tue 06:59 → Tue 09:59 • 3h]

UASource: Aviasales (cached)

See more dates for ONT• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 333

Updated ~10h agoExpires in ~2d

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ORD → Portland (PDX)

2026-07-24 → 2026-07-28 • Direct • 3h

[Out: Fri 12:20 → Fri 15:20 • 3h] — [Stay: 4d 15h] — [Back: Wed 05:59 → Wed 08:59 • 3h]

ASSource: Aviasales (cached)

See more dates for PDX• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 339

Updated ~10h agoExpires in ~2d

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ORD → San Antonio (SAT)

2026-07-27 → 2026-08-13 • Direct • 3h

[Out: Tue 02:19 → Tue 05:19 • 3h] — [Stay: 16d 13h] — [Back: Thu 18:33 → Thu 21:33 • 3h]

AASource: Aviasales (cached)

See more dates for SAT• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 343

Updated ~10h agoExpires in ~2d

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ORD → YMQ

2026-07-23 → 2026-07-26 • Direct • 2h 27m

[Out: Thu 13:45 → Thu 16:12 • 2h 27m] — [Stay: 2d 18h] — [Back: Sun 10:10 → Sun 12:38 • 2h 28m]

Source: Aviasales (cached)

See more dates for YMQ• Inserted 2026-06-24 · Wed 01:00• Cached since 2026-06-23 · Tue 21:32• Synced 2026-06-25 · Thu 03:30

Est. USD 344

Cached ~27h agoExpires in ~19h

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ORD → MLM

2027-01-30 → 2027-02-28 • Direct • 4h 7m

[Out: Sat 11:30 → Sat 15:37 • 4h 7m] — [Stay: 29d 14h] — [Back: Mon 05:59 → Mon 10:06 • 4h 7m]

Source: Aviasales (cached)

See more dates for MLM• Inserted 2026-06-24 · Wed 19:00• Cached since 2026-06-24 · Wed 18:08• Synced 2026-06-25 · Thu 03:30

Est. USD 359

Cached ~8h agoExpires in ~2d

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ORD → BJX

2026-08-10 → 2026-09-04 • Direct • 3h

[Out: Mon 06:59 → Mon 09:59 • 3h] — [Stay: 25d 14h] — [Back: Sat 24:07 → Sat 03:07 • 3h]

Y4Source: Aviasales (cached)

See more dates for BJX• Inserted 2026-06-23 · Tue 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 394

Updated ~34h agoExpires in ~12h

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ORD → San Jose (SJC)

2026-08-06 → 2026-08-12 • Direct • 3h

[Out: Fri 24:58 → Fri 03:58 • 3h] — [Stay: 5d 9h] — [Back: Wed 13:20 → Wed 16:20 • 3h]

UASource: Aviasales (cached)

See more dates for SJC• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 397

Updated ~46h agoExpires in ~0h

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ORD → RST

2026-07-26 → 2026-08-15 • Direct • 1h 30m

[Out: Mon 04:00 → Mon 05:30 • 1h 30m] — [Stay: 19d 6h] — [Back: Sat 11:00 → Sat 12:31 • 1h 31m]

Source: Aviasales (cached)

See more dates for RST• Inserted 2026-06-24 · Wed 01:00• Cached since 2026-06-23 · Tue 21:05• Synced 2026-06-25 · Thu 03:30

Est. USD 420

Cached ~27h agoExpires in ~19h

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ORD → CHS

2026-07-17 → 2026-07-20 • Direct • 3h

[Out: Fri 13:30 → Fri 16:30 • 3h] — [Stay: 2d 20h] — [Back: Mon 12:56 → Mon 15:56 • 3h]

AASource: Aviasales (cached)

See more dates for CHS• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 435

Updated ~10h agoExpires in ~2d

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ORD → Salt Lake City (SLC)

2026-08-07 → 2026-08-12 • Direct • 3h

[Out: Fri 12:20 → Fri 15:20 • 3h] — [Stay: 4d 21h] — [Back: Wed 12:12 → Wed 15:12 • 3h]

AASource: Aviasales (cached)

See more dates for SLC• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 436

Updated ~46h agoExpires in ~0h

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ORD → FCA

2026-08-06 → 2026-08-10 • Direct • 3h

[Out: Thu 18:16 → Thu 21:16 • 3h] — [Stay: 4d 2h] — [Back: Mon 22:50 → Tue 01:50 • 3h]

AASource: Aviasales (cached)

See more dates for FCA• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 512

Updated ~22h agoExpires in ~1d

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ORD → BZN

2026-08-07 → 2026-08-09 • Direct • 3h

[Out: Sat 01:15 → Sat 04:15 • 3h] — [Stay: 1d 10h] — [Back: Sun 14:00 → Sun 17:00 • 3h]

UASource: Aviasales (cached)

See more dates for BZN• Inserted 2026-06-23 · Tue 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 576

Updated ~34h agoExpires in ~12h

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ORD → ANC

2026-07-07 → 2026-07-17 • Direct • 3h

[Out: Tue 05:59 → Tue 08:59 • 3h] — [Stay: 10d 22h] — [Back: Sat 07:21 → Sat 10:21 • 3h]

ASSource: Aviasales (cached)

See more dates for ANC• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 578

Updated ~46h agoExpires in ~0h

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ORD → CAIRO (CAI)

2026-07-15 → 2026-07-24 • Direct • 3h

[Out: Wed 15:30 → Wed 18:30 • 3h] — [Stay: 8d 4h] — [Back: Thu 22:50 → Fri 01:50 • 3h]

MSSource: Aviasales (cached)

See more dates for CAI• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 718

Updated ~22h agoExpires in ~1d

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ORD → YWG

2026-09-04 → 2026-09-07 • Direct • 3h

[Out: Fri 14:15 → Fri 17:15 • 3h] — [Stay: 3d 2h] — [Back: Mon 19:00 → Mon 22:00 • 3h]

UASource: Aviasales (cached)

See more dates for YWG• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 767

Updated ~22h agoExpires in ~1d

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ORD → AUA

2026-07-07 → 2026-07-14 • Direct • 3h

[Out: Tue 14:19 → Tue 17:19 • 3h] — [Stay: 7d 1h] — [Back: Tue 17:50 → Tue 20:50 • 3h]

UASource: Aviasales (cached)

See more dates for AUA• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 906

Updated ~10h agoExpires in ~2d

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ORD → Taipei (TPE)

2026-10-20 → 2026-11-17 • Direct • 3h

[Out: Tue 05:30 → Tue 08:30 • 3h] — [Stay: 28d 4h] — [Back: Tue 12:00 → Tue 15:00 • 3h]

BRSource: Aviasales (cached)

See more dates for TPE• Inserted 2026-06-23 · Tue 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 957

Updated ~34h agoExpires in ~12h

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ORD → GUA

2026-10-31 → 2026-11-14 • Direct • 3h

[Out: Sat 13:50 → Sat 16:50 • 3h] — [Stay: 14d 3h] — [Back: Sat 19:28 → Sat 22:28 • 3h]

UASource: Aviasales (cached)

See more dates for GUA• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 1,002

Updated ~46h agoExpires in ~0h

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ORD → Belgrade (BEG)

2026-07-29 → 2026-09-07 • Direct • 3h

[Out: Wed 21:40 → Thu 24:40 • 3h] — [Stay: 39d 8h] — [Back: Mon 08:35 → Mon 11:35 • 3h]

JUSource: Aviasales (cached)

See more dates for BEG• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 1,210

Updated ~22h agoExpires in ~1d

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ORD → Milan (MIL)

2026-07-07 → 2026-07-19 • Direct • 3h

[Out: Wed 02:40 → Wed 05:40 • 3h] — [Stay: 11d 8h] — [Back: Sun 13:20 → Sun 16:20 • 3h]

UASource: Aviasales (cached)

See more dates for MIL• Inserted 2026-06-24 · Wed 18:00• Synced 2026-06-25 · Thu 03:30

Est. USD 1,234

Updated ~10h agoExpires in ~2d

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ORD → ADOLFO SUAREZ BARAJAS (MAD)

2026-07-12 → 2026-07-19 • Direct • 3h

[Out: Mon 03:30 → Mon 06:30 • 3h] — [Stay: 6d 5h] — [Back: Sun 11:35 → Sun 14:35 • 3h]

AASource: Aviasales (cached)

See more dates for MAD• Inserted 2026-06-23 · Tue 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 1,358

Updated ~46h agoExpires in ~0h

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ORD → Tokyo (TYO)

2026-10-10 → 2026-10-22 • Direct • 3h

[Out: Sat 16:50 → Sat 19:50 • 3h] — [Stay: 11d 12h] — [Back: Thu 08:00 → Thu 11:00 • 3h]

NHSource: Aviasales (cached)

See more dates for TYO• Inserted 2026-06-24 · Wed 06:00• Synced 2026-06-25 · Thu 03:30

Est. USD 1,400

Updated ~22h agoExpires in ~1d

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