- Boston (BOS) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
up to 28 Non-stop flights per dayat least 2h 44minfrom $183 - San Francisco (SFO) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
up to 37 Non-stop flights per dayat least 3h 1minfrom $269 - New York (JFK) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
up to 10 Non-stop flights per dayat least 2h 38minfrom $207 - Newark (EWR) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
1–38 Non-stop flights per dayat least 2h 23minfrom $100 - Atlanta (ATL) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
up to 21 Non-stop flights per dayat least 1h 50minfrom $104 - Tampa (TPA) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
up to 19 Non-stop flights per dayat least 2h 47minfrom $112 - Baltimore (BWI) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
up to 9 Non-stop flights per dayat least 2hfrom $157 - Allentown (ABE) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
1–5 Non-stop flights per dayat least 2h 14minfrom $299 - Birmingham-Alabama (BHM) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
1–9 Non-stop flights per dayat least 2h 8minfrom $252 - Nashville (BNA) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
up to 23 Non-stop flights per dayat least 1h 41minfrom $134 - Kansas City (MCI) Chicago O'Hare (ORD)
- Sun
- Mon
- Tue
- Wed
- Thu
- Fri
- Sat
up to 16 Non-stop flights per dayat least 1h 28minfrom $164
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