Seattle to Chicago airports: November 2026 flight deals

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Trip length: at least 2 days between departure and return.

Round-trip fare examples

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Round-trip totals in USD for 1 adult · Economy.

DestinationTrip datesDaysAxel MemberAirline fareStopsObservedSearch
Chicago (MDW)Nov 21–24, 20263$249$277NonstopSeptember 17, 2026Search for 1 adult · Dates · Travelers
Chicago (MDW)Nov 21–26, 20265$249$277NonstopSeptember 17, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 1–23, 202622$249$277NonstopSeptember 16, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 4–11, 20267$156$1751 stopSeptember 16, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 4–18, 202614$156$1751 stopSeptember 16, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 9–11, 20262$198$2201 stopSeptember 16, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 11–15, 20264$203$2271 stopSeptember 17, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 19–22, 20263$239$2671 stopSeptember 17, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 22–25, 20263$251$280NonstopSeptember 17, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 22–27, 20265$249$277NonstopSeptember 17, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 27–30, 20263$327$3631 stopSeptember 17, 2026Search for 1 adult · Dates · Travelers
Chicago (ORD)Nov 30–Dec 2, 20262$249$2771 stopSeptember 17, 2026Search for 1 adult · Dates · Travelers

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Observed September 16, 2026 (UTC). Check current prices.

USD for the listed travelers.

2 adults · 2 children · Complete round-trip totals · 5–9 days

Complete round-trip totals; both flights included.

5 days between departure and return.

Destination / travelersDates / trip lengthFlightsAxel MemberAirline fareNext step
Chicago (MDW) · 2 adults · 2 childrenNov 23–28, 2026Out: Southwest Airlines · Nonstop · 3h 50m; Return: Southwest Airlines · Nonstop · 4h 45m$1,686$1,888 — round-trip totalSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (MDW) · 2 adults · 2 childrenNov 24–29, 2026Out: Southwest Airlines · Nonstop · 3h 50m; Return: Southwest Airlines · Nonstop · 4h 45m$2,433$2,724 — round-trip totalSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (MDW) · 2 adults · 2 childrenNov 25–30, 2026Out: Southwest Airlines · 1 stop (PHX) · 7h 15m; Return: Southwest Airlines · Nonstop · 4h 50m$1,713$1,903 — round-trip totalSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (ORD) · 2 adults · 2 childrenNov 23–28, 2026Out: United Airlines · Nonstop · 4h 10m; Return: United Airlines · Nonstop · 4h 47m$1,395$1,552 — round-trip totalSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (ORD) · 2 adults · 2 childrenNov 24–29, 2026Out: American Airlines · Nonstop · 4h 17m; Return: American Airlines · 1 stop (PHX) · 9h 42m$2,315$2,575 — round-trip totalSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (ORD) · 2 adults · 2 childrenNov 24–29, 2026Out: American Airlines · Nonstop · 4h 17m; Return: Alaska Airlines · Nonstop · 4h 41m$2,424$2,696 — round-trip totalSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (ORD) · 2 adults · 2 childrenNov 25–30, 2026Out: American Airlines · Nonstop · 4h 17m; Return: Alaska Airlines · Nonstop · 5h 2m$1,411$1,580 — round-trip totalSearch for 2 adults · 2 children · Change dates · Travelers / cabin

2 adults · 2 children · Round-trip starting totals · 5–9 days

Starting totals are for the round trip. Choose a return flight to confirm the final total.

5 days between departure and return.

Destination / travelersDates / trip lengthFlightsAxel MemberAirline fareNext step
Chicago (MDW) · 2 adults · 2 childrenNov 23–28, 2026Out: Southwest Airlines · Nonstop · 3h 50mRound-trip starting total: $1,686Round-trip starting total: $1,888 — return selection pendingSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (MDW) · 2 adults · 2 childrenNov 25–30, 2026Out: Southwest Airlines · Nonstop · 3h 50mRound-trip starting total: $1,822Round-trip starting total: $2,024 — return selection pendingSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (ORD) · 2 adults · 2 childrenNov 23–28, 2026Out: United Airlines · Nonstop · 4h 10mRound-trip starting total: $1,395Round-trip starting total: $1,552 — return selection pendingSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (ORD) · 2 adults · 2 childrenNov 24–29, 2026Out: American Airlines · Nonstop · 4h 17mRound-trip starting total: $1,850Round-trip starting total: $2,058 — return selection pendingSearch for 2 adults · 2 children · Change dates · Travelers / cabin
Chicago (ORD) · 2 adults · 2 childrenNov 25–30, 2026Out: American Airlines · Nonstop · 4h 17mRound-trip starting total: $1,345Round-trip starting total: $1,498 — return selection pendingSearch for 2 adults · 2 children · Change dates · Travelers / cabin

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